Title: Book the Best Hotels with BARS in Matecumbe in 2025 | Expedia.ca [Matecumbe Travel Guide](https://expedia.ca/Islamorada-Matecumbe.dx855587555438403584)[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)[Matecumbe Car Rentals](https://expedia.ca/Car-Rentals-In-Matecumbe.d855587555438403584.Car-Rental-Guide)[Matecumbe Vacations](https://expedia.ca/Matecumbe.d855587555438403584.Destination-Travel-Guides) ![Islamorada which includes a beach bar](https://images.trvl-media.com/place/10768/7565a3e5-4ed9-45b3-95fd-e4d0fa8cdc20.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Bar in Matecumbe, FL from CA $175 - ![](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 Matecumbe Hotels with Bar ## Top Matecumbe Hotels with Bar ![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) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/12d77a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/fa9b6bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/43f5c138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Beach Resort Matecumbe 9.2/10 Wonderful (1590) "Great breakfast very well kept grounds" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $175 CA $276 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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/1000000/70000/62000/61976/60b7c04d.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) ![One Bedroom Oceanfront Suite King](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/2f598fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amara Cay Resort Matecumbe 8.8/10 Excellent (1269) "Great place and great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian CA $199 CA $318 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/45deddf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/a571015b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oceanfront Pool View King Room | Terrace/patio](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/a348bb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pines & Palms Resort Matecumbe 9.2/10 Wonderful (1004) "Very nice place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan CA $195 CA $296 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.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) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/6ec44483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/3ea0faf0.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 (1020) "The room and amenities were great and it was quiet.. just what we needed" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $276 CA $406 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.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) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/9b929f51.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) ![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 Matecumbe 9.2/10 Wonderful (1278) "It was absolutely beautiful and the staff was always super nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $288 CA $419 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/a375b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Siesta Resort & Villas Matecumbe 8.8/10 Excellent (1002) "Excellent stay with great amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $191 CA $309 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.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) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/641fc549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Brand New Two King Bay Front | Private kitchen](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/4b05ab7b.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 Matecumbe 8.8/10 Excellent (399) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory CA $313 CA $447 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) ![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/46d4fa27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/c40dc838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Jungles Suite](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/w762h679x132y4-fc33a6d9.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) ### Casa Morada Matecumbe 9.4/10 Exceptional (411) "Really great stay, super romantic " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander CA $511 CA $662 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Islamorada-Hotels-Casa-Morada.h900424.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) ![Poolside bar](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/5be55ff2.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) ### The Islands of Islamorada Matecumbe 9.8/10 Exceptional (69) "Great for family vacation with kids. love it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dixania CA $978 CA $1,178 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ![Room, 1 King Bed, Bay View | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/d369153c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/c604580a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/c052003d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Key Largo Manatee Bay Key Largo 8.8/10 Excellent (1025) "Great resort" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david CA $156 CA $175 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.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=2025-12-13&endDate=2025-12-14®ionId=855587555438403584&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Matecumbe Hotel Reviews ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David were our poolside attendants, and Jessica at the front desk was very helpful. " [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.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 "Everything was excellent " [](https://expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Pines & Palms Resort](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "The care and attention to detail put into the renovations of this resort are so obvious!! The unit and grounds were pristine!! Friendly staff and super relaxing and beautiful resort!! We look forward to our next stay!" [](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 "Excellent hotel" [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![The Caribbean Resort](https://images.trvl-media.com/lodging/6000000/5820000/5812700/5812696/f1b4fe48_y.jpg) ### The Caribbean Resort 10/10 Excellent "We loved this resort. It was beautiful, clean, and peaceful. We loved the grounds. This was paradise. ❤️" [](https://expedia.ca/Islamorada-Hotels-The-Caribbean-Resort.h5812696.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Beautiful resort. They have added on a lot of palm trees and a new breakfast restaurant near the pool. Only disappointment was they have removed the hot tub😢we had an ocean view room. They had all been upgraded again. " [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.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 "The cottages on the beach are fantastic!" [](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "This resort was beautiful, clean and fantastic. The staff was friendly and helpful. We had a wonderful day and will be back." [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Breezy Palms Resort](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg) ### Breezy Palms Resort 10/10 Excellent "Room was wonderful and the view was even better!" [](https://expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Matecumbe? > If you're searching for a hotel where you can unwind with a late-night cocktail, Matecumbe offers 534 properties, including 9 accommodations with an onsite bar. While you're here, consider a visit to Bud n' Mary's Dive Center and Florida Keys Brewing Co.. ### What are the best hotels with bars in Matecumbe? > Here are a few of the top Matecumbe properties with bars: [Cheeca Lodge & Spa](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information): Resort with 3 restaurants. Enjoy the 2 poolside bars, free parking, and 3 outdoor pools. [Amara Cay Resort](https://www.expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information): Resort with restaurant. Enjoy the 3 bars, private beach, and breakfast. [Chesapeake Beach Resort](https://www.expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information): Enjoy the bar, free breakfast, and free WiFi. [Pines & Palms Resort](https://www.expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information): Enjoy the beach bar, poolside bar, and free WiFi. [Islander Resort](https://www.expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information): Hotel with 3 restaurants. Enjoy the beach bar, poolside bar, and free WiFi. ### How many hotels with bars should I expect to find in Matecumbe? > Expedia has 9 hotels with a bar in Matecumbe. ### What is there to do in Matecumbe? > If you have time to explore, consider visiting Bud n' Mary's Dive Center, Florida Keys Brewing Co., and Anne's Beach, and then find a cozy spot for a nightcap. Other places to see include Robbie's of Islamorada and Islamorada Brewery & Distillery. ### How can I get to Matecumbe and around the area? > Here are some of your transportation choices in and around Matecumbe: Fly into Marathon, FL (MTH-Florida Keys Marathon), which is located 27 mi (43.5 km) away. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Cheap Hotels in Bahia Honda Key](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Cheap-Hotels.0-0-d553248635083902001-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bahia Honda Key](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Luxury-Hotel.0-0-d553248635083902001-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Brickell](https://www.expedia.ca/Brickell-Miami-Hotels-Adults-Only-Resorts.0-n6240961-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Casino Hotels in Brickell](https://www.expedia.ca/Brickell-Miami-Hotels-Casino-Hotel.0-n6240961-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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[Spa Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Spa-Hotel.0-0-d553248635074842070-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Waterpark-Hotels.0-0-d553248635074842070-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Wedding-Hotels.0-0-d553248635074842070-tWeddingHotels.Travel-Guide-Filter-Hotels) - [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) - 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[Hotels with Early Check-in in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotel-With-Early-Check-In.0-0-d10768-thotelwithearlycheckin.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) - 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