max 5 guests      2 bedrooms      2 bathrooms
  • Amenity Attributes
    • combination tub/shower
    • queen
    • shower
    • sleep sofa /futon
    • toilet
    • twin/ single
  • Attractions Attributes
    • arboretum
    • bay/sound
    • botanical garden
    • churches
    • cinemas
    • coin laundry
    • festivals
    • library
    • live theater
    • marina
    • museums
    • playground
    • recreation center
    • reefs
    • restaurants
  • Communication_internet Attributes
    • fax
  • Dining_checkbox Attributes
    • Dining
  • Entertainment Attributes
    • Satellite / Cable
    • Television
    • Cable TV
  • General Attributes
    • Air Conditioning
    • Clothes Dryer
    • Hair Dryer
    • Heating
    • Internet
    • Iron & Board
    • Linens Provided
    • Living Room
    • Parking
    • Towels Provided
    • Washing Machine
  • Kitchen Attributes
    • Coffee Maker
    • Dishes & Utensils
    • Dishwasher
    • Kitchen
    • Microwave
    • Oven
    • Refrigerator
    • Stove
    • Toaster
    • Full Kitchen
    • Kitchenette
    • Refrigerator
    • Coffee Maker
    • Ice Maker
    • Microwave
    • Toaster
    • Cookware
  • Leisure_activities Attributes
    • antiquing
    • beachcombing
    • bird watching
    • eco tourism
    • paddle boating
    • photography
    • scenic drives
    • sight seeing
    • walking
  • Local_services_and_businesses Attributes
    • ATM/bank
    • fitness center
    • groceries
    • hospital
    • laundromat
    • medical services
  • Location_type Attributes
    • Downtown
    • Near The Ocean
  • Outside Attributes
    • Balcony
  • Pool_spa Attributes
    • Communal Pool
    • Heated Pool
  • Room_subtype Attributes
    • bedroom
  • Sports_and_adventure_activities Attributes
    • basketball court
    • cycling
    • deepsea fishing
    • fishing
    • golf
    • jet skiing
    • paragliding
    • pier fishing
    • sailing
    • scuba diving or snorkeling
    • snorkeling
    • sound/bay fishing
    • swimming
    • water skiing
    • water tubing
  • Suitability Attributes
    • children welcome
    • non smoking only
    • pets considered
    • wheelchair inaccessible
  • Suitability_chkbox Attributes
    • Long-term Renters Welcome
    • Minimum Age Limit for Renters
    • Weddings
  • Arrival_day Attributes
    • saturday
  • Car Attributes
    • not necessary
  • Catering_options Attributes
    • Guests provide their own meals
  • Dining Attributes
    • Dining Area
  • Theme Attributes
    • Away From It All
    • Family
    • Historic
    • Romantic
    • Sports & Activities
    • Tourist Attractions
  • Safety Attributes
    • Outdoor lighting
    • Smoke detectors
    • Fire extinguisher
  • Health and safety Attributes
    • Enhanced cleaning practices
    • Clean with disinfectant
    • No-contact check-in and check-out
    • High touch surfaces cleaned with disinfectant
    • Towels and bedding washed in water that's at least 60sC/140sF
    • SafeStay (AHLA - USA)
  • Living Attributes
    • Central Air
    • Ceiling Fans
    • Linens
    • Washer & Dryer
    • Ironing Board
    • High Speed Internet
  • Business Attributes
    • Nearby ATM
    • Nearby Post Office
    • Nearby Bank
  • Convenience Attributes
    • Area FitnessCenter
    • Nearby Medical Services
    • Nearby Grocery
    • Movie Theatres
    • Golf Course
  • Outdoor Attributes
    • Balcony
    • Shared Pool
    • Beach
  • Geographic Attributes
    • Near Beach
    • Close to Town
    • Old Town
    • Close to Duval St.
    • Gated Community
    • Truman Annex



Payment Methods
Most major credit cards - Cash

Payment Balance
Balance and schedule of payments can be discussed the property manager or will be detailed under policies tab.

Booking Cancellation Conditions
Cancellation policies can be discussed with the property manager or will be detailed under policies tab.

Security or Damage Deposit
A refundable security/damage deposit will be required by the property manager.


Nightly rates shown do not include taxes, conditional rate adjustments or any applicable fees - request property or use rate calculator to obtain an accurate quote.



Rate Period Weekly
Aug 13 to Sep 2 Min Stay 7 nights (Arrival only on: Sat) 2,248 USD
Sep 3 to Sep 30 Min Stay 7 nights (Arrival only on: Sat) 2,122 - 2,235 USD
Oct 1 to Oct 21 Min Stay 7 nights (Arrival only on: Sat) 2,430 USD
Oct 22 to Oct 28 Min Stay 7 nights (Arrival only on: Sat) 3,830 USD
Oct 29 to Nov 4 Min Stay 7 nights (Arrival only on: Sat) 2,701 USD
Nov 5 to Nov 11 Min Stay 7 nights (Arrival only on: Sat) 2,570 USD
Nov 12 to Dec 23 Min Stay 7 nights (Arrival only on: Sat) 2,570 - 2,605 USD
Dec 24, 2022 to Jan 6, 2023 Min Stay 7 nights (Arrival only on: Sat) 3,287 - 3,809 USD


Rate Period Weekly
Jan 7 to Apr 21 Min Stay 7 nights (Arrival only on: Sat) 3,025 - 3,200 USD
Apr 22 to May 5 Min Stay 7 nights (Arrival only on: Sat) 2,500 - 2,850 USD
May 6 to May 12 Min Stay 7 nights (Arrival only on: Sat) 2,790 USD
May 13 to Jun 2 Min Stay 7 nights (Arrival only on: Sat) 2,745 USD
Jun 3 to Jun 30 Min Stay 7 nights (Arrival only on: Sat) 2,500 USD
Jul 1 to Jul 7 Min Stay 7 nights (Arrival only on: Sat) 2,682 USD
Jul 8 to Aug 4 Min Stay 7 nights (Arrival only on: Sat) 2,500 - 2,661 USD
Aug 5 to Aug 11 Min Stay 7 nights (Arrival only on: Sat) 2,500 USD
Aug 12 to Sep 1 Min Stay 7 nights (Arrival only on: Sat) 2,500 USD

Long Term Stays


Rate Period # Nights Long Term Stays
Nov 12 to Dec 23 Min Stay 30 nights (Arrival only on: Sat) 30 10,310 USD

Verified vacation home reviews by real guests

All Owner Direct guest reviews posted are verified and confirmed individually by Owner Direct Vacation Rentals staff.

This property has no Owner Direct reviews yet.

Overall satisfaction (23 raters)
Property condition (23 raters)
Location (23 raters)
Cleanliness (23 raters)
Services from rental manager (22 raters)

The following review(s) were provided by the property manager.

Great trip Zero complaints and a 5 star experience. We had a great time and the place had everything we could have wanted.
- David G.
Reviewed On: 7/11/2022
Great Stay Near Duval The unit was very well maintained and clean. The location was great just two blocks from Duval. Was able to walk to all the bars and restaurants. No need for UBER or taxi. Will stay here again next year for sure.
- Kevin M.
Reviewed On: 6/2/2022
Best Rental Experience In Our 13 years of Renting in Key West We're long time winter renters in Key West. Our experiences ranged from dreadful to delightful. <br/>Poolside Palms was beyond delightful as indicated in the title to this review. Our best experience ever. <br/> Location was just about perfect: two blocks from the hubbub of Duval St and two blocks from a beautiful, quiet park and the Gulf. Numerous restaurants, bars, galleries, theaters, and music venues are short walks away.<br/> The unit comes with bicycles, access to a very nice communal pool and an assigned parking spot (worth its weight in gold). The unit itself, recently upgraded, was immaculate, very nicely furnished, and fully stocked with anything you might need. The owner (Tracy) and the Property manager (Wayd) were wonderful to work with as were the cleaning crew and the regular pest control person (a necessity in Fla.). Never a bug problem!<br/><br/>Tracy runs a top tier rental service with multiple properties. If Poolside Palms is not available we would strongly suggest you look at other properties owned or managed by her company.
- Barry & Susan W.
Reviewed On: 5/17/2022
Fantasy fest 2021 Very nice property. It was everything we hoped it would be. Great location. Very comfortable. All the amenities we could ask for. Tracy was great to work with. Would be my 1st choice for a return trip
- Rick H.
Reviewed On: 11/6/2021
Poolside Palms Clean, roomy, perfect location. Walk to beach (Ft. Zachary), Southern<br/>most point, Duval, the Bight!<br/>Great connection through the Truman Annex.<br/>We stayed10 days!<br/>Highly recommend!<br/>
- Ann C.
Reviewed On: 12/18/2021
Beautiful! Great vacation. Poolside Palms is in a great location. 2 blocks from Duval. Very clean!
- Lisa U.
Reviewed On: 11/22/2021
Comfortable and Roomy Very nice 2 bedroom, 2 bath unit. The pool is virtually outside your front door. Parking is close, also. Bed was very comfortable. Deck is between two others so not much privacy. Location is great-a quick walk to Truman Park and a couple of blocks away from Duval Street. Overall, clean and comfortable.
- Joan & Dale W.
Reviewed On: 3/31/2021
Best Spot in Key West We stayed in the condo for two weeks and had the most amazing time in Key West with our kids. We visit Key West often and this will be a return spot for us. The condo was well kept, clean and everything was as described. Tracy was wonderful at making sure all accommodations were taken care of and we couldn&#x2019;t be happier with the location and the facilities. We loved having the bikes that came with the rental it made it very easy to move around town. The beds were comfy and we loved having breakfast on the patio.
- Christin C.
Reviewed On: 5/12/2021
Poolside Palms Poolside Palms is a great rental. It is convenient to everything. The unit has everything you need for a great stay in the Truman Annex.
- Linda & John J.
Reviewed On: 6/8/2021
Relaxing Tropical Retreat Tracy was exceptional. My husband and I stayed in Poolside Palm in March for a week. The arrival and departure instructions were easy and we did not encounter any problems. The condo was delightful with bright colors and comfortable furniture. The kitchen window overlooking the pool was great and the upper deck was wonderful for morning coffee and quiet time away from the pool. We used the Shipyard pool daily and always found shady spots. The kitchen was wonderful to prepare breakfasts and snacks. We loved it so much that we booked through Tracy for the next two years!
- Dani B.
Reviewed On: 3/30/2021
Great stay and location! We loved this 2 bedroom condo for our first visit to key west. The property was beautiful and in such a great location. We cannot wait to return! The condo owner is amazing and communicated promptly as needed.
- Carrie L.
Reviewed On: 7/5/2021
Wonderful Week! Perfect location and it was the cleanest unit I have ever stayed in. The only issue (not owner&#x2019;s fault at all) was resolved within the hour. I would 100% stay here again.
- Amy W.
Reviewed On: 8/2/2021
Excellent Property We have stayed in Key West a total of four times and this is the best property we stayed at. The location was perfect, the unit was clean and the bikes and beach chairs were an added bonus. Can't wait to stay again in 2022.
- John Z.
Reviewed On: 8/9/2021
Poolside Palms - Wonderful stay again! We were lucky enough to stay at Poolside Palms twice this year - May and August. Both visits were wonderful. The condo is clean and equipped with everything you need. The location cannot be beat - just steps away from the pool! We appreciate the bikes and beach chairs that are available. We would strap on our chairs and and ride our bikes to Ft. Zach each morning! We&#x2019;ve stayed at other properties through Tracy and each has been equally nice. I wish I could give ten stars!!
- Robert L.
Reviewed On: 9/12/2021
Newly discovered treasure in Key West We had an awesome time in this property! The condo was very clean and comfortable when we arrived. The location is perfect, in the heart of the complex and overlooking the pool. The condo itself is bright and cheerful, with sunny decor and well-appointed bedrooms and bathrooms. We had tons of high-quality linens and towels and comfortable beds in each room. The kitchen is perfect with lots of cookware in good condition and a plentiful supply of dry goods and spices. Tracy and her team were very responsive during the entire process, from booking to check-in, and questions during our stay, and I look forward to coming back to Key West and staying in Poolside Paradise or any one of Tracy's other condos in the future. We've rented from other property managers and owners in the past and Tracy's level of service is exceptional.
- Laura M.
Reviewed On: 6/22/2020
Great trip Very nice Response from KeyWest.condos ; Thursday, October 29, 2020 Thank you Lee and Laurie! I am so glad you enjoyed your stay!
- Lee & Laurie B.
Reviewed On: 10/4/2020
Location, location, location Great spot, very convenient to everything. Comfortable and clean. Will reserve again! Response from KeyWest.condos ; Thursday, October 29, 2020 Thank you Matt! So glad you enjoyed your stay and we hope you return again for a future stay!
- Matt K.
Reviewed On: 10/18/2020
Paradise Everything from the moment we got there was absolutely perfect. The condo was just like the pics showed, it also had plenty of supplies for cooking, cleaning, going to beach/pool. The pool was large enough to keep distance from others and always well maintained. The grounds were beautiful with great landscaping all over. Short walk to Duval street and to the park next door which our dogs really enjoyed. Will definitely be back again and I rate this 5 stars out of 5. Response from KeyWest.condos ; Thursday, October 29, 2020 Thank you Thomas!! We hope to have you back to stay with us in the future!
Reviewed On: 10/21/2020
Fantastic! Everything was great at Poolside Palms! Great condo in a perfect location. Our hosts were super nice and communicative. We will be back ASAP! 8)
- Lori K.
Reviewed On: 12/22/2020
Poolside Palms Great condo!
Reviewed On: 11/9/2020
Questionable Each day it got better
Reviewed On: 3/15/2021
Spring Break Good location, quite, clean and suited my needs.
- Kevin W.
Reviewed On: 3/22/2021
Poolside Palms Poolside Palms is conveniently located a cpl blocks from Duval street shopping and dining. Tastefully decorated with nice furnishings, towels, etc.. <br/><br/>This was my 2nd time renting from Tracy. She was easy to work with and accommodating. <br/><br/>the unit comes with 2 nice bikes that we used daily.
- Kim S.
Reviewed On: 2/9/2021

Listing History

  • This property owner/manager has been registered with Owner Direct since Jul 04, 2022.
  • The availability for this property was last updated on Aug 17, 2022

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Poolside Palms @ Truman Annex

ID 263961 - 5 beds (1 king, 1 queen, 2 single and 1 other). Base rent is for 5 occupants.
Key West Vacation Rentals
Walk out the front door and step into the pool!
This lovely condo overlooks the pool and is convenient to many other attractions such as Ft Zachary Taylor, Duval St. and more!. Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and paper products along with handsoap and toiletries. The home has a private entrance and contactless Check-In/Out.

Need to stay connected during your trip? We offer high speed cable internet.

This luxury 2 bedroom, 2 bath condominium is located in The Truman Annex Shipyard gated community. Spend your day lounging in the pool just steps from the front door. Take a relaxing stroll through the Truman Waterfront park or catch a show at the new Ampitheatre. Enjoy the peaceful resort style community while only 2 blocks from all the excitement of Duval St.
The master bedroom features a queen-sized bed, an ensuite master bathroom, and separate walkout to the balcony. In the second bedroom you will find two twin beds and a full bathroom across the hall. The home comes with a reserved parking space in the gated parking lot. The bright living area has French doors leading to the balcony along with a fully equipped kitchen.


- Televisions in bedrooms and living area

- 2 Bicycles for Guests to use during their stay

- Bed Linens, Bath & Beach Towels

- Hairdryer

- Beach Chairs & Cooler

- Access to Shipyard Pool

- Balcony off bedroom and living room

- Reserved parking place

- Secure high speed wireless internet in condo

- Only a few short blocks from Duval Street and Mallory Square

- Short walk to the Fort Zachary Taylor State Park Beach

- Fully equipped Kitchen with Silestone counter and eat in bar- Silverware, Dishes, Cooking Utensils Provided, Stove/Oven, Refrigerator, Microwave, Dishwasher, Coffee Maker & Blender

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