Title: TOP Dog-Friendly Hotels in Upper Matecumbe Key, FL for 2026 - Upper Matecumbe Key Pet-Friendly Hotels | Expedia.co.uk [Upper Matecumbe Key Travel Guide](https://expedia.co.uk/Upper-Matecumbe-Key.dx553248635975749648)[Hotels in Upper Matecumbe Key](https://expedia.co.uk/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)[Holiday Rentals in Upper Matecumbe Key](https://expedia.co.uk/Upper-Matecumbe-Key-Holiday-Rentals.d553248635975749648.Travel-Guide-HolidayRentals)[Flights to Upper Matecumbe Key](https://expedia.co.uk/Cheap-Flights-To-Upper-Matecumbe-Key.d553248635975749648.Travel-Guide-Flights)[Upper Matecumbe Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Upper-Matecumbe-Key.d553248635975749648.Car-Hire-Guide)[Upper Matecumbe Key Holidays](https://expedia.co.uk/Upper-Matecumbe-Key.d553248635975749648.Holidays-City-Breaks) ![Islamorada Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Cameron Abbott ![](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 Pet-Friendly Hotels Tonight [12 Feb - 13 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-02-12&endDate=2026-02-13&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [13 Feb - 14 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-02-13&endDate=2026-02-14&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Upper Matecumbe Key pet-friendly hotels ![Outdoor pool, free pool cabanas](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Kitchenette | In-room safe, blackout curtains, cots/infant beds, free WiFi](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/4ebb7ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/0fad4f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/30272fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Inn [](https://www.expedia.co.uk/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,000 reviews) "Nice receptionist, clean room, perfect location nothing fancy just nice clean enjoyable stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) S Curtis £223 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) ![Beach umbrellas, beach towels](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/f85a3b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/22976423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Queen Beds, Refrigerator & Microwave | In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/c8c3e07d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Queen Beds, Refrigerator & Microwave | In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/b1df7837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sands of Islamorada [](https://www.expedia.co.uk/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.Hotel-Information) Matecumbe 8.8/10 Excellent (397 reviews) "Great place! Very clean! We'll be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) peter e £171 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.Hotel-Information) ![Private beach, white sand, sun-loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/77344fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Ocean View Two Queen Suite | Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/1d1a1984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Beach Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,653 reviews) "Awesome place!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel £369 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/2bff44ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/7f55fd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/d49c45e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Islander Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,001 reviews) "Rooms are clean, staff is friendly and the place is beautifull" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £345 includes taxes & fees 22 Feb - 23 Feb [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/180cb0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/2237ce7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/b7eb418d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shangri-La Suite | Terrace/patio](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/58abb15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Morada [](https://www.expedia.co.uk/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) Matecumbe 9.4/10 Exceptional (425 reviews) "always a pleasant stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert £407 includes taxes & fees 10 Mar - 11 Mar [](https://www.expedia.co.uk/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/8ad54011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Brand New Two King Bedroom Bay View | Premium bedding, pillow-top beds, in-room safe, blackout curtains](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/8e055d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/a51334f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Villas by Islander Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) Matecumbe 8.8/10 Excellent (408 reviews) "Staff was very responsive. Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rebecca £459 includes taxes & fees 23 Feb - 24 Feb [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) ![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Oceanfront Suite Two Queens Lanai | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/a737b04b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/af6ef0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/2728b985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amara Cay Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) Matecumbe 8.8/10 Excellent (1,248 reviews) "Beautiful place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith £351 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Balcony view](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/ed6e1255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/61b3d4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun-loungers, beach towels, kayaking](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/8952c233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hadley Resort and Marina [](https://www.expedia.co.uk/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) Matecumbe 7.6/10 Good (1,003 reviews) "Friendly staff and they did have breakfast. Room was right on the water beautiful view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynne £248 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eed3d949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/7578de06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/c134a889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Siesta Resort & Villas [](https://www.expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) Matecumbe 8.8/10 Excellent (1,002 reviews) "excellent location very nice simple breakfast close to liz’s of activities great poool " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kurt £342 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/118000000/117530000/117523100/117523098/w1009h683x7y0-57cf914a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117530000/117523100/117523098/w585h683x219y0-67ce19b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117530000/117523100/117523098/w811h674x107y0-6adb9ec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117530000/117523100/117523098/w865h663x80y0-59e3e4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite [](https://www.expedia.co.uk/Islamorada-Hotels-Peaceful-Garden-King-Suite-Islamorada-Gem-Gumbo-Limbo-Suite.h117523098.Hotel-Information) Matecumbe £887 includes taxes & fees 19 Feb - 20 Feb [](https://www.expedia.co.uk/Islamorada-Hotels-Peaceful-Garden-King-Suite-Islamorada-Gem-Gumbo-Limbo-Suite.h117523098.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.co.uk/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27®ionId=553248635975749648&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AFFINITY_SPRING_PROMO_553248635975749648) ## Top Upper Matecumbe Key Hotel Reviews ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Great room facing ocean..sweet sitting area out front" [](https://expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg) ### Bayside Inn Key Largo 10/10 Excellent "We loved everything about our stay. Try to get room 301\. Top floor on the end with a good view of the water and the pool. A very quick walk to Snooky’s. Food was excellent." [](https://expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Hadley Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd_y.jpg) ### Hadley Resort and Marina 10/10 Excellent "Room was great, amazing view of the sunrise and ocean. Shower didn’t have great pressure but ac/heat was amazing. Def recommend if you’re in the area. Even had a microwave and kurig. " [](https://expedia.co.uk/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg) ### Marina Del Mar Resort and Marina 10/10 Excellent "The rooms, the bathrooms, the pool area, threception area, etc. were so so clean. Staff were wonderful, helpful, and kind. We would stay there again!!! Id only suggest that they get toasters for the rooms with kitchens, and for breakfast." [](https://expedia.co.uk/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "excellent location very nice simple breakfast close to liz’s of activities great poool " [](https://expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "Our room was huge! Two floors, a bath and half and a full kitchen. Loved the view from the balcony. " [](https://expedia.co.uk/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Sands of Islamorada](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/0cb6bab7_y.jpg) ### Sands of Islamorada 10/10 Excellent "Great place! Very clean! We'll be back!" [](https://expedia.co.uk/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.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 "Staff was very responsive. Great location " [](https://expedia.co.uk/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [5 Star Hotels in Islamorada ](https://www.expedia.co.uk/5Star-Islamorada-Hotels.s50-0-d10768.Travel-Guide-Filter-Hotels) - [Hotels Suites in Brickell ](https://www.expedia.co.uk/Brickell-Miami-Hotels-Hotel-Suites.0-n6240961-0-thotelsuites.Travel-Guide-Filter-Hotels) - [Hotels with a Bar in Brickell ](https://www.expedia.co.uk/Brickell-Miami-Hotels-Hotel-With-A-Bar.0-n6240961-0-thotelwithabar.Travel-Guide-Filter-Hotels) - [Hotels with Airport Transfers in Brickell ](https://www.expedia.co.uk/Brickell-Miami-Hotels-Hotel-With-Airport-Transfers.0-n6240961-0-thotelwithairporttransfers.Travel-Guide-Filter-Hotels) - [Hotels with Breakfast in Brickell ](https://www.expedia.co.uk/Brickell-Miami-Hotels-Hotel-With-Breakfast.0-n6240961-0-thotelwithbreakfast.Travel-Guide-Filter-Hotels) - 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