Title: Book the Best Hotels with TENNIS COURTS in Islamorada in 2025 | Expedia.ca [Islamorada Travel Guide](https://expedia.ca/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Islamorada Car Rentals](https://expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.ca/Islamorada.d10768.Destination-Travel-Guides) ![Islamorada showing a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191197-Islamorada.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Tennis Courts in Islamorada, FL from CA $226 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Islamorada Hotels with Tennis Courts Tonight [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Islamorada Hotels with Tennis Courts ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/9b929f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/79d31a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/e32d7e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheeca Lodge & Spa Matecumbe 9.2/10 Wonderful (1220) "Beautiful and relaxing hotel!!" CA $194 CA $312 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/393ff3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Standard King Bed](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/e7a0378c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room | Private kitchen](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4077334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lime Tree Bay Resort Long Key 9.2/10 Wonderful (1077) "So close to the ocean was amazing. " CA $157 CA $240 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/c6c81bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/8bacb368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/0c2736d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/849a6a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Pointe Suites at Key Largo Tavernier 8.2/10 Very good (1006) "Excellent place. Room super clean, staff very welcoming." CA $178 CA $226 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/822e7cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/fef534a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/28450ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/c064b61a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serenity In The Sun Condo Fabulous Ocean View Tavernier 10/10 Exceptional (106) "Very comfortable and clean. So attractive and was furnished with all the little extras! Owner was very helpful with suggestions for dining and activities. " CA $216 CA $557 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tavernier-Hotels-Serenity-In-The-Sun-Condo-Fabulous-Ocean-View.h53645406.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/43000000/42290000/42281900/42281802/w1052h665x0y34-299237c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42290000/42281900/42281802/f0986046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/43000000/42290000/42281900/42281802/b09b34f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/43000000/42290000/42281900/42281802/0ae91338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal comfort in Ocean Pointe Suites. Tavernier 10/10 Exceptional (33) "Very clean, lots of things to do for the kids on property - large pool and hot tub, tennis and pickle ball courts, and a small beach. " CA $226 CA $764 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Tavernier-Hotels-Warm-Winter-Escape-In-Sunny-Florida-Keys-With-Oceanfront-Private-BeachMarina.h42281802.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524675/b7ea4da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524675/5d65daa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524675/b697ba8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524675/8dfdb1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Toes in the Sand - 2 Bedroom Condo Sleeps 4 Tavernier 10/10 Exceptional (27) "A great first stop on our trip to the Keys! Instructions were great and the condo was very nice." CA $127 CA $527 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Tavernier-Hotels-Toes-In-The-Sand-2-Bedroom-Condo-Sleeps-4.h90524675.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99250000/99244600/99244535/w1290h723x0y14-c3fffc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99250000/99244600/99244535/w1290h2292x0y0-7de481e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99250000/99244600/99244535/923a1f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/100000000/99250000/99244600/99244535/w1290h861x0y12-fdc4f70b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen Tavernier 10/10 Exceptional (12) "We had a wonderful stay in this home. It was well described and matched the listing. We loved the beach access. Overall, we had a great stay here!" CA $250 CA $628 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Tavernier-Hotels-Your-Happy-Place-Gorgeous-2-Bed-2-Bath-Oceanfront-Suite-With-Full-Kitchen.h99244535.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/29000000/28770000/28766700/28766618/w1024h766x0y2-4124e2ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28770000/28766700/28766618/32fe8773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/29000000/28770000/28766700/28766618/5101d023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28770000/28766700/28766618/58d11ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Reel Large END Unit in Ocean Pointe Suites - Newly Renovated! Tavernier 9.4/10 Exceptional (17) "We love our family vacations there." CA $226 CA $807 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Tavernier-Hotels-Reel-Large-END-Unit-In-Ocean-Pointe-Suites-Newly-Renovated.h28766618.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107560000/107551800/107551797/ef49dd59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107560000/107551800/107551797/w1350h898x0y2-b9f9cdde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107560000/107551800/107551797/w1280h758x0y18-9ab8f937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/108000000/107560000/107551800/107551797/e2c4f947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OP-2 Ocean View w/heated pool beach marina Tavernier 9.0/10 Wonderful (9) "Great place" CA $279 CA $452 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Tavernier-Hotels-Ocean-Pointe-Ocean-View-Wheated-Pool-Beach-Marina.h107551797.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/27000000/26850000/26840200/26840173/735fe758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26850000/26840200/26840173/5874c37c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/27000000/26850000/26840200/26840173/5177800d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/27000000/26850000/26840200/26840173/w1024h766x0y2-22190c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean view condo with balcony/marina view Tavernier 8.8/10 Excellent (42) "As advertised " CA $314 CA $638 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Tavernier-Hotels-Ocean-View-Condo-With-Balconymarina-View.h26840173.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=2025-10-23&endDate=2025-10-10®ionId=10768&adults=2&property_amenities_group_explore=tennis_on_site&sort=RECOMMENDED&openPlayBack=true) ## Top Islamorada Hotel Reviews ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Staff was extremely accommodating, Property is stunning with numerous activities. " [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Quiet. Peaceful. Perfect getaway for couples. Excellent customer service. This was our second stay at Chesapeake. Chesapeake and Islamorada are our new favorite destinations in the Keys. Islamorada reminds us of the Key West we fell in love with 30 years ago. Low key and peaceful. Every day is perfect when starting with Krystal's French toast. Her smile is infectious. She and the breakfast gang aim to please with their attention to detail. The private beach is lovely with shade and sun options. No talking or music. It was the perfect spot to watch the boats at the sand bar or to take a nap. Walk through the adjacent parking lot to four restaurants. We love the casual vibe outside at Wahoos. We can't wait to go back. " [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ## Frequently asked questions ### How can I find cheap hotels with tennis courts in Islamorada? > With Expedia's handy filter tool, finding cheap hotels with tennis courts in Islamorada is a snap. To view accommodations that'll make your wallet happy, narrow your search results by star rating, amenities and budget. Then, all that's left to do is pack your racket and prepare to hit the court! ### What is there to do in Islamorada near my hotel with a tennis court? > Islamorada has enough sights and experiences to keep you amused for weeks (or months!), starting with [Theater of the Sea](https://www.expedia.ca/Theater-Of-The-Sea-Islamorada.d6069249.Vacation-Attraction). [Anne's Beach](https://www.expedia.ca/Annes-Beach-Islamorada.d6282204.Vacation-Attraction), [Florida Keys Brewing Co.](https://www.expedia.ca/Florida-Keys-Brewing-Co-Islamorada.d553248635997958830.Vacation-Attraction) and [Windley Key Fossil Reef Geological State Park](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction) are other fantastic attractions. If you're hanging around a while, [Sunset Drive Beach](https://www.expedia.ca/Sunset-Drive-Beach-Islamorada.d672757825479704576.Vacation-Attraction) and [Indian Key Historic State Park](https://www.expedia.ca/Indian-Key-Historic-State-Park-Florida.d630134234936668160.Vacation-Attraction) will round off your itinerary nicely. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Bahia Honda Key](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Cheap-Hotels.0-0-d553248635083902001-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bahia Honda Key](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Luxury-Hotel.0-0-d553248635083902001-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Brickell](https://www.expedia.ca/Brickell-Miami-Hotels-Adults-Only-Resorts.0-n6240961-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Casino Hotels in Brickell](https://www.expedia.ca/Brickell-Miami-Hotels-Casino-Hotel.0-n6240961-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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