Title: 4 Stars Hotels in Upper Matecumbe Key, Islamorada from CA $276 - Find Cheap Upper Matecumbe Key Hotels With 4 Stars | Expedia.ca [Upper Matecumbe Key Travel Guide](https://expedia.ca/Upper-Matecumbe-Key.dx553248635975749648)[Hotels in Upper Matecumbe Key](https://expedia.ca/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)[Vacation Rentals in Upper Matecumbe Key](https://expedia.ca/Upper-Matecumbe-Key-Vacation-Rentals.d553248635975749648.Travel-Guide-VacationRentals)[Flights to Upper Matecumbe Key](https://expedia.ca/Cheap-Flights-To-Upper-Matecumbe-Key.d553248635975749648.Travel-Guide-Flights)[Upper Matecumbe Key Car Rentals](https://expedia.ca/Car-Rentals-In-Upper-Matecumbe-Key.d553248635975749648.Car-Rental-Guide)[Upper Matecumbe Key Vacation Packages](https://expedia.ca/Upper-Matecumbe-Key.d553248635975749648.Destination-Travel-Guides) ![Islamorada which includes a beach bar](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191196-Islamorada.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 4 Stars Hotels in Upper Matecumbe Key, Islamorada from CA $276 ![](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 Upper Matecumbe Key 4 Star Hotels Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-10-25&endDate=2025-10-26&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-10-26&endDate=2025-10-27&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Upper Matecumbe Key 4 Star Hotels ![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) ![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) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton Key Largo 8.6/10 Excellent (1006) "We loved our stay there! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerri CA $405 CA $533 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![5 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/af9b3995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, premium bedding, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/dcef6a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/3d68eb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hawks Cay Resort Marathon 8.0/10 Very good (1019) "Nice property with great vies and nice restaurants and great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $351 CA $493 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/28233e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/60b7c04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Accessible Room King Bed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/1b5ced17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amara Cay Resort Matecumbe 8.8/10 Excellent (1265) "Great hotel with a perfect location and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amir CA $186 CA $303 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/d9cc2f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms, Pool Access, Bay View (Balcony/Patio, Private Pool) | Beach](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/10dd6c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8f8fe319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Largo Resort & Spa, Autograph Collection Key Largo 9.0/10 Wonderful (1001) "Very nice place to stay in the keys " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yamilka CA $335 CA $453 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Islander Suite Ocean View Two Bedroom | Private kitchen](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/20ed25e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/6ec44483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/b513b652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Islander Resort Matecumbe 9.2/10 Wonderful (1002) "The pool was amazing. The room and bed was very comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $291 CA $422 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Multiple Beds (Casa de Coco) | Dining room](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/9c557f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/a11bb47b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/7578de06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Siesta Resort & Villas Matecumbe 8.6/10 Excellent (1003) "Excellent stay with great amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $162 CA $276 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![5 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8f6b5c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/791c447b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/d35c4fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villas At Hawks Cay Resort Marathon 8.4/10 Very good (141) "Best place to stay in the Florida Keys !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Endy [](https://www.expedia.ca/Marathon-Hotels-Villas-At-Hawks-Cay-Resort.h99920083.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/531fe0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/a93dc7d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/fa0090c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Islands of Islamorada Matecumbe 9.8/10 Exceptional (67) "Great for family vacation with kids. love it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dixania CA $770 CA $943 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/61000000/60290000/60289900/60289884/4c18eaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/61000000/60290000/60289900/60289884/1d5cc14d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/61000000/60290000/60289900/60289884/d2d6a27b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Multiple Beds, Private Pool, Garden View | Living room](https://images.trvl-media.com/lodging/61000000/60290000/60289900/60289884/5f28c00b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Caribbean Resort Coconut Palm North Matecumbe [](https://www.expedia.ca/Islamorada-Hotels-The-Caribbean-Resort-Hemingway-House-North.h60289884.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Upper-Matecumbe-Key-Hotels.s40-0-d553248635975749648.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Upper-Matecumbe-Key-Hotels.s40-0-d553248635975749648.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Upper Matecumbe Key. ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Cheeca Lodge & Spa 81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL CA $195 CA $313 total Oct 26 - Oct 27 includes taxes & fees 9/10 Wonderful! (1,236 reviews) [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Condo in the Keys](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/9b3c41b7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Condo in the Keys 500 Burton Dr, 1313, Tavernier, FL [Get rates](https://expedia.ca/Hotel-Search?startDate=08%2F11%2F2025&endDate=09%2F11%2F2025&selected=93061348&PinnedHotelID=93061348&HadPinnedHotel=true®ionId=553248635975749648) 8.4/10 Very Good! (10 reviews) [](https://expedia.ca/Tavernier-Hotels-Condo-In-The-Keys.h93061348.Hotel-Information) ![Waterfront House with Boat Dock](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/5d9195bd_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Waterfront House with Boat Dock 213 Aberdeen Ct, Tavernier, FL [Get rates](https://expedia.ca/Hotel-Search?startDate=08%2F11%2F2025&endDate=09%2F11%2F2025&selected=109724487&PinnedHotelID=109724487&HadPinnedHotel=true®ionId=553248635975749648) 6/10 (1 review) [](https://expedia.ca/Tavernier-Hotels-Waterfront-House-With-Boat-Dock.h109724487.Hotel-Information) Still don't see what you're looking for? [See all properties in Upper Matecumbe Key.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=553248635975749648&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=553248635975749648&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=553248635975749648&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=553248635975749648&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=553248635975749648&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=553248635975749648&star=40&star=40&amenities=WATER_PARK) 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. ## Learn more about Upper Matecumbe Key Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co.. [See all hotels in Upper Matecumbe Key](https://www.expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09&adults=2®ionId=553248635975749648) ![Islamorada showing art](https://images.trvl-media.com/place/10768/3219f098-cff5-4a89-b5cb-f20e360451df.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Upper Matecumbe Key Hotel Reviews ![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Beautiful resort, pools and property. Glad we found this place. Great for families, young kids and adults! Zero entry pool was a hit with our daughter. Excellent service and friendly staff. " [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.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 "Very friendly staff. Clean and very comfortable rooms. Pool drained after first day we were there. I liked how the pool, beach and amenities were so convenient . Still enjoyed boat to Three Waters and their pool. Boat and shuttle between resorts very convenient and nice. Went kayaking.Love the feel of old Florida at La Siesta! Plan to return" [](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "We had the absolute best fall break vacation here and will most definitely be back" [](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Hawks Cay Resort](//images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg) ### Hawks Cay Resort 10/10 Excellent "Fantastic family resort. Like most of the Keys the properties are older but they’ve done a great job renovating the resort. Salt and Ash and Angler Ale had great food. We will likely go back. " [](https://expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) ![Amara Cay Resort](//images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "This was our second stay there and will definitely go back. The location is great and there is plenty of well-maintained beach area to enjoy. The room was large, clean and updated. However, the view from the room left a lot to be desired. We booked a standard room so we didn't have expectations one way or the other, but the window was located chest-up (bottom half was wall) and overlooked the roof of the restaurant. We did have a partial view of the ocean, but only if you looked out the corner. The Rum Runner (water taxi) and free shuttle were great amenities to have!" [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![The Islands of Islamorada](//images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce_y.jpg) ### The Islands of Islamorada 10/10 Excellent "Beautiful property!" [](https://expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ## Find out more about Upper Matecumbe Key If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Upper Matecumbe Key are calling your name. Known for providing first-rate service in amazing locations, each of the Upper Matecumbe Key 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Upper Matecumbe Key. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Upper Matecumbe Key, Islamorada, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Upper Matecumbe Key hotels with 4 Stars provide everything you need to unwind in style. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [1 Star Hotels in Eden Pines](https://www.expedia.ca/1Star-Eden-Pines-Big-Pine-Key-Hotels.s10-n553248635976471710-0.Travel-Guide-Filter-Hotels) - [1 Star Hotels in Riviera Estates](https://www.expedia.ca/1Star-Riviera-Estates-Miami-Hotels.s10-n553248635976469340-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Coconut Grove](https://www.expedia.ca/2Star-Coconut-Grove-Miami-Hotels.s20-n11937-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Kendall](https://www.expedia.ca/2Star-Kendall-Miami-Hotels.s20-n8226-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Key Largo](https://www.expedia.ca/2Star-Key-Largo-Hotels.s20-0-d8369.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Plantation Key](https://www.expedia.ca/2Star-Plantation-Key-Hotels.s20-0-d553248635083898347.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Coconut Grove](https://www.expedia.ca/3Star-Coconut-Grove-Miami-Hotels.s30-n11937-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Homestead](https://www.expedia.ca/3Star-Homestead-Hotels.s30-0-d7744.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Key Largo](https://www.expedia.ca/3Star-Key-Largo-Hotels.s30-0-d8369.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Marathon](https://www.expedia.ca/3Star-Marathon-Hotels.s30-0-d2437.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Richmond West](https://www.expedia.ca/3Star-Richmond-West-Miami-Hotels.s30-n553248635975848066-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Tamiami](https://www.expedia.ca/3Star-Tamiami-Miami-Hotels.s30-n3000007940-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Duck Key](https://www.expedia.ca/4Star-Duck-Key-Hotels.s40-0-d184267.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Elliott Key](https://www.expedia.ca/4Star-Elliott-Key-Hotels.s40-0-d553248621532652848.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Florida City](https://www.expedia.ca/4Star-Florida-City-Hotels.s40-0-d8101.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Homestead](https://www.expedia.ca/4Star-Homestead-Hotels.s40-0-d7744.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Key Largo](https://www.expedia.ca/4Star-Key-Largo-Hotels.s40-0-d8369.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Big Pine Key](https://www.expedia.ca/5Star-Big-Pine-Key-Hotels.s50-0-d7195.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Coconut Grove](https://www.expedia.ca/5Star-Coconut-Grove-Miami-Hotels.s50-n11937-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Islamorada](https://www.expedia.ca/5Star-Islamorada-Hotels.s50-0-d10768.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Kendall](https://www.expedia.ca/5Star-Kendall-Miami-Hotels.s50-n8226-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Key Largo](https://www.expedia.ca/5Star-Key-Largo-Hotels.s50-0-d8369.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Little Venice](https://www.expedia.ca/5Star-Little-Venice-Marathon-Hotels.s50-n553248635976468704-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Marathon](https://www.expedia.ca/5Star-Marathon-Hotels.s50-0-d2437.Travel-Guide-Filter-Hotels) - [5 Star Hotels in North Key Largo](https://www.expedia.ca/5Star-North-Key-Largo-Hotels.s50-0-d553248635976475358.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Plantation Key Colony](https://www.expedia.ca/5Star-Plantation-Key-Colony-Tavernier-Hotels.s50-n855588080238100480-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sexton Cove Estates](https://www.expedia.ca/5Star-Sexton-Cove-Estates-Key-Largo-Hotels.s50-n553248635976482205-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Silver Palm](https://www.expedia.ca/5Star-Silver-Palm-Miami-Hotels.s50-n553248635975864491-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in West Perrine](https://www.expedia.ca/5Star-West-Perrine-Miami-Hotels.s50-n553248635975876385-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Westchester](https://www.expedia.ca/5Star-Westchester-Miami-Hotels.s50-n553248635975847513-0.Travel-Guide-Filter-Hotels) - [Hotels near Florida Keys Brewing Co.](https://www.expedia.ca/Florida-Keys-Brewing-Co-Hotels.0-l553248635997958830-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Islamorada](https://www.expedia.ca/Islamorada-Apart-Hotels.d10768-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Islamorada](https://www.expedia.ca/Islamorada-Apartments.d10768-aaApartments.Travel-Guide-Accommodation) - [B&B in Islamorada](https://www.expedia.ca/Islamorada-Bed-And-Breakfast.d10768-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Islamorada](https://www.expedia.ca/Islamorada-Chalets.d10768-aaChalets.Travel-Guide-Accommodation) - [Condo Rentals in Islamorada](https://www.expedia.ca/Islamorada-Condos.d10768-aaCondos.Travel-Guide-Accommodation) - [Cottages in Islamorada](https://www.expedia.ca/Islamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Islamorada](https://www.expedia.ca/Islamorada-Country-House.d10768-aaCountryHouse.Travel-Guide-Accommodation) - [Cruise Ships in Islamorada](https://www.expedia.ca/Islamorada-Cruise-Ships.d10768-aaCruiseShips.Travel-Guide-Accommodation) - [Guest Houses in Islamorada](https://www.expedia.ca/Islamorada-Guest-Houses.d10768-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Islamorada](https://www.expedia.ca/Islamorada-Holiday-Parks.d10768-aaHolidayParks.Travel-Guide-Accommodation) - [Adults Only Resorts & in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Adults-Only-Resorts.0-0-d10768-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Islamorada](https://www.expedia.ca/Islamorada-Hotels-All-Inclusive-Hotel.0-0-d10768-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Beach-Hotel.0-0-d10768-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Boutique-Hotel.0-0-d10768-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Cheap-Hotels.0-0-d10768-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Couples-Resorts-Hotels.0-0-d10768-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Family-Hotel.0-0-d10768-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Golf-Hotel.0-0-d10768-tGolfHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Green-Sustainable.0-0-d10768-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hersha Hospitality Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hersha-Hospitality.0-0-d10768--bHershaHospitality.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hilton-Hotels.0-0-d10768--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Historic-Hotel.0-0-d10768-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Honeymoon-Hotels.0-0-d10768-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-A-Lazy-River.0-0-d10768-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Bar.0-0-d10768-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d10768-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Free-Parking.0-0-d10768-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Kitchenettes.0-0-d10768-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Smoking-Rooms.0-0-d10768-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Tennis-Courts.0-0-d10768-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Waterslides.0-0-d10768-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lake Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Lake-Hotels.0-0-d10768-tLakeHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Luxury-Hotel.0-0-d10768-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Marriott-Hotels-Resorts.0-0-d10768--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Mountain-Hotels.0-0-d10768-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Oceanfront-Hotels.0-0-d10768-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Pet-Friendly-Hotel.0-0-d10768-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Romantic-Hotel.0-0-d10768-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Scuba-Diving-Vacations.0-0-d10768-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Shopping-Hotel.0-0-d10768-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Spa-Hotel.0-0-d10768-tSpaHotel.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Wyndham-Hotels.0-0-d10768--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Islamorada Hotels](https://www.expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels) - [Houseboats in Islamorada](https://www.expedia.ca/Islamorada-Houseboats.d10768-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Islamorada](https://www.expedia.ca/Islamorada-Inns.d10768-aaInns.Travel-Guide-Accommodation) - [Lodges in Islamorada](https://www.expedia.ca/Islamorada-Lodges.d10768-aaLodges.Travel-Guide-Accommodation) - [Motels in Islamorada](https://www.expedia.ca/Islamorada-Motels.d10768-aaMotels.Travel-Guide-Accommodation) - [Palaces in Islamorada](https://www.expedia.ca/Islamorada-Palaces.d10768-aaPalaces.Travel-Guide-Accommodation) - [Vacation Homes in Islamorada](https://www.expedia.ca/Islamorada-Private-Vacation-Homes.d10768-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Islamorada](https://www.expedia.ca/Islamorada-Resort-Hotels.d10768-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Islamorada](https://www.expedia.ca/Islamorada-Townhomes.d10768-aaTownhomes.Travel-Guide-Accommodation) - [Treehouses in Islamorada](https://www.expedia.ca/Islamorada-Treehouses.d10768-aaTreehouses.Travel-Guide-Accommodation) - [Villas in Islamorada](https://www.expedia.ca/Islamorada-Villas.d10768-aaVillas.Travel-Guide-Accommodation) - [Flights to Islamorada](https://www.expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights) - [Flights from Atlanta to Islamorada](https://www.expedia.ca/lp/flights/178232/10768/atlanta-to-islamorada) - [Flights from Toronto to Islamorada](https://www.expedia.ca/lp/flights/178314/10768/toronto-to-islamorada) - [Flights from Tampa to Islamorada](https://www.expedia.ca/lp/flights/602996/10768/tampa-to-islamorada) - [Hurricane Monument](https://www.expedia.ca/Hurricane-Monument-Matecumbe.d6063543.Vacation-Attraction) - [Islamorada Vacations](https://www.expedia.ca/Islamorada.d10768.Destination-Travel-Guides) - [Visit Islamorada](https://www.expedia.ca/Islamorada.dx10768) - [Alamo Rent A Car Rental Cars in Islamorada](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Islamorada.d10768-c6.Car-Rental-Guide-Suppliers) - [Car rental Islamorada](https://www.expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide) - [Convertible Car Rentals in Islamorada](https://www.expedia.ca/Convertible-Car-Rentals-In-Islamorada.d10768-tConvertible.Car-Rental-Guide-Class) - [Luxury Car Rentals in Islamorada](https://www.expedia.ca/Luxury-Car-Rentals-In-Islamorada.d10768-tLuxury.Car-Rental-Guide-Class) - [Pickup Car Rentals in Islamorada](https://www.expedia.ca/Pickup-Car-Rentals-In-Islamorada.d10768-tPickup.Car-Rental-Guide-Class) - [Sixt Rental Cars in Islamorada](https://www.expedia.ca/Sixt-Car-Rentals-In-Islamorada.d10768-c35.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in Islamorada](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-Islamorada.d10768-c45.Car-Rental-Guide-Suppliers) - [Islamorada Vacation Rentals](https://www.expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals) - [Things to do in Islamorada](https://www.expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities) - [Book 4 Star Hotels in Upper Matecumbe Key on Expedia.com](https://www.expedia.com/4Star-Upper-Matecumbe-Key-Hotels.s40-0-d553248635975749648.Travel-Guide-Filter-Hotels)