Windermere FL Accommodations

The historic town of Windermere in Orange County, Florida was established in 1889. Known for its dirt roads and quaint atmosphere, Windermere is one of a dying breed of towns that has maintained that unique small-town feel that vacation home rental guests and locals alike find so endearing.

Windermere is one of the most recognized communities in all of Florida let alone Central Florida. Picturesque vacation rental accommodations in the town of Windermere are surrounded on all sides by the pristine Butler Chain of Lakes. Vacation rentals are bordered by this chain encompassing eleven lakes, Lake Butler, Lake Tibet, Lake Down, Lake Sheen, Lake Louise, Lake Chase, Pocket Lake, Lake Blanche, Wauseon Bay, Lake Isleworth, and Little Fish Lake, which have been recognized for their high water quality and animal habitats as Outstanding Florida Waters by Florida's Department of Environmental Regulation.

Recreationally, the Windermere lakes offer a phenomenal outlet both for waterskiing and fishing just minutes away from apartment rental, condo rental and villa rental accommodations. All but Little Fish Lake are greater than 50 acres in surface area, providing more than ample space for ski boats and WaveRunners. Clear water, deep ledges and abundant vegetation foster plentiful schools of large-mouth bass and bluegill, providing lucrative fishing year-round.

Grand apartment rental, condo rental and estate villa rental accommodation grace the shorelines in exclusive neighborhoods like Isleworth, Keene’s Point, Bay Hill, and Lake Butler Sound. The nightly Walt Disney World fireworks are visible in the distance, and Universal Studios and Sea World are also right around the corner from vacation rentals.

Vacation rental lodging and villas are less than half an hour away from the endless recreational activities, dining and shopping outlets available in the Orlando area. Orlando is a popular music and film production centre with close ties to some of the biggest names in entertainment. In close proximity to eclectic apartment rentals, condo rentals and villa rentals you can attend the Florida Film Festival which hosts one of the most respected regional film festivals in the country or enjoy an evening at the Bob Carr Performing Arts Center which attracts national theatrical tours on a regular basis.

Windermere vacation rental accommodation provides an oasis where relaxation meets nature at this charming urban hideaway. With the abundance of water and a subtropical climate, guests staying in captivating apartment rentals, condo rentals and villa rentals can enjoy boating and fishing year round. And for ocean lovers, the world famous Cocoa Beach and more laid back New Smyrna Beach are both less than an hour away.

Rental Amenities

Accessibility

Bedrooms

Rental Payment

Activities

Ski-Out
Ski-In    
Walk only

Waterfront
Water within
Walk only
View Map

Windermere FL Vacation Activities

833 Vacation Rentals

Your Favs ()
view Tile View List View
sort by

Sorry, there is no rental accommodation currently available in Windermere FL for your search criteria. Please change your search preferences or try a nearby region to increase the number of properties displayed.

  • Luxurious Townhome - Close to Disney & Attractions!

    Luxurious Townhome - Close

    Kissimmee: Fiesta Key: Townhouse in a gated community
    • 3 BDR
    • 3 BA
    • Sleeps 6
    • #203266
    avg $80 USD/night Paypal Star Rating
    Just a pixie dusts throw away from Disney, this beautiful town home with 3 bedrooms and 2 1/2 bathrooms is located at the gated Fiesta Key Resort in Kissimmee. This town home is perfect for families, business travelers, retirees, snowbirds, golfers, singles or couples. This home comes complete with a full size washer and dryer, luxury linens & towels, dishware, cookware and utensils. Free WI-FI throughout the home is also included. Home has keyless entry and code will be provided! This luxury town home features new décor and furnishings. The floor plan is open, spacious and welcoming. As you walk through the entrance, located to your right is a breakfast nook area with table and chairs. To the left of the entrance is a discretely situated half bath. The kitchen area view overlooks casual dining area that seats 7. Adjacent to the dining area is the family room which includes a sofa, loveseat, chair and 50" HD flat screen entertainment area. Three bedrooms and two full baths are located on the second floor. The master bedroom contains a King size pillow-top bed with a private master bath. Master bedroom is equipped with a 32" HD Flat Screen TV. The second bedroom contains a Queen size pillow-top bed and a 20" HD flat screen TV and the third bedroom is equipped with two twin pillow-top beds and a 20" HD flat screen TV. This town home has a fully screened porch with tables and chairs and 2 sun loungers to enjoy the Florida Sunshine. View is open to park and palm trees.
  • Luxury 4 Bed / 3 Bath Vacation Villa with Pool near Disney

    Luxury 4 Bed / 3 Bath

    Davenport: Highgate Park: Villa in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #203130
    avg $138 USD/night Credit Card Paypal
    This fully furnished vacation villa is in the exclusive gated community of High gate Park in Davenport. It is perfect for 1 or 2 families; you get a spacious house in a well-kept, secure gated community with your own private heated pool. Your family will get all the comforts of a home at a fraction of the cost of staying in a hotel. Located just off Highway 27, it is conveniently located near local shopping (Publix, Super Wal-Mart), restaurants, golf courses and is close to all the major theme parks. The home has a spacious king master bedroom, a queen and 2 twin bedrooms, living/dining area that opens up to the screened pool/spa area and large kitchen with breakfast nook. The pool comes with optional pool heating. Our professional management company ensures that the home is professionally cleaned and equipped with fresh linens and towels before your arrival and our property manager is just a phone call away. This home comes with the following amenities: • 42” HDTV with 180+ channels and DVD Player in Living Room, basic TV in bedrooms. • Free high speed internet (Wi-Fi) • Free unlimited calling across the U.S., Canada and Puerto Rico • A games room with a large pool table, foosball and air hockey. • Pool heat available for a modest fee (recommended mid-October to mid-April). Sorry, no smoking or pets are allowed.
  • Villa in the Heart of Disney

    Villa in the Heart of

    Kissimmee: Windward Cay: Villa
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #203114
    avg $101 USD/night Paypal
    Three bedrooms and two bathrooms, can accommodate up to 8 people. The villa has all you need to make your stay unforgettable. This luxury villa offers living room with large flat screen TV (TVs are also in each bedroom!). Wi-fi and telephone with free long distance within the US is included as well as a play station for children. Fully equipped kitchen with: micro-wave, dishwasher, refrigerator (with ice-maker and water dispenser), coffee machine, ect... Laundry room with washer and dryer. You won't be disappointed.
  • Fun Florida Villa a Place for Fun in the Sun

    Fun Florida Villa a Place

    Clermont: Glenbrook: Villa
    • 4 BDR
    • 2 BA
    • Sleeps 8
    • #203014
    avg £75 GBP/night Credit Card Paypal Star Rating
    Welcome to Our Fun Florida villa, this is our luxurious executive villa on the privately owned resort of Glenbrook, Orlando Florida. Our stunningly designed, fully air conditioned, four bedroom villa, comes complete with beautifully designed furniture and sleeps 8 comfortably. The Villa has two master suites (one ensuite), with two large queen beds, our two other rooms are of spacious design, and both have twin beds. All villa rooms come complete with TV’s and DVD Players, and two room’s with additional video player’s. Our villa has a family area and comes complete with a 52” HDTV, great for all the family to enjoy. We have our own private south facing screened pool (removable vertical and horizontal screens for child saftey) complete with cascading spa, we even have an extended poolside area with a comfortable lounging area if you just want to catch those glorious Florida rays! In our villa we have our own private games room, which comes complete with a pool table, air hockey table and electronic darts board. For those who would like a venture out, Glenbrook also offers all guests a complimentary community recreation area with a designer swimming pool, a Club House with an exercise room for working out, a games room, plus tennis and beach volleyball courts to run around and have fun in the sun. The villa is also a media room with a large TV entertainment system, a PC giving free internet access as well as a wireless ‘hot spot’ in the clubhouse.
  • Award Winning Vacation Villa Rental. Set in a Gated Community, Close to Disney

    Award Winning Vacation

    Kissimmee: Emerald Island: Villa in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #202884
    avg $166 USD/night Credit Card Paypal Star Rating
    Our beautiful Disney Vacation Villa rental, a fabulous holiday rental home with private pool, is set in Emerald Island Resort. Minutes from the Theme Parks the luxury accommodation of our holiday home at Emerald Island is the ideal place from which to explore and enjoy all the Orlando attractions and other entertainment Florida has to offer. The 2 story executive style Villa with 4 bedrooms 3 bathrooms,has been thoughtfully furnished by it's owners to the highest standards creating a vacation home with a stylish contemporary feel and ensuring plenty of individual living space. The entire vacation home is air-conditioned and tastefully decorated with cable TV's throughout, with a family room-sitting room- formal dining area - breakfast nook fitted kitchen and games room. The private villa overlooks a conservation woodland nature reserve and the private pool area is not overlooked by other properties from the rear. *4 Bedrooms; * King * Queen * Double *Twin *3 Bathroom, *Private Pool (S/e aspect) * extended Sundeck * Free standing SPA *Games room * Pool * Foosball * AirHockey * Basketball * Darts * PS2 * Xbox 360 * Games * Books *Family Room * 42'' lcd hd TV * Free access to Hundreds of Movies * Free Phone * Free Wi -Fi *Dining Room * Living room * Breakfast nook * Covered lanai * Baby High Chair * Two baby Cots * Baby Monitor*All Linens * Towels * Pool towels The Villa delivers the 'WoW' factor
  • Beautiful Villa 4 BR/3 BA in Gated Lake Berkley Resort for Your 5* Vacation

    Beautiful Villa 4 BR/3 BA

    Kissimmee: Lake Berkley: Villa in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 9
    • #202509
    avg $123 USD/night Credit Card Star Rating
    Beautiful and Family friendly 4 BR/3 BA pool Villa located in the popular vacation resort of "Lake Berkley" and only 10 minutes to DISNEY. Spacious light villa with 2 living and 2 dining areas, space for the whole family. The property has 1 King Master with private bath room featuring separate walk in shower and soaker tub, 1 Queen master with private bath and 2 Twin rooms with two twin beds each and a shared bath. It also has a fully equipped kitchen and washer and dryer for your convenience. Highchair, Crib and Stroller are provided for your use. DVD collection and Library. Make sure you get time to use the community facilities which boast a Fitness Center, Cyber Café, Games Room and the Pool Side Tiki Bar. There is also tennis, basket ball, volleyball, table tennis and even a stocked Lake with Fishing Pier and nature walks ..... Equipment rental at the Hapimag Clubhouse. Located only 10 minutes away from Disney this is a great place to vacation!
  • CHARMING FAMILY VACATION VILLA with private pool and fenced yard, pets welcome

    CHARMING FAMILY VACATION

    Kissimmee: Eagle Pointe: Villa
    • 4 BDR
    • 2 BA
    • Sleeps 10
    • #202497
    avg $118 USD/night Credit Card Paypal
    This nice and spacious 4 Bed Room pool home is located in the quiet community of Eagle Pointe and offers you your own private pool and a small fenced yard. The property has 1 queen master, 1 queen room and 2 twin rooms with two twin beds each. For the business traveler there is FREE WIRELESS INTERNET and a little office nook with a printer. For the kids there is a play station and the community has a great Playground.
  • Pool Home with Lake View at a Budget, Close to Disney

    Pool Home with Lake View

    Kissimmee: Chatham Park: Villa
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #202458
    avg $104 USD/night Credit Card Paypal Star Rating
    Beautiful 3BR Pool Home offering a tranquil setting overlooking the lake of the Sub-Division - a wonderful way to watch the sunset each evening. For a fun filled vacation this house offers BBQ, table tennis, darts and table soccer and the community features a community Pool, Play Ground and Basket Ball Court. All New FlatScreen TV's. The king master bedroom and family room overlook the patio and pool hence they also overlook the lake. The second bedroom is a queen room and the third room has two twin beds. There is also a formal lounge as you enter the property with a dining room, full kitchen and breakfast nook with the washer and dryer conveniently at hand in the garage which leads into the kitchen. Just 14 minutes to Disney and 25 minutes to Universal Studio. The cross road is SR 192 and Siesta Lago Dr.
  • "Legacy Grand" Studio

    "Legacy Grand" Studio

    Kissimmee: Legacy Grand: Condo in a hotel
    • 1 BA
    • Sleeps 4
    • #202264
    avg $64 USD/night Credit Card
    This hotel studio offers two queen beds.
  • Disney Area Vacation Home

    Disney Area Vacation Home

    Kissimmee: Fiesta Key: Townhouse in a gated community
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #202182
    avg $99 USD/night Paypal Pet Friendly
    Three bedroom townhouse in Fiesta Key
  • Studio in the Legacy Grand, Kissimmee

    Studio in the Legacy Grand

    Kissimmee: Legacy Grand: Condo in a hotel
    • 1 BA
    • Sleeps 4
    • #202144
    avg $64 USD/night Credit Card
    2 Queen Beds in this studio, which is in the Legacy Grand Hotel.
  • The Palms Hotel & Villas Vacation Home

    The Palms Hotel & Villas

    Kissimmee: Palms Hotel and Villas: Condo
    • 1 BDR
    • 1 BA
    • Sleeps 6
    • #202139
    avg $80 USD/night Credit Card
    The condo has been furnished to a very good standard. When entering the condo you step into the living room with sitting area, large flat screen TV, breakfast table and kitchenette. The bedroom has 2 Double (Full) Beds, cable TV and en suite bathroom with vanity, shower and toilet. There is a hair dryer too. The double doors between the living room and bedroom allow for late night relaxing and watching TV in the living, while other family members lay their head to rest in the bedroom, recharging for the next day enjoying all the great things Central Florida has to offer. The kitchenette is well fitted. It includes a 2 burner stove, toaster oven, microwave, fridge-freezer, coffee maker and dishwasher. The condo is located on the third floor. It is air conditioned for those very hot days and has reverse air for the few colder days. Iron and iron board are present too
  • Newly Renovated Cozy 4ed/3bath Pool Home miles to Disney World

    Newly Renovated Cozy

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #202000
    avg $126 USD/night Credit Card Paypal Star Rating
    Located only 6 miles from Disney at Cumbrian Lakes Resort, a 24 hour gated community with many resort amenities. • 2 master en-suite with 23' LCD cable HDTV. • 2 sets of twin bedrooms with 22' LCD cable HDTV. • Sleeper sofas in family room with 42' LCD HDTV. • Game room with pool table and ping-pong tennis table• Free phone calls to local, domestic and Canada. • Free wireless high speed Internet access. • Large screened private pool with extended large porch and Lanai. ****Please note that we are unable to accommodate last minute bookings less than 14 days in advance.
  • Lovely New Family Villa - Luxury Near to Disney

    Lovely New Family Villa

    Davenport: Westridge: House in a gated community
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #201966
    avg $163 USD/night Credit Card Paypal
    Why stay in an over-priced, over-crowded hotel room when you can stay at a Vacation Villa, enjoy a private pool and get away from the noise and crowds of the amusement parks? The Villa is a 3 bed detached house with 2 bathrooms, a large open plan living area and a dining area on the pool deck. Our home sleeps 2-8 people comfortably. To the rear there is a large covered area with a pool and sun-bathing deck. * Free Gas BBQ Grill * Free High Speed Internet * Free Long Distance Phone Calls (US & Canada) * Private Screened Pool * Central Air Conditioning * 4 TVs * 3 DVD players * Fully Equipped Kitchen * Microwave * Dishwasher * Refrigerator (With Ice Maker) * Stove * Washer & Dryer * Linens, Towels & Pool Towels * Hair Dryers In Each Bathroom * Child Safety Pool Alarm * Stroller * Iron & Ironing Board
  • Million Dollar Views on Pga Golf Courses.

    Million Dollar Views on

    Orlando: Reunion Resort and Club: House in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #201880
    avg $607 USD/night Credit Card Paypal
    Luxurious custom built home with amazing views. The main floor has a king-size bedroom with ensuite. An open living area incorporates comfortable seating, flat screen TV, dining area and kitchen with granite counters and stainless steel appliances. The living area has beautiful views opening onto the furnished patio. Overlooking the courtyard is a queen size bedroom with ensuite and to the rear is the large king-size master suite; a truly unique room with bamboo vaulted ceiling, ensuite includes a Jacuzzi bath, multi-head shower and tapestries. From the bedroom you can access the private balcony and probably some of Reunion's best views. The large paved pool deck has ample dining and lounging and includes a pool, spa and cascading water feature. This home has the sun on the deck for most of the day. Perfect for guests wanting privacy is the guest suite. There is a living area which includes a kitchenette, dining, comfortable furniture, sofa bed and flat screen TV separated from the king-size bedroom. The restaurants and amenities at Reunion are excellent. Whether you choose the world championship PGA golf courses, the amazing water park, or any one of a number of shared areas you will not be disappointed.
  • Air-Conditioned Game-Room, South-Facing Pool/Spa, 3 Miles to Disney

    Air-Conditioned Game-Room

    Kissimmee: Emerald Island: Villa in a gated community
    • 7 BDR
    • 5 BA
    • Sleeps 16
    • #201533
    avg $301 USD/night Credit Card Star Rating
    3 Miles from Disney in exclusive Emerald Island gated resort community * Air-conditioned game room with pool table, air hockey, foosball and large screen TV * 7 bedrooms, 4.5 bathrooms * 2 Master suites with King size beds, 2 Queen Bedrooms and 3 themed kids rooms * Large 40' x 23' pool area * South facing pool deck * Deep 40' x 10' screened lanai with fans * No per person charge * Free supply of gas for the grill * High quality linens and towels provided * Free secure wired/wireless internet * Free phone calls within US and to many countries* Full-size crib and an extra Pack ‘n Play* Large LCD TVs in every bedroom, family room and game room (9 total) * Wii with many games * Video Games and books * Kids movie library * 24x7 Monitored Security * Accommodates up to 16 guests comfortably * Fully equipped kitchen * Separate Family and Living Rooms * Close to many golf courses and shopping centers * Discounts for last minute and multi-week stays
  • Private Cul De Sac Lot, South Facing Pool (not overlooked), Spa and Kiddy Pool

    Private Cul De Sac Lot

    Kissimmee: Windsor Palms: Villa
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #201087
    avg $167 USD/night Credit Card Paypal
    This spacious and beautifully appointed villa will be ideal for your vacation. The pool is south facing and this is one of the few villas that offers a kiddy pool and a stand alone hot tub. The villa is decorated and furnished to a very high standard. Being situated on a quiet cul de sac and not overlooked to the rear, you'll enjoy great privacy during your vacation. The villa is also just a short stroll from the club house. High speed internet and all phone calls are included in the price. Child features include pool safety nets, high chair, pack n' play, stroller, PS2.
  • 6 Bed 4 Bath Villa 2 Miles to Disney Huge Pool W/Spa View of Lake W/ Fountain

    6 Bed 4 Bath Villa 2 Miles

    Kissimmee: Rolling Hills: Villa
    • 6 BDR
    • 1 Loft
    • 4 BA
    • Sleeps 13
    • #200487
    avg $285 USD/night Credit Card Paypal Star Rating
    Welcome - Our 6 bed 4 bath villa is where you want to be – only 2 miles from Disney in the prestigious Rolling Hills at Formosa Gardens Estate on a quiet street. Our villa is in the area known to locals as “the Golden Mile.” Within one mile, without crossing a busy road, there are numerous restaurants, shopping, an ATM machine, Walk-In Medical Clinic and Mini Golf. Spacious, light & airy, and comfortable, this villa is perfect for a large family or two families travelling together with two separate lounge areas and two en-suite master bedrooms. The first floor master has a king bed and walk in closet. The attached bath connects to the pool deck and features a two sink vanity, garden tub and stand alone shower. The second floor master has a queen bed and the attached bath features a two sink vanity and a combination tub/shower. There are two other queen bedrooms and two twin bedrooms each with a Disney theme. Each twin bedroom has two beds. The great room has comfy seating area and a formal dining area; the den has a flat screen TV and a seating area that looks out to the pool. There is also a fully equipped kitchen with a dishwasher, oven and hob (stove), microwave, double door refrigerator and freezer with ice maker, garbage disposal, coffee maker, toaster, blender, electric kettle, etc. There is a gas BBQ grill outside. A large breakfast room with views to the pool is adjacent to the kitchen. The game room is perfect for children of all ages to escape the adults and play pool, foosball, XBox One with Kinect, or WII game. Other amenities include 9 cable TVs, one in every bedroom and one in the den (with a Bose 5.1 Home Theater) and one in the Games Room. The villa also has a secured high speed wireless network in case you want to bring your wireless capable notebook computer poolside. The pool, with killer water views, is one of the largest you will find in a vacation home (40 ft. X 20 ft.) has a built in spa as well. The expansive pool deck is very private, not overlooked by adjacent properties, a feature not shared by 95% of villas in the central Florida area. The pool /spa share a spectacular view of a lake with fountain. The pool deck also had its own outside shower. The over ¼ acre lot on a quiet cul de sac provides privacy and this premium lot size is in stark contrast to other crowded vacation villas. We offer maximum value for the dollar offering such extras as: Free gift pack of essential supplies to get you started your first day at the villa until you can get to the grocery store including: laundry detergent, dishwashing soap, hand soap, TP, sugar, coffee & filters, tea, creamer, trash bags. Free secured high speed wireless internet Wi-Fi. Free long distance calling (some limits apply). The discounted attraction tickets that come with "No Strings Attached." Family friendly. The American sized washer and tumble dryer, iron and iron board helps you pack less so you have more room in your luggage for outlet purchases. All linens and pool towels included. Fully inspected and licensed by the state of Florida. Please note our home is not in foreclosure, and we have no mortgage or any outstanding debts. Finally you have the owners of the villa, who are continually equipping and upgrading our villa and we will provide you with our tips and tricks to successfully navigate your way to a great vacation.
  • Large oversized pool with large Lanai.  Lanai has TV and Bar

    Large oversized pool with

    Davenport: Loma Vista: House
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #151224
    avg $155 USD/night Credit Card Paypal
    Home is extremely spacious with WiFi. Very quiet neighborhood. Access to I-4 is only 4 minutes away. Disney property is only 8 minutes.
  • 3 Bedrooms 2 Bathrooms Townhome at The Villas at Seven Dwarfs

    3 Bedrooms 2 Bathrooms

    Kissimmee: The Villas at Seven Dwarfs Lane: Townhouse
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #150818
    avg $120 USD/night Credit Card
    1245 sq ft, 3 bedroom, 2 bathroom townhome, located at Villas at Seven Dwarfs Lane Resort. This spacious townhome has a master bedroom suite located on the first floor with king-sized bed, cable TV, walk-in closet, and full bathroom. The second and third bedrooms each have two twin beds, and they share the second full bathroom. Telephone with unlimited local calls. The living room has cable TV and DVD player. The kitchen is fully equipped with a dining table with 4 chairs and two stool bar chairs. Unit has washer and dryer. Villas at Seven Dwarfs Lane Resort provides a heated pool, jacuzzi, club house, business center with free wireless internet access, gym, playground, basketball court, tennis court, and sand volley ball, kids water park, paddle boat, and catch and release fishing pond.
  • 3 Bedrooms 2 Bathrooms Townhome at The Villas at Seven Dwarfs

    3 Bedrooms 2 Bathrooms

    Kissimmee: The Villas at Seven Dwarfs Lane: Townhouse
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #150709
    avg $120 USD/night Credit Card
    1245 sq ft, 3 bedroom, 2 bathroom townhome, located at Villas at Seven Dwarfs Lane Resort. This spacious townhome has a master bedroom suite located on the first floor with king-sized bed, cable TV, walk-in closet, and full bathroom. The second and third bedrooms each have two twin beds, and they share the second full bathroom. Telephone with unlimited local calls. The living room has cable TV and DVD player. The kitchen is fully equipped with a dining table with 4 chairs and two stool bar chairs. Unit has washer and dryer. Villas at Seven Dwarfs Lane Resort provides a heated pool, jacuzzi, club house, business center with free wireless internet access, gym, playground, basketball court, tennis court, and sand volley ball, kids water park, paddle boat, and catch and release fishing pond.
  • Huge 5 Bedroom 3 Bathroom Villa on Prestigious Golf Resort of Highlands Reserve

    Huge 5 Bedroom 3 Bathroom

    Davenport: Highlands Reserve: Villa
    • 5 BDR
    • 3 BA
    • Sleeps 10
    • #150444
    avg $139 USD/night Credit Card Paypal Star Rating
    5 Bedroom, 3 bathroom, 3000 square foot Villa with Private Pool and Spa located on the prestigious 18 hole Golf and Country Club resort of Highlands Reserve in Davenport, Florida. The Resort also boasts a Tennis court, communal Pool, Cabana and Club House. Supermarkets, Banks, Bars, Restaurants and take away food are conveniently within walking distance of the Resort. Minutes away from Disney's Main Gate and I4 for easy access to Sea World, Universal Studios, Busch Gardens etc. There is a crib and high chair available.
  • DISNEY DREAM VILLA ONLY 5 MINUTES TO DISNEY WORLD

    DISNEY DREAM VILLA ONLY 5

    Kissimmee: Encantada: Townhouse in a complex
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #145928
    avg $109 USD/night Paypal
    Minutes away from attractions. Miles away from stress. Situated in the heart of Orlando's most sought-after destinations is an incredible resort community, Encantada. Around the corner from the Walt Disney World® gates, and minutes from other Orlando theme parks, you'll be amazed at how close this community is to all of the excitement! The townhomes at Encantada make perfect vacation homes for families who want to be close to everything.
  • Luxurious Disney Vacation home at Venetian Bay Villages

    Luxurious Disney Vacation

    Kissimmee: Venetian Bay Villages: Townhouse in a complex
    • 3 BDR
    • 2 BA
    • Sleeps 8
    • #144604
    avg $84 USD/night Credit Card Paypal
    Our luxurious town home sleeps 8 people and is equipped with all the daily amenities including state-of-the-art LCD TVs in all rooms, Jacuzzi / Jetted Bath tub, small collection of family DVDs and DVD Player, high-speed wireless/wired internet and more ! Equipped with a full kitchen and washer-dryer, this is the perfect place to come home to, after a busy day of sight-seeing. The town home is located in a Venetian-style village setting resort filled with beautiful walking trails, water fountains, swimming pools, children’s play areas, fitness center, game room & a grand theater room !
  • New. Luxury. Cozy. Huge Pool Home-3 Miles to Disney-Special Rate Offered

    New. Luxury. Cozy. Huge

    Kissimmee: Emerald Island: Villa
    • 7 BDR
    • 5 BA
    • Sleeps 16
    • #144018
    avg $224 USD/night Credit Card Paypal Star Rating
    Located only 3 miles from Disney at Emerald Island Resort, a 24 hour gated and guarded community with many resort amenities • 2 King sized master en suite downstairs and upstairs with 23' LCD cable HDTV • 2 Queen sized bedroom upstairs with 23' LCD cable HDTV • 3 sets of twin bedrooms with 22' LCD cable HDTV • Sleeper sofa in family room with 46' LCD HDTV • Free long distance phone calls and free international calls to over 20 countries• Free wireless Internet • Large pool and spa with extended large porch.
  • South-Facing Pool Home with Air-Conditioned Gameroom, 3 Miles to Disney

    South-Facing Pool Home

    Kissimmee: Emerald Island: Villa in a gated community
    • 6 BDR
    • 6 BA
    • Sleeps 14
    • #143626
    avg $301 USD/night Credit Card
    6 bedrooms, 5.5 bathrooms * 4 Master suites with King size beds * 2 themed kids rooms * Large 40' x 23' pool * South facing pool deck * Deep 40' x 10' screened lanai * Air-conditioned game room * Free Welcome Pack * No per person charge * Free supply of gas for the grill * High quality linens * Free wireless internet * Free phone calls * Full-size crib * Large LCD TVs in every bedroom * Sony Play Station II * Games * Videos and Books * 24x7 Monitored Security Discounts for longer stays and last minute rentals
  • 5 Star Luxury Lakeside Villa with 4 King Ensuites, Pool/Spa, Game Room and BBQ

    5 Star Luxury Lakeside

    Kissimmee: Terra Verde: Home
    • 6 BDR
    • 1 Loft
    • 6 BA
    • Sleeps 14
    • #142523
    avg $264 USD/night Credit Card Paypal Star Rating
    ** Beautiful Lakefront Setting ** Close to Clubhouse ** Oversized Pool & Spa on extended deck with Covered Lanai ** 4 King Master En-suites ** Games Room with Pool, Ping Pong & Air Hockey Tables ** WIFI Access ** Gas BBQ ** Free Phone Calls(US&Canada) ** PS2 ** Baby Equipment **
  • 5-Bed (3 King Size) 3-Bath Emerald Island Resort - High Speed Internet Pool/Spa

    5-Bed (3 King Size) 3-Bath

    Kissimmee: Emerald Island: House
    • 5 BDR
    • 3 BA
    • Sleeps 12
    • #142097
    avg $181 USD/night Credit Card Paypal Star Rating
    This home has three (3) king size beds which is unique for a 5 bedroom home. Also, there are two DOUBLE/FULL beds in one room (they are NOT twin beds).. Wireless High Speed internet with connected PC as well as FREE long distance calls to USA, Canada, Puerto Rico and most of Europe (UK, Italy, Spain, France and Ireland). There is also an automatic spa (one switch turns-on the heater and isolates the spa from the pool), TV's and ceiling fans in all bedrooms and a big-screen TV in the family room. Pool heat is free October through May. The pool is south facing. NEW: Free Level-2 Electric Car Charging. We recently installed a 240V/40A NEMA 14-50 outlet in the garage. The outlet is compatible with the Tesla UMC but requires an adapter for other EVs.
  • 4 bed 2 bath Pool Home in Windsor Palms

    4 bed 2 bath Pool Home in

    Kissimmee: Windsor Palms: House
    • 4 BDR
    • 2 BA
    • Sleeps 8
    • #141402
    avg $137 USD/night Credit Card
    Spend you next Florida vacation in this beautiful fully air-conditioned 4 bed and 2 bath Luxury villa with private pool, less than 3 miles to Disney. Windsor Palms Resort is a gated community offering its guests free unlimited use of all these facilities - Large Swimming Pool and Spa, Children’s Pool and Playground, BBQ areas, Gym, Tennis, Basketball and Volleyball courts, Clubhouse and games room with Pool tables, Table Tennis and a Video Games arcade – and its very own exclusive 58 seater Movie theater – all just 3 miles from the Disney main gate!
  • Disney/Legoland Area Tropical Resort Laurasvillas at Regal Palms

    Disney/Legoland Area

    Davenport: Regal Palms Resort and Spa: Villa
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #139884
    avg $129 USD/night Credit Card
    A tropical getaway that is close to Disney World, right next to a golf course, located on a private resort with its own water park, gym, health center and spa. This townhouse is gorgeous and is located in a 5 star resort. It has all new furniture and accessories. There is a 40" flat panel TV with DVD/CD, radio. This house is just a short walk to the water park/clubhouse. The home is fully serviced before your arrival. Parents can relax after the theme parks at the clubhouse while the kids swim, go to arcade and gym. The pool is now open until 11:30 PM. Free WI FI in home. New Bamboo Lounge in located in the resort that has pool tables, darts, large tvs all around room, leather sofas, tables, chairs, bar and entertainment. Great way to end the day from the theme parks. AUG LAST MINUTE SPECIAL $115.00 per night. Daily Clubhouse Fee: This is paid directly to the clubhouse on check-in and is not included in the totals quoted to you by Owner Direct.
  • Disney/Legoland Area Tropical Resort Laurasvillas at Regal Palms

    Disney/Legoland Area

    Davenport: Regal Palms Resort and Spa: Villa
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #139073
    avg $114 USD/night Credit Card
    A tropical getaway that is close to Disney World, right next to a golf course, located on a private resort with its own water park, gym, health center and spa. This townhouse is gorgeous and is located in a 5 star resort. It has all new furniture and accessories. There is a 40" flat panel TV with DVD/CD, radio. This house is just a short walk to the water park/clubhouse. The home is fully serviced before your arrival. Parents can relax after the theme parks at the clubhouse while the kids swim, go to arcade and gym. The pool is now open until 11:30 PM. Free WI FI in home. New Bamboo Lounge in located in the resort that has pool tables, darts, large tvs all around room, leather sofas, tables, chairs, bar and entertainment. Great way to end the day from the theme parks. Daily Clubhouse Fee: This is paid directly to the clubhouse on check-in and is not included in the totals quoted to you by Owner Direct.
  • Luxury townhouse in Kissimmee

    Luxury townhouse in

    Kissimmee: Venetian Bay Villages: Townhouse
    • 4 BDR
    • 4 BA
    • Sleeps 8
    • #135337
    avg $145 USD/night Credit Card
    Venetian Bay Getaway is a fully furnished luxury townhouse. Its location and amenities will make your vacation exciting. Close to world-class attractions and activities such as: Disney World, miniature golf, air boat and helicopter rides, zoo, water parks, dinner shows, shopping outlets, beaches,etc... In just a short walk, you can enjoy one of the complex pools, hot-tubs, fitness center, game rooms, playgrounds, volleyball, basketball and other fabulous amenities this resort has to offer. Only a 20 minute ride to the Orlando Int. Airport. Discover your dream vacation and book with us today!
  • Luxury 5 Bedroom  Villa with Pool, Games Room, Free Internet!  5 Mins to Disney

    Luxury 5 Bedroom Villa

    Kissimmee: Indian Creek: Villa
    • 5 BDR
    • 3 BA
    • Sleeps 10
    • #129740
    avg $153 USD/night Paypal Star Rating
    This beautiful villa 3.5 miles to Walt Disney World Resort area offers a wonderful vacation home in the perfect location. Executive style villa is fully refurbished, newly painted,new carpets,fresh new bed linen and towels, is decorated to a high standard with full laundry facilities. Spacious fully air conditioned and easily sleeps 12 guests. Open plan living/dining area, vaulted ceiling,sky lights, kitchen with breakfast bar and separate kitchen nook. Private screened pool/lanai with ample pool furniture to help you relax after a full day of sightseeing and shopping. FREE CALLS TO US & CANADA The villa is located in the Indian Creek community off US192 (see #36 on Sector Map)and is perfectly situated for shopping, dining and all major attractions the Orlando/Kissimmee and Walt Disney Resort areas offer. The Indian Creek on-site community includes - tennis courts, children's fully equipped play area, putting green, multi-purpose court, basketball courts, and multi-purpose playing field. Golf: The villa is a short drive to Orange Lake Country Club, Disney Courses, Magnolia Palm, Osprey Ridge, Mystic Dunes and numerous courses within a 45 minute drive.
  • Lake Front / Minutes to Disney

    Lake Front / Minutes to

    Kissimmee: Sunset Lakes: House
    • 4 BDR
    • 2 BA
    • Sleeps 10
    • #129578
    avg $150 USD/night Credit Card
    This is a spacious lake front home located in an upscale gated community. It comfortably sleeps up to 10 people. There is a private screened pool and a game room. There is free password protected WiFi. It is conveniently located just minutes from Walt Disney World, Universal Studios, and all other major attractions. There are many restaurants and shops just a few blocks away. There is a fishing dock and children's playground within the community.
  • Luxury 4br/3b Villa: 12 min to Disney, South Facing Pool with No Rear Neighbours

    Luxury 4br/3b Villa: 12

    Davenport: Tivoli Manor: Villa
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #128899
    avg $169 USD/night Credit Card Paypal
    Our Orlando villa is a spectacular 4 bedroom, 3 bathroom luxury private vacation home that sleeps up to 10. Two families of 5 can stay in the villa for less than you would pay for a hotel - and with the privacy and amenities of this villa, you'll have a much better time! -located in a small, beautiful gated community, just 12 minutes from Disney -extra large southwest facing private pool and no rear neighbours to restrict your privacy, you get all day sun on the pool and spectacular sunset views - amazing games room - high-quality 8' pool table, computer w Internet and electronic darts The villa is located in a beautiful secluded gated community of just 35 luxury villas surrounded by orange groves. The spectacular south-facing private pool area has extra-large 14' x 28' heated pool and unusually large deck area. There's plenty of high quality pool furniture provided for you to relax around the pool. With it's southwest exposure and open space behind, you get all day sun on the pool, unobstructed sunset views and plenty of privacy. Probably less than 10% of all villas in Orlando have the combination of southwest pool exposure and no rear neighbours and it makes a huge difference to your enjoyment of the villa. Our villa is one of the few that can offer this advantage.
  • Luxury Gated Resort Community, 4 bedroom Villa  3 miles to Disney w Private Pool

    Luxury Gated Resort

    Kissimmee: Windsor Palms: Villa in a gated community
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #123929
    avg $215 USD/night Credit Card Paypal
    Fully amended clubhouse with 54 seat theater, Olympic pool, workout room, tennis, basketball and much more, Beautifully decorated with theme bedrooms of Nemo and Mickey. Villa is a short walk to clubhouse. Manny restaurants, golf, and shopping within just a few miles. Most prestigious resort in the area. No rear neighbors. Half block to fully amenity clubhouse. Located on high ground. 3.5 miles to Disney.
  • Town home (4 bedroom) with private pool on beautiful resort close to Disney

    Town home (4 bedroom) with

    Kissimmee: Terra Verde: Townhouse
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #122708
    avg $123 USD/night Credit Card Pet Friendly
    A 4 bedroom / 3 bathroom town home with a private pool situated on the resort of Terra Verde in the heart of Kissimmee. This beautiful home is neutrally decorated with tile throughout the ground floor, helping to keep it nice and cool. The block-paved deck surrounds the pool and overlooks a lake giving you the perfect place for you to relax after a long day. The home is only one block away from the community clubhouse, there you can enjoy the community pool, hot tub, tiki bar, gym, sauna and games room among other things.
  • 5 Min. To Disney with Wireless High-Speed Internet!

    5 Min. To Disney with

    Kissimmee: Emerald Island: House
    • 4 BDR
    • 3 BA
    • Sleeps 10
    • #64471
    avg $125 USD/night Paypal Star Rating
    Our single family home with a private pool has 4 bedrooms, 3 full baths, and sleeps up to 10 people. There are full-sized kitchen and laundry appliances. You'll find newer mattresses and a convection and standard oven. The resort, prestigious Emerald Island, is a gated community only 1.5 miles from Disney World. The resort also has a clubhouse pool, sauna, hot tub, exercise room, lounge, game room, computer room, child's play scape and nature trail. A shuttle to the theme parks and other attractions is available. House in Emerald Island Resort
  • Wonderful 4 bedroom 3 bath Pool home w/ games room.

    Wonderful 4 bedroom 3 bath

    Davenport: Sunset Ridge: House
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #116538
    avg $133 USD/night Credit Card Star Rating
    This luxury pool home features 4 bedrooms, 3 baths, 2 living rooms and sleeps 10 on 2 levels. The home is approx. 2300 square feet, and is beautifully furnished to a high standard, well maintained and on a gated community. This home provides the comfort and freedom that cannot be found in a hotel room. Comes with private pool and spa. The villa is very close to the new Ponser Park shopping complex on Highway 27, so shopping and restaurants are only minutes away. Just minutes from the Highway 27 / Interstate 4 junction which gives access to Walt Disney Worlds main gate.
  • Terrace Ridge Holiday Condo - Disney - Orlando

    Terrace Ridge Holiday

    Davenport: Terrace Ridge: Condo in a complex
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #112402
    avg $95 USD/night Credit Card Paypal
    Terrace Ridge Holiday Condo is conveniently located on the fabulous much sought after Terrace Ridge gated resort, just minutes from Disney World, SeaWorld, Universal Studios and less than a half mile from all of the fun and facilities of Reunion Country Club and Champions Gate Golf resort, Florida. Furnished to the highest standards with every emphasis placed on the small details, your vacation stay will prove to be an exceptional experience and just that extra memorable than most. Benefiting from conservation views which are unique to just a few of the units at Terrace Ridge, the condo’s ideal site location lends itself to being the ‘perfect getaway’ ensuring a quiet, relaxing and tranquil vacation for the discerning traveler. This three bedroom, two bathroom spacious ground floor condominium is over 1,550 square feet – so there’s lots of room to relax in – and just a short walk to the resort club house. At Terrace Ridge club house, you can bask in the Florida sunshine as you sit by the sparkling community pool and spa. The children can enjoy themselves in the games room at the club house, and if you’re feeling energetic, you can burn off some calories in the fitness centre. If that’s too much work – then why not relax in the club house lounge, and meet other guests?
  • 3 Bedrooms 2 Bathrooms Townhome at The Villas at Seven Dwarfs

    3 Bedrooms 2 Bathrooms

    Kissimmee: The Villas at Seven Dwarfs Lane: Townhouse in a complex
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #112249
    avg $120 USD/night Credit Card
    1245 sq ft, 3 bedroom, 2 bathroom townhome, located at Villas at Seven Dwarfs Lane Resort. This spacious townhome has a master bedroom suite located on the first floor with king-sized bed, cable TV, walk-in closet, and full bathroom. The second and third bedrooms each have two twin beds, and they share the second full bathroom. Telephone with unlimited local calls. The living room has cable TV and DVD player. The kitchen is fully equipped with a dining table with 4 chairs and two stool bar chairs. Unit has washer and dryer. Villas at Seven Dwarfs Lane Resort provides a heated pool, jacuzzi, club house, business center with free wireless internet access, gym, playground, basketball court, tennis court, and sand volley ball, kids water park, paddle boat, and catch and release fishing pond.
  • 3 Bedrooms 2 Bathrooms Townhome at The Villas at Seven Dwarfs

    3 Bedrooms 2 Bathrooms

    Kissimmee: The Villas at Seven Dwarfs Lane: Townhouse
    • 3 BDR
    • 2 BA
    • Sleeps 6
    • #106495
    avg $120 USD/night Credit Card Star Rating
    1245 sq ft, 3 bedroom, 2 bathroom townhome, located at Villas at Seven Dwarfs Lane Resort. This spacious townhome has a master bedroom suite located on the first floor with king-sized bed, cable TV, walk-in closet, and full bathroom. The second and third bedrooms each have two twin beds, and they share the second full bathroom. Telephone with unlimited local calls. The living room has cable TV and DVD player. The kitchen is fully equipped with a dining table with 4 chairs and two stool bar chairs. Unit has washer and dryer. Villas at Seven Dwarfs Lane Resort provides a heated pool, jacuzzi, club house, business center with free wireless internet access, gym, playground, basketball court, tennis court, and sand volley ball, kids water park, paddle boat, and catch and release fishing pond.
  • 4 Bedrooms Town Home Only 4 Miles From Disney!

    4 Bedrooms Town Home Only

    Kissimmee: The Villas at Seven Dwarfs Lane: Townhouse
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #106494
    avg $133 USD/night Credit Card
    Large unit, 4 bedroom and 3 bathrooms town home at Villas at Seven Dwarfs, with full equipped kitchen, dining, living room, washer and dryer. Within the complex: The Club House has a Fitness Center, Business Center with High Speed Internet, Pool with a separate Toddler Pool, Whirlpool & Spa, Basketball, Sand Volleyball, Tennis Courts, and Children's Play Area.
  • Disney Area Vacation Homes.........

    Disney Area Vacation Homes

    Clermont: Orange Tree: Home
    • 5 BDR
    • 4 BA
    • Sleeps 12
    • #104483
    avg $161 USD/night Credit Card
    Our home benefits from the communal facilities that include a tots lot, tennis and basketball courts as well as a park. All bedrooms are tastefully decorated each with a TV and DVD player. The great room has a giant 46" TV and a home theatre system with surround sound. We have provided a PlayStation 2 for the kids as well as board games. The gourmet kitchen has everything you'll need. The screened pool is 36 ft. And has a spa to relax and unwind in after a long day at the parks. There is also a lanai with lighting, table with chairs and barbeque.
  • 5 Bed 3 Bath Executive Private Pool Home.......Close to Disney!

    5 Bed 3 Bath Executive

    Davenport: Sandy Ridge: Home
    • 5 BDR
    • 3 BA
    • Sleeps 10
    • #100390
    avg $148 USD/night Credit Card
    This executive, newly built, single storey 5 bedroom and 3 bathroom home is located in the tranquil community of Sandy Ridge yet close to all the great attractions that Orlando has to offer. This professionally decorated and furnished home has 2 master bedrooms with private bathrooms and is ideal for 2 families sharing. This luxurious home is furnished to an exceptionally high standard. The magnificent screened-in pool and deck overlooks a conservation area with pond and also has its own spa. Enjoy a moonlit view of the pond and listen to the gentle night sounds. This professionally decorated and furnished home has 2 master bedrooms with private bathrooms and is ideal for 2 families sharing. This luxurious home is furnished to an exceptionally high standard. The lounge has a large flat screen TV and all the bedrooms have their own TV. The magnificent screened-in pool and deck overlooks a conservation area with pond and also has its own spa. Enjoy a moonlit view of the pond and listen to the gentle night sounds. This home provides state-of-the-art living, comfort and freedom that cannot be found in a hotel room.
  • 4 Bedroom 3 Bath Private Pool Home Overlooking Conservation Area

    4 Bedroom 3 Bath Private

    Davenport: Sandy Ridge: House
    • 4 BDR
    • 3 BA
    • Sleeps 8
    • #100301
    avg $145 USD/night Credit Card
    An outstanding single storey 4 bed 3 bathroom home located in the tranquil community of Sandy Ridge. The home backs onto a wooded conservation area. The west facing large pool and deck, along with spa is ideal for watching the sunsets after long days at the parks. This is a beautiful home conveniently located for the theme parks, shopping and the many great restaurants that Orlando has to offer. There is a conservation area right behind the home where you can enjoy the wildlife that Florida has to offer from the safety of the screened enclosure.
  • 3 Miles to Disney in Emerald Island Resort and Back to a Conservation Pond/Lake

    3 Miles to Disney in

    Kissimmee: Emerald Island: Townhouse in a gated community
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #97694
    avg $106 USD/night Credit Card
    Affordable Luxury Townhouse * 3 Miles to Disney in prestigious Emerald Island gated resort * 3 BR/2.5BA * Free Wi-Fi Internet Access * Lake in the Back. * Fully Furnished * Full Kitchen * Free Local and Long Distance Calls * You can stay in shape in the state-of-the-art fitness room; go for a walk in Community nature walk areas; have a barbecue; stay in touch using the Community IT Center; meet your clients in resort meeting rooms or enjoy a game of volley ball or unwind in the community sauna/spa/pools. Kids will have hours of enjoyment in the Children's playground as well. You can see how close we are to Disney from this map. Please look for "Emerald Island" in the map titled "Complex information Map". Map Pointer: "Emerald Island" is the third name under the words "Disney World" on this map. A gas BBQ grill is also provided on the deck. The convention center is about a 20 minute drive away. Emerald Island Resort has over 11 acres of wooded preserve with nature trails.
  • Disney Villa

    Disney Villa

    Davenport: Sandy Ridge: Villa
    • 3 BDR
    • 3 BA
    • Sleeps 8
    • #96557
    avg £154 GBP/night Paypal
    Brand new (2007) fabulous 3 bedroom 3 bathroom villa with South Facing Pool, on the picturesque community of Sandy Ridge, which is surrounded by golf courses and is still only 15 minutes from Disney. The community is in a tranquil setting with very little traffic and beautiful woodland, surrounding it. Every villa is individually painted with no two villas next to each other the same colour or design and a lovely safe play area for children with slides etc - making the community feel homey.
Experience the difference, no waiting
 
Experience the difference, no waiting
Toll Free USA, Canada
1.888.869.6377
Toll Free UK
0.800.249.4265
Toll Free Australia
1.800.150.197
International Rentals
1.250.469.9543