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) ![](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 [30 Mar - 31 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-03-30&endDate=2026-03-31&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [31 Mar - 1 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-03-31&endDate=2026-04-01&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-04-03&endDate=2026-04-05&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Upper Matecumbe Key pet-friendly hotels ![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) ![Hypo-allergenic bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/c2caabe9.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) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.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 (1,677 reviews) "Awesome beachfront clean rooms walk to restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick £232 includes taxes & fees 21 Apr - 22 Apr [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5d218fa9.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) ![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) ### Islander Resort [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) Matecumbe 9.2/10 Wonderful (1,007 reviews) "Wonderful stay. Staff, rooms, grounds, food were all excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim £305 includes taxes & fees 22 Apr - 23 Apr [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.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) ![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) ![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) ### Sands of Islamorada [](https://www.expedia.co.uk/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.Hotel-Information) Matecumbe 8.8/10 Excellent (403 reviews) "Such a nice little property - Room was so nice.. I would stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charlotte £202 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.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) ![Alligator Reef Oceanfront Room King | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/43c465e8.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 (1,263 reviews) "Yes the pool was fabulous. The Ocean view was quite good for a room that was not ocean front." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph £284 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/c134a889.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) ![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) ### La Siesta Resort & Villas [](https://www.expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) Matecumbe 8.6/10 Excellent (1,003 reviews) "We had a enjoyable stay here and would come back again if we were ever in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) angela £226 includes taxes & fees 22 Apr - 23 Apr [](https://www.expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![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) ![Aerial view](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/0fad4f99.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) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/4ab00899.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 (1,003 reviews) "Clean room, nice pool and nice staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy £188 includes taxes & fees 15 Apr - 16 Apr [](https://www.expedia.co.uk/Islamorada-Hotels-Sunset-Inn.h30568049.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) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/w1009h683x7y0-80f60840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/b7eb418d_edited_afed.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 (430 reviews) "Great facility and staff. Excellent room and views." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £404 includes taxes & fees 19 Apr - 20 Apr [](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/a51334f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/95229722.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) ### 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 (413 reviews) "Super clean room, easy use od their main location, friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa £356 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.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) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/61b3d4d0.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) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/8f06ee9a.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 (1,005 reviews) "Beautiful view and great room. We enjoyed our stay and will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber £146 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513696/w1009h683x7y0-b01fe7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513696/w811h674x107y0-c6ab125a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513696/w764h683x130y0-c7917305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513696/w792h683x116y0-7801bafe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Suite @Islamorada With Pool Access - Twilight Suite [](https://www.expedia.co.uk/Islamorada-Hotels-Charming-Suite-Islamorada-With-Pool-Access-Twilight-Suite.h117513696.Hotel-Information) Matecumbe £1,934 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Islamorada-Hotels-Charming-Suite-Islamorada-With-Pool-Access-Twilight-Suite.h117513696.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=2026-04-13&endDate=2026-04-14®ionId=553248635975749648&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Upper Matecumbe Key Hotel Reviews ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/ad31d180_y.jpg) ### Bayside Inn Key Largo 6/10 Okay "It took a hour to check me in while other guest check in before me. The staff lady didn’t tell me What was going on while she check other guest that where after me. Se didn’t seem happy we were checking in with an attitude. I would not stay there again because of the front office staff. " [](https://expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Holiday Inn Key Largo by IHG](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/855a0cf4_y.jpg) ### Holiday Inn Key Largo by IHG 10/10 Excellent "Awesome " [](https://expedia.co.uk/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/e2f3e092_y.jpg) ### Waterside Suites & Marina 4/10 Poor "I go every two or three months an have appreciate the deterioration of the rooms, the poor cleaning and the shorting of staff member over the last year. Unfortunately on fridays and saturdays the personal that receive you that represent the face of the place have no experience, and the With a poor appearance and unkempt personal look. I always complaing to the girl that pick up the keys on Sunday she is the best receptionist they have and one of the oldest employees. Is about time that with the increase of the prices to customers owners underestand the need of capicitaded staff, maintenance needed and more personal to be able to properly clean the rooms. " [](https://expedia.co.uk/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "Love everything " [](https://expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "Everything was great. We enjoyed the complimentary water activities and access to sister resorts. " [](https://expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e_y.jpg) ### Islander Resort 10/10 Excellent "Breakfast was amazing at the restaurant! This resort is fabulous and it truly feels like you are on a tropical private island! We will definitely be back! " [](https://expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Hadley Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/ed6e1255_y.jpg) ### Hadley Resort and Marina 10/10 Excellent "Everything was amazing exactly what we expected. No surprises great staff. We really enjoyed it!" [](https://expedia.co.uk/Islamorada-Hotels-Hadley-House-Islamorada.h12200.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 "Clean" [](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) - 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