Title: Book the Best SHOPPING Hotels in Islamorada in 2026 | 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 featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Shopping Hotels in Islamorada, FL from CA $280 - ![](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 [Dec 22 - Dec 23](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-22&endDate=2025-12-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-23&endDate=2025-12-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Islamorada hotels with shopping nearby ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9e08c794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/7c261d0b.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 [](https://www.expedia.ca/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) Islamorada 8.2/10 Very good (1010) "Great location, room was spotless and perfectly met my needs. I plan to return next year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) M CA $209 CA $280 total includes taxes & fees Jan 13 - Jan 14, 2026 [](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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/c5948ba3.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) ![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 [](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) Islamorada 9.0/10 Wonderful (118) "Beautiful place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan CA $456 CA $605 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![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) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/79d31a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/981feca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheeca Lodge & Spa [](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) Matecumbe 9.2/10 Wonderful (1278) "Fabulous waterfront, activities, and dining as well as the staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David CA $523 CA $690 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.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) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/1f0afa1e.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) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/3b0a2582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) Key Largo 8.6/10 Excellent (1006) "Beautiful Hotel and Calusa Restaurant was outstanding " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darlene CA $553 CA $699 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/82e6e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/9d4d58bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/94f309cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/0464ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Ocean view condo [](https://www.expedia.ca/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.Hotel-Information) Tavernier 9.6/10 Exceptional (42) "Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie M. CA $226 CA $523 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.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) ![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) ![Dining](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/1379ede6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fla Keys Luxury Houseboat, Prime Location-Steps to Fun, Food & Water Adventures [](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.Hotel-Information) Tavernier 9.8/10 Exceptional (210) "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 $414 CA $691 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/121000000/120620000/120614600/120614519/33c69b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120620000/120614600/120614519/4fb1b9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/121000000/120620000/120614600/120614519/72b6a50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120620000/120614600/120614519/d5ba43d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1BR w/ Pool, Beach, Near Marine & Bird Sanctuaries [](https://www.expedia.ca/Tavernier-Hotels-1BR-W-Pool.h120614519.Hotel-Information) Tavernier CA $330 CA $592 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Tavernier-Hotels-1BR-W-Pool.h120614519.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29630000/29626200/29626141/7f1728bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/30000000/29630000/29626200/29626141/01d4bf32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/30000000/29630000/29626200/29626141/842ebfec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/30000000/29630000/29626200/29626141/8eb5838f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys [](https://www.expedia.ca/Tavernier-Hotels-Ocean-Front-22-Condo.h29626141.Hotel-Information) Tavernier 9.8/10 Exceptional (161) "place was great. wish the price of using the dock would be known before I booked it," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Duffy P. CA $293 CA $881 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Tavernier-Hotels-Ocean-Front-22-Condo.h29626141.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978064/0691b355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978064/6897d422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978064/92d0b35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/19000000/18980000/18978100/18978064/w2048h1725x0y21-d37bc049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### {PRIVATELY OWNED} This 2 bedroom has everything you need. with a Fantastic view. [](https://www.expedia.ca/Tavernier-Hotels-PRIVATELY-OWNED-This-2-Bedroom-Has-Everything-You-Needwith-A-Fantastic-View.h18978064.Hotel-Information) Tavernier 9.8/10 Exceptional (108) "Clean, everything we needed.The property, especially the pool and restaurant were excellent. We had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lenny F. CA $298 CA $633 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Tavernier-Hotels-PRIVATELY-OWNED-This-2-Bedroom-Has-Everything-You-Needwith-A-Fantastic-View.h18978064.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/706b7aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/11092a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/cc630378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/61000000/60190000/60181700/60181656/0cba7339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ohana Cay 2brm/2bth - Book your getaway! [](https://www.expedia.ca/Key-Largo-Hotels-Ohana-Cay-20-Mariners-Club-Book-Your-Getaway.h60181656.Hotel-Information) Rock Harbor 10/10 Exceptional (92) "Perfect location and great community. Easy docking at the marina and nice amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gene Z. CA $311 CA $1,081 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Key-Largo-Hotels-Ohana-Cay-20-Mariners-Club-Book-Your-Getaway.h60181656.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=2026-01-05&endDate=2026-01-06®ionId=10768&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Islamorada Hotel Reviews ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Fabulous waterfront, activities, and dining as well as the staff. " [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Pines & Palms Resort](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "Great room great place. Very clean easy to get to wonderful staff " [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "The breakfasts are great " [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg) ### Coconut Cove Resort and Marina 10/10 Excellent "While the facility has some age on it, everything was very clean and well kept." [](https://expedia.ca/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "The resort was perfect Everyone from checking in and during our stay could not have been nicer and helpful" [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg) ### Drop Anchor 10/10 Excellent "Staff was wonderful! Location and amenities were great! Room was clean and comfortable!" [](https://expedia.ca/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "I would give this hotel one the highest ratings for my most recent stays in the area. The views were spectacular. All of the staff were very friendly and helpful. Very very minor thing was the condition of the furniture and electrical sockets weren't the best quality but I just loved everything else so much that it would not deter me from returning." [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Bayside Villas by Islander Resort](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579_y.jpg) ### Bayside Villas by Islander Resort 10/10 Excellent "Beautiful stay!!!" [](https://expedia.ca/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) ![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg) ### Fisher Inn Resort & Marina 10/10 Excellent "Great location, room was spotless and perfectly met my needs. I plan to return next year." 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