Title: Book the Best Hotels with POOL in Tropical Bay Estates in 2025 | Expedia.ca [Tropical Bay Estates Travel Guide](https://expedia.ca/Big-Pine-Key-Tropical-Bay-Estates.dx553248635976481634)[Flights to Big Pine Key](https://expedia.ca/Cheap-Flights-To-Big-Pine-Key.d7195.Travel-Guide-Flights)[Things to do in Big Pine Key](https://expedia.ca/Things-To-Do-In-Big-Pine-Key.d7195.Travel-Guide-Activities)[Tropical Bay Estates Car Rentals](https://expedia.ca/Car-Rentals-In-Tropical-Bay-Estates.d553248635976481634.Car-Rental-Guide)[Tropical Bay Estates Vacations](https://expedia.ca/Tropical-Bay-Estates.d553248635976481634.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Tropical Bay Estates, FL from CA $138 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Tropical Bay Estates Hotels with a Pool Tonight [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976481634&startDate=2025-10-31&endDate=2025-11-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976481634&startDate=2025-11-01&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976481634&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976481634&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Tropical Bay Estates Hotels with a Pool ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/930000/921900/921804/436a13a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/930000/921900/921804/91ebdf09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/930000/921900/921804/768559c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/930000/921900/921804/1e9db637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Banana Bay Resort & Marina Marathon 7.6/10 Good (1010) "I love this Hotel! Fantastic!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ismael CA $133 CA $205 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Marathon-Hotels-Banana-Bay-Resort-Marina.h921804.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/49f21caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/645dd277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/f15f41fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/ed036535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Captain Pips Marina & Hideaway Marathon 9.0/10 Wonderful (1015) "Very clean , walking distance to restaurant and pool, nice friendly staff. Enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula CA $108 CA $161 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/a69616f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/9585f19f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/75ac6ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parmer's Resort Summerland Key 9.0/10 Wonderful (1007) "Excellent laid back property. Close to a good restaurant " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jane CA $162 CA $228 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/83592c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/a36bdda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/125c52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Loaf Lodge Summerland Key 8.2/10 Very good (1001) "Everything was fine even better as it was there for longer " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Malcolm CA $138 CA $156 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/3555d599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/046d7acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/e1765627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/25000000/24110000/24101800/24101706/d5633e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Isla Bella Beach Resort & Spa Marathon 9.2/10 Wonderful (1046) "Beautiful and on the top of our list in the Keys ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy CA $312 CA $431 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/04fa303d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Lanai, Lagoon View (Kitchenette) | View from room](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/96bf2fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/f7052b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Double Room, 2 Double Beds, Lanai (Kitchenette)](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/c75bd841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingsail Resort Marathon 8.6/10 Excellent (1030) "Setting was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Galen CA $123 CA $138 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Marathon-Hotels-Kingsail-Resort.h1775568.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/9e37e284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/c251704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/9fe9bbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Studio Suite, 2 Queen Beds, Kitchen, Canal View | Private kitchen](https://images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/9068c724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coconut Cay Resort & Marina Marathon 8.4/10 Very good (1002) "The staff was very helpful and the docks were great to fish at." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom CA $147 CA $166 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Marathon-Hotels-Coconut-Cay-Resort-Marina.h1180935.Hotel-Information) ![2 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/962eab99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/fe602972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/b0c6ffbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/acafccbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Faro Blanco Resort Marathon 9.0/10 Wonderful (1001) "Nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ivonne CA $222 CA $305 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Marathon-Hotels-Courtyard-By-Marriott-Marathon-Florida-Keys.h10554536.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/36e462d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Bungalow | Private kitchen](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/0301e6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/b572d092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83960000/83951700/83951609/5ea76fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aqua Lodge Rentals At Coconut Cay Marathon 9.6/10 Exceptional (187) "Very very nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan G [](https://www.expedia.ca/Marathon-Hotels-Aqua-Lodge-Rentals-At-Coconut-Cay.h83951609.Hotel-Information) ![Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bdbf7145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/1bf38821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![New Deluxe Duplex Unit, 1 Queen Bed, Unit C | Private kitchen](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/3b24927e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Wooden Bridge Resort and Marina Punta Brisa 8.6/10 Excellent (266) "I love this place!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-15&endDate=2025-11-16®ionId=553248635976481634&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Tropical Bay Estates Hotel Reviews ![Banana Bay Resort & Marina](//images.trvl-media.com/lodging/1000000/930000/921900/921804/5c7bc79a_y.jpg) ### Banana Bay Resort & Marina 10/10 Excellent "We had a good scenic view, the place smelled great and looked great. " [](https://expedia.ca/Marathon-Hotels-Banana-Bay-Resort-Marina.h921804.Hotel-Information) ![Old Wooden Bridge Resort and Marina](//images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431_y.jpg) ### Old Wooden Bridge Resort and Marina 10/10 Excellent "We absolutely loved our stay here! I’ll be honest, when I saw the pictures online, I was a little nervous about the beds because they looked like they might be on the cheaper side… but wow, I was so wrong. The beds were unbelievably comfortable — high quality, cozy, supportive, and honestly some of the best sleep I’ve had on a trip. The whole place stayed warm and inviting. The cabin has everything you need: plenty of split units to keep the rooms cool, a full kitchen and full-size refrigerator, and the location is perfect for fishing. They even rent fishing poles and sell bait right in the office, which was super convenient. And one of my absolute favorite parts — the Key deer! They came up every night to visit. It was such a peaceful and magical experience to just sit outside and see them wandering right up near the cabin. It really made the stay feel special and memorable. The only hiccup we had was arriving at about 1:00 a.m. We were originally told we’d be in one building, but the room had been changed and we weren’t notified. It was a little stressful trying to figure out which door was ours in the middle of the night, but once we found the right cabin, everything else was perfect. Other than that hiccup, verything was greatl. We’ll 100% be staying here again the next time we’re in the Keys. This place is definitely a gem! Do be aware that you do have to climb a full set of stairs to get to the houses on stilts which are the duplexes. " [](https://expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Kingsail Resort](//images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/96bf2fd2_y.jpg) ### Kingsail Resort 10/10 Excellent "yes" [](https://expedia.ca/Marathon-Hotels-Kingsail-Resort.h1775568.Hotel-Information) ![Captain Pips Marina & Hideaway](//images.trvl-media.com/lodging/5000000/4740000/4734200/4734183/8ef9dce3_y.jpg) ### Captain Pips Marina & Hideaway 10/10 Excellent "The room we had, the sombrero, was huge! We love it! Had everything you needed for a stay. We right on the water , beautiful view of the marina. Everything at Captain Pips was perfect, a cute little village feel. The staff was very helpful and friendly. I would definitely recommend anyone to stay here. " [](https://expedia.ca/Marathon-Hotels-Captain-Pips-Marina-Hideaway.h4734183.Hotel-Information) ![Coconut Cay Resort & Marina](//images.trvl-media.com/lodging/2000000/1190000/1181000/1180935/9fe9bbb4_y.jpg) ### Coconut Cay Resort & Marina 10/10 Excellent "Missy from the front desk was on top of everything great service!!" [](https://expedia.ca/Marathon-Hotels-Coconut-Cay-Resort-Marina.h1180935.Hotel-Information) ![Courtyard by Marriott Faro Blanco Resort](//images.trvl-media.com/lodging/11000000/10560000/10554600/10554536/962eab99_y.jpg) ### Courtyard by Marriott Faro Blanco Resort 10/10 Excellent "Great infinity pool " [](https://expedia.ca/Marathon-Hotels-Courtyard-By-Marriott-Marathon-Florida-Keys.h10554536.Hotel-Information) ![Parmer's Resort](//images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg) ### Parmer's Resort 10/10 Excellent "Excellent for relaxation " [](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](//images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/e43f23ef_y.jpg) ### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton 10/10 Excellent "The hotel is beautiful, and it has great conditions.. we are super happy with everything. It was a great experience. We can't wait to come back again. " [](https://expedia.ca/Marathon-Hotels-Faro-Blanco-Resort-Yacht-Club.h1169583.Hotel-Information) ![Tranquility Bay Beachfront Hotel and Resort](//images.trvl-media.com/lodging/1000000/120000/117100/117099/a50ca43c_y.jpg) ### Tranquility Bay Beachfront Hotel and Resort 10/10 Excellent "The dinner restaurant was excellent. The seafood pasta and pork chops were great and the service was impeccable." [](https://expedia.ca/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Tropical Bay Estates? > [Isla Bella Beach Resort & Spa](https://www.expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information): Hotel located near Sombrero Beach. Features a full-service spa, 5 outdoor pools, and 2 bars. [Courtyard by Marriott Faro Blanco Resort](https://www.expedia.ca/Marathon-Hotels-Courtyard-By-Marriott-Marathon-Florida-Keys.h10554536.Hotel-Information): Hotel located near Sombrero Beach. Offers a full-service spa, 2 outdoor pools, and 2 bars. [Old Wooden Bridge Resort and Marina](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information): Provides free self parking, an outdoor pool, and complimentary wireless internet access. [Coconut Cay Resort & Marina](https://www.expedia.ca/Marathon-Hotels-Coconut-Cay-Resort-Marina.h1180935.Hotel-Information): Hotel located near Sombrero Beach. Features free self parking, an outdoor pool, and complimentary bicycles. [Tranquility Bay Beachfront Hotel and Resort](https://www.expedia.ca/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information): Hotel located near Sombrero Beach. Offers a private beach, 3 outdoor pools, and spa services. ### What is there to see and do in Tropical Bay Estates? > Make a point to visit attractions like Calusa Beach and Looe Key National Marine Sanctuary. Discover sights such as Bahia Honda State Park, Pigeon Key, and Seven Mile Bridge during your stay. ## Explore a world of travel with Expedia - Lodging - More ways to book - [All Inclusive Resorts and in Atlantis Estates](https://www.expedia.ca/Atlantis-Estates-Big-Pine-Key-Hotels-All-Inclusive-Hotel.0-n553248635976480034-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Atlantis Estates](https://www.expedia.ca/Atlantis-Estates-Big-Pine-Key-Hotels-Cheap-Hotels.0-n553248635976480034-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Atlantis Estates](https://www.expedia.ca/Atlantis-Estates-Big-Pine-Key-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976480034-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Atlantis Estates](https://www.expedia.ca/Atlantis-Estates-Big-Pine-Key-Hotels-Pet-Friendly-Hotel.0-n553248635976480034-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Atlantis Estates](https://www.expedia.ca/Atlantis-Estates-Big-Pine-Key-Hotels-Scuba-Diving-Vacations.0-n553248635976480034-0-tscubadivingvacations.Travel-Guide-Filter-Hotels) - 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