Title: Old Town Elegance Island Breezes and Poolside Bliss - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=1187&destination=Key+West%2C+Florida%2C+United+States+of+America&selected=90114419&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Old Town Elegance Island Breezes and Poolside Bliss ## Photo gallery for Old Town Elegance Island Breezes and Poolside Bliss ![Terrace/patio - Old Town Elegance Island Breezes and Poolside Bliss (Key West)](https://images.trvl-media.com/lodging/91000000/90120000/90114500/90114419/4c17ca14.jpg?impolicy=resizecrop&rw=598&ra=fit) ![A heated pool - Old Town Elegance Island Breezes and Poolside Bliss (Key West)](https://images.trvl-media.com/lodging/91000000/90120000/90114500/90114419/a2463e4f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Old Town Elegance Island Breezes and Poolside Bliss (Key West)](https://images.trvl-media.com/lodging/91000000/90120000/90114500/90114419/b7df752e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Old Town Elegance Island Breezes and Poolside Bliss (Key West)](https://images.trvl-media.com/lodging/91000000/90120000/90114500/90114419/31859835.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - Old Town Elegance Island Breezes and Poolside Bliss (Key West)](https://images.trvl-media.com/lodging/91000000/90120000/90114500/90114419/92c2072d.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In the heart of Old Town Key West, this charming pool cottage offers a serene retreat for couples and occasional guests. Beautifully decorated with an amazing outside space, enjoy island breezes and cool off in the pool or relax on the front porch with morning coffee. ## Reviews 10 Exceptional ### Entire home 2 bedrooms1 bathroomSleeps 4 ## Popular amenities - Pool - Kitchen - Washer - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Old Town Elegance Island Breezes and Poolside Bliss Charming Pool Cottage in the Heart of Old Town Key West Perfectly situated in historic Old Town Key West, this quaint and inviting pool cottage offers the ideal island escape for a couple, with room for occasional guests. Thoughtfully decorated and impeccably maintained, the home features a newly renovated kitchen and beautifully designed outdoor spaces to enjoy the island breeze. Property Highlights: Comfortable Accommodations: The primary bedroom includes a king bed, while the guest bedroom offers two single beds—perfect for visiting friends or family. Modern Conveniences: A full-sized, fully equipped kitchen opens directly onto the stunning pool deck—ideal for entertaining. A stackable washer and dryer are included for added convenience. Outdoor Living at Its Best: Private Pool: Cool off or unwind by the pool, which can be heated for year-round enjoyment. Front Porch: Sip your morning coffee and watch the world go by from the charming front porch. Back Deck: Host a barbecue or relax after a day exploring Key West in this serene outdoor space. Parking: Street parking is typically available within a block of the home. This delightful cottage blends classic Key West charm with modern comforts—making it your perfect home away from home. STAYS FROM DECEMBER THROUGH APRIL NEED TO BEGIN ON THE 1ST OF THE CALENDAR MONTH - THANKS FOR UNDERSTANDING. ## Property amenities ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the cottage: WiFi ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Kitchen island - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 1 bathroom - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Smart TV ### Outdoor areas - Balcony ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center - Near a hospital - Near the marina - Near the sea ### Things to do - Golf - Heated pool - Tennis - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Sailing nearby - Scuba diving nearby - Swimming nearby - Water skiing nearby - Windsurfing nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Deadbolt lock ## Similar properties ![Oceanfront Walkout Suite - King | View from room](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Casa Marina Key West, Curio Collection by Hilton Old Town Key West - On private beach - Pool - Spa - Pet friendly 8.4 Very good 586 reviews CA $665 CA $840 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06&selected=12346&PinnedHotelID=12346&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/113000000/112580000/112580000/112579922/c3bf2d26.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ricky's Retreat - Truman @ Duval | Ideal Getaway! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 1680-246762 ## About the area Located by the sea, this cottage is in Old Town Key West, a neighborhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Key West Butterfly and Nature Conservatory are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling. [Visit our Key West travel guide](https://www.expedia.ca/Key-West.dx1187) [View more Cottages in Key West](https://www.expedia.ca/Key-West-Cottages.d1187-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.55452%2C-81.79072&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=lrQxdYbTngyw1zC4JkWit6QIFIE=) Key West, FL ### What's nearby - ![Higgs Beach showing a beach as well as an individual female](https://images.trvl-media.com/place/6246822/85c3e283-463e-4462-91b6-cddba21dfa39.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Clarence S. Higgs Memorial Beach Park 11 min walk \- 0.9 km - ![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Duval Street 12 min walk \- 1.1 km - ![South Beach featuring a sandy beach and general coastal views as well as a small group of people](https://images.trvl-media.com/place/6246827/42d13a3e-a933-4e9f-b857-cde9f4314a24.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) South Beach 12 min walk \- 1.1 km - ![Key West Butterfly and Nature Conservatory showing flowers, animals and zoo animals](https://images.trvl-media.com/place/6068597/8af8294e-5c8c-4043-8818-b037bf02c028.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Butterfly and Nature Conservatory 12 min walk \- 1.1 km - ![Southernmost Point showing signage](https://images.trvl-media.com/place/501380/6b10fd25-a167-4157-b127-b099a5ff5ea1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Southernmost Point 14 min walk \- 1.2 km ### Getting around - Key West Intl. Airport (EYW) 8 min drive ### Restaurants - Dions Truman & White 3 min walk - Morrison's Market 12 min walk - Sandy's Café 1 min walk - El Siboney Restaurant 5 min walk - Moose Lodge 12 min walk ## Frequently asked questions ### Is Old Town Elegance Island Breezes and Poolside Bliss pet-friendly? ### What time is check-in at Old Town Elegance Island Breezes and Poolside Bliss? ### What time is check-out at Old Town Elegance Island Breezes and Poolside Bliss? ### Where is Old Town Elegance Island Breezes and Poolside Bliss located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Old Town Elegance Island Breezes and Poolside Bliss Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 5 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 8.0 Location ## Reviews From a partner site ### 10/10 Excellent #### Isabelle R. Dec 7, 2023 #### Little gem Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was our second stay in the house and it was again perfect. Great location and just the right size for 2 people. The backyard with pool is very private and quiet. We are going back in February. ##### Isabelle R. From a partner site ### 10/10 Excellent #### Isabelle R. Mar 3, 2024 #### Best kept secret Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Perfect little house in old town close to shopping and a bike ride away from pickleball courts at the beach. Very private pool and lovely neighbours. It is only good for a couple and occasional guest. Third time there and coming back. ##### Isabelle R. Verified ### 10/10 Excellent #### michael g. Jul 13, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent place to stay! Great little house. Walking distance to pretty much all of old town area. Has a nice pool to relax in. HUGE bathroom. Bedrooms are nice sized. Washer/dryer is a huge plus for long stays. The only thing - wish it was closer to the beach… ##### michael g. Stayed 31 nights in Jun 2023 From a partner site ### 10/10 Excellent #### Karen L. Jun 16, 2025 #### Excellent Service by Julia Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I have stayed at Varela Dreaming and dealt with Julia a couple of times now. The service is excellent and quick if there are any queries. The house is lovely, very homely and clean. Great location, nice neighbours, private garden. I love sitting on the porch in the morning and early evening. It was also nice to see the umbrella I left in the garden is still there to be used too. I have reserved again for next year too. Thanks again Julia for a lovely stay. ##### Karen L. From a partner site ### 10/10 Excellent #### Isabelle R. Mar 4, 2023 #### Little gem Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lovely little house with a very nice pool, great location and great neighbours. A bike ride away to everything and a walk to restaurants and grocery shopping. It is ideal for 2 people and would be tight for 4 adults as the second bedroom is not very big and there is only one bathroom but it is a gigantic one! We will definitely be back. As per usual the management company was excellent and very responsive. ##### Isabelle R. ### Expedia's Latest Trends ### Hotels > - [Villatel Orlando Resort](https://www.expedia.ca/Orlando-Hotels-Orlando-Resort.h97584899.Hotel-Information) > - [Happy’s Houseboat Key West](https://www.expedia.ca/Key-West-Hotels-Happys-Houseboat-Key-West.h56200094.Hotel-Information) > - [Hilton Grand Vacations Club Tuscany Village Orlando](https://www.expedia.ca/Orlando-Hotels-Hilton-Grand-Vacations-At-Tuscany-Village.h1080602.Hotel-Information) > - [Park Central South Beach](https://www.expedia.ca/Miami-Hotels-The-Celino-South-Beach.h1168.Hotel-Information) > - [Coco Key Hotel & Water Park Resort](https://www.expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information) > - [Fort Lauderdale Beach Resort Hotel & Suites](https://www.expedia.ca/Fort-Lauderdale-Hotels-Ft-Lauderdale-Beach-Resort-Hotel-Suites.h327478.Hotel-Information) > - [Bay Lake Tower at Disney's Contemporary Resort \*\*available 12/24-12/29/22\*\*](https://www.expedia.ca/Orlando-Hotels-Bay-Lake-Tower-At-Disneys-Contemporary-Resort.h42407106.Hotel-Information) > - [Hotel Greystone - Adults Only](https://www.expedia.ca/Miami-Hotels-Hotel-Greystone.h34892018.Hotel-Information) > - [Radisson Resort Miami Beach ](https://www.expedia.ca/Miami-Hotels-Radisson-Resort-Miami-Beach.h44891320.Hotel-Information) > - [The Grayson Miami Downtown](https://www.expedia.ca/Miami-Hotels-The-Grayson-Miami-Downtown.h6535.Hotel-Information) > - [Hilton Cabana Miami Beach Resort](https://www.expedia.ca/Miami-Hotels-Hilton-Cabana-Miami-Beach-Resort.h18107.Hotel-Information) > - [Marseilles Beachfront Hotel](https://www.expedia.ca/Miami-Hotels-Marseilles-Hotel.h13566.Hotel-Information) > - [Westwinds Inn](https://www.expedia.ca/Key-West-Hotels-Westwinds-Inn.h800064.Hotel-Information) > - [Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center](https://www.expedia.ca/Orlando-Hotels-Fairfield-Inn-Suites-By-Marriott-Orlando-Flamingo-CrossingWestern-Entrance.h61340843.Hotel-Information) > - [Private Parking, Heated Pool - Banana Split](https://www.expedia.ca/Key-West-Hotels-Banana-Split-Popular-Suite-In-Heart-Of-Downtown-Key-West.h74054073.Hotel-Information) > - [Renaissance Fort Lauderdale Marina Hotel](https://www.expedia.ca/Fort-Lauderdale-Hotels-Renaissance-Fort-Lauderdale-Cruise-Port-Hotel.h658067.Hotel-Information) > - [Homewood Suites by Hilton Orlando at Flamingo Crossings](https://www.expedia.ca/Orlando-Hotels-Homewood-Suites-By-Hilton-Flamingo-Crossings.h58998470.Hotel-Information) > - [Four Seasons Hotel and Residences Fort Lauderdale](https://www.expedia.ca/Fort-Lauderdale-Hotels-Four-Seasons-Fort-Lauderdale.h71656415.Hotel-Information) > - [Hampton Inn Ft. 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