Title: Book the Best SHOPPING Hotels 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 Shopping Hotels in Islamorada, FL from CA $221 ![](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 Islamorada Shopping Hotels Tonight [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 31 - Nov 1](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-31&endDate=2025-11-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Islamorada Shopping Hotels ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/e32d7e53.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) ### Cheeca Lodge & Spa Matecumbe 9.2/10 Wonderful (1265) "This resort was amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $278 CA $407 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9e08c794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, individually decorated](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/711bb33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/449b99c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher Inn Resort & Marina Islamorada 8.0/10 Very good (1005) "Great experience, highly recommend staying at the Fisher Inn." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eduardo CA $156 CA $221 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Private beach, sun loungers, beach towels, scuba diving](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/8de2bfdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/cb9f9f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4dfe75fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Islamorada 9.0/10 Wonderful (99) "Beautiful place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $284 CA $412 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![32-inch LCD TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/3b0a2582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/6e0cfc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton Key Largo 8.6/10 Excellent (1001) "We loved our stay there! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerri CA $431 CA $562 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.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) ![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) ![Marina](https://images.trvl-media.com/lodging/43000000/42290000/42281900/42281802/4dd33d80.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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert F. CA $226 CA $764 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tavernier-Hotels-Warm-Winter-Escape-In-Sunny-Florida-Keys-With-Oceanfront-Private-BeachMarina.h42281802.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/29000000/28770000/28766700/28766618/58d11ad7.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) ![Marina](https://images.trvl-media.com/lodging/29000000/28770000/28766700/28766618/w1024h648x0y33-3ab0ddf6.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Francis M. CA $226 CA $807 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tavernier-Hotels-Reel-Large-END-Unit-In-Ocean-Pointe-Suites-Newly-Renovated.h28766618.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/107000000/106880000/106875700/106875640/c0ae36d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/107000000/106880000/106875700/106875640/4a91eb22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/107000000/106880000/106875700/106875640/6f818783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106880000/106875700/106875640/a24cc28f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key Largo 2BR w/ Partial Ocean Views & Pool Tavernier CA $234 CA $530 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tavernier-Hotels-Key-Largo-2BR-W-Partial-Ocean-Views-Pool.h106875640.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/46000000/45880000/45871100/45871050/d89c9073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/46000000/45880000/45871100/45871050/f5014e57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45880000/45871100/45871050/8acd50a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/46000000/45880000/45871100/45871050/81eed7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Views at Ocean Pointe + Pool + Beach & Marina Access, Updated 2BR Tavernier 9.4/10 Exceptional (48) "Love staying at Ocean Pointe. Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve B. CA $230 CA $806 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Tavernier-Hotels-Ocean-Views-Building-5-WIFI-King-WD.h45871050.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/895e45f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/1379ede6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/0ec7fbda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/012c4b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Keys Luxury Houseboat, Unique living on the Water WiFi Tavernier 9.8/10 Exceptional (209) "Heidi has a little bit of paradise on her houseboat! You must plan on staying!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Toni M. CA $338 CA $599 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.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) ![Pool](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524675/2c275ab5.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) ### 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $161 CA $570 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Tavernier-Hotels-Toes-In-The-Sand-2-Bedroom-Condo-Sleeps-4.h90524675.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=2025-11-14&endDate=2025-11-15®ionId=10768&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Islamorada Hotel Reviews ![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Staff were fantastic, the property was very clean, room was good." [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "I was very pleased with the resort. It’s a quiet hidden gem with a friendly and helpful staff. I would love to stay here again." [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "A few problems with the room, ex. Coffee maker, sink in bathroom, shower, but over all excelent " [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Pines & Palms Resort](//images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "Wonderful place! Love all the new upgrades and remodeling since our last stay years ago. Our little bungalow was so cozy and private. Look forward to coming back in the future. " [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) ![La Siesta Resort & Villas](//images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "Buen servicio " [](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Amara Cay Resort](//images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "We enjoyed our stay a beautiful place, but there was no free breakfast" [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Fisher Inn Resort & Marina](//images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg) ### Fisher Inn Resort & Marina 10/10 Excellent "Beautiful place, nice room" [](https://expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) ![Drop Anchor](//images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg) ### Drop Anchor 10/10 Excellent "Great" [](https://expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![Coconut Cove Resort and Marina](//images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg) ### Coconut Cove Resort and Marina 10/10 Excellent "the pool was my favorite part, love that it was 24 hours and it was gorgeous!" 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