
Holiday rentals with a pool in Lower Matecumbe Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lower Matecumbe Key
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Lower Matecumbe Key rentals with a pool
House rentals with a pool

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish
We booked this home last minute and now have our go-to vacation spot in Marathon! Alida is a friendly host with great communication. The home is very clean. Beds are very comfortable. Kitchen is well stocked with pots, pans, etc. The kayaks and paddle board made our vacation even more special! The steet is very quiet and peaceful. The setting in the back yard is very private, as is the long dock. We had a 23' rental boat for our stay. The view is amazing and the sunsets are a special treat each evening. I very much appreciated the ample, comfortable seating everywhere - inside and outside of the home. Thank you Alida. We made great family memories here!

Tiny Home on Waterfront | Bay Views | Deck | Pool
Great great getaway place to relax. Right on the waterfront. You can get your boat, Jet ski and enjoy your stay. I loved watching sunrise with my cup of coffee.

Cancellation Deal: 08/02 thru 08/09
Had a wonderful stay, would recommend to anyone looking for a convenient, beautiful spot in Marathon. Eddie was an excellent host!

4BR 3B, Heated Pool & Spa, 60' Dock
Our stay in Marathon couldn’t have gone any better! I traveled with my three 20-something sons and their wives/significant others. The layout of Gerardo’s home was perfect for our needs. We had plenty of room, places to enjoy together, and space where everyone could find some peace and quiet. The location was ideal. We were within an easy driving distance of all excursions and restaurants and could even walk to Island Fish Company, which was one of our favorites. Gerardo was extremely responsive. He checked in prior to our arrival and touched base a couple of times to make sure there was nothing we needed. An excellent home I recommend to others with no hesitation!!

Movie Theater | HotTub | Pool | Boat/RV/EV Parking
We almost stayed at a hotel, but I saw Christian’s place pop up and it looked like a fun place for the family. It is so awesome! It is exactly as described.and more . He uses every inch of that awesome property for something fun. It’s also a close drive or bike ride to so many things. We took almost all of his suggestions on places to eat and things to do and they were right on. The last night we all chilled outside and projected the Goonies on the outdoor screen and had some good relaxing family time. He is an excellent host and is so helpful. We are all so happy we chose his Airbnb.. Thank you so much, Christian! You are one of a kind and your place is so cool.

Newely Renovated 3/2-private pool/dock/cabana club
Absolutely amazing place to stay! Dennis is amazing and had several great recommendations for us to eat and do! The dock out back was beautiful and we were even able to see manatees! The pool was a GREAT addition and my family wouldn’t have wanted to explore the Keys any other way! The neighbors are also friendly and great to talk to! Overall beautiful place! My family and I would stay again!

Beautiful Anglers Reef - 2/2.5 - Pool+Marina+Beach
Our first time at Angler's Reef and renting from Doug & Mary and we can't have asked for a better trip. First, Doug & Mary were great in providing everything we needed in advance and very responsive during our stay, couldn't have asked for a better host. The Lucky Lobster is well appointed; had everything we needed. All appliances appeared newer and functioned as they should, overall, the place was very clean and perfect for the five of us. The pool was very nice, and the area offers plenty to do. We rented a boat and went snorkeling at a couple of different sites and then hung out at the sand bar (which is extremely close to Angler's Reef). Anyway, we couldn't have had a better week and highly recommend The Lucky Lobster to anyone visiting Islamorada...

Beach House, Private Pool & Dock, Gulf Sunset view
Our 7 day stay was the most relaxing vacation we’ve had in years. The location was somewhat remote but only a short drive into Marathon. We hope to come back soon!!!
Condo rentals with a pool

Gorgeous lagoon-front 2BR Townhouse with 2 pools
This place was just what we needed. It was the perfect size for our 4 plus a dog for 2 nights. It’s located in a nice community and close to a lot. I would stay here again!

2BR - Key Largo Sunshine Getaway
I had a great stay at Vanessa’s place! The Airbnb was exactly as pictured—clean, comfortable, and well-maintained. Vanessa was an excellent host with great communication throughout the entire stay. There was one minor water issue on the last day that affected the whole community, but it was addressed and resolved quickly. Overall, a smooth and pleasant experience. I would definitely stay here again!

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
Host was extremely helpful and communicative. Check in was a breeze and all the amenities needed for a pleasurable stay. Bonus outdoor bait freezer!

BEAUTIFULLY DESIGNED OCEANFRONT CONDO
We really enjoyed our stay Beautiful condo extremely clean clear instructions wonderful place to stay pool and hot tub area are amazing. You can swim anytime which is really nice. Most places the pool closes at dusk. There is a nice poolside little restaurant and also a restaurant right by the beach area really convenient would go back there anytime

Just a Few Friends - Ocean View and Bring your Boa
Jonelle was very responsive and helpful! Condo is spacious, clean, and full of kitchen ware. Pool is clean and quiet for when we were there. The location is on the south side of the island so restaurants and shops are a drive. Bedding was clean and comfortable. We would definitely consider staying here again!

Modern and Coastal 3212 is Across from Pool
This is the perfect place to stay to explore the areas of Key Largo and Islamorada. The unit is very clean and nicely decorated. We had no issues and would stay there again. Highly recommend!

Sugar Cane - Florida Keys tropical retreat
Great stay in the Keys, easily accessible to all that the area has to offer. Nice amenities in the community as well. Would stay again!

Keys Life Ocean Pointe Pool Jacuzzi Beach Crib
This space is a resort style location. It’s small but efficient and had everything we needed for 4 people. The pool area is amazing! It’s a whole vibe with music, a bar and refreshing water. We ate at the restaurant near the beach area. It was good! The beach isn’t a great swimming area but there is a lot of sea creatures to seek out and a nice sand beach to lay on and get some sun. A cute playground. And wildlife to see off the balcony facing the mangroves. The elevator was broken when we arrived. We had two disabled people with us which made it difficult. No fault of the condo owners. They tried their best to help. The staff there even helped get our luggage to the third floor. It’s a nice location to stay in as it is close to so many things in the area. Thanks for the stay!
Destinations to explore
- Florida Keys Holiday rentals
- Miami Holiday rentals
- Key West Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Bay Holiday rentals
- Central Florida Holiday rentals
- St Petersburg Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- House rentals Lower Matecumbe Key
- Rentals with a kayak Lower Matecumbe Key
- Rentals with a fire pit Lower Matecumbe Key
- Rentals with a washing machine and dryer Lower Matecumbe Key
- Kid-friendly rentals Lower Matecumbe Key
- Beachfront rentals Lower Matecumbe Key
- Family-friendly rentals Lower Matecumbe Key
- Condo rentals Lower Matecumbe Key
- Rentals with a patio Lower Matecumbe Key
- Rentals with beach access Lower Matecumbe Key
- Rentals with outdoor seating Lower Matecumbe Key
- Waterfront rentals Lower Matecumbe Key
- Pet-friendly rentals Lower Matecumbe Key
- Rentals with a hot tub Lower Matecumbe Key
- Rentals with pools Monroe County
- Rentals with pools Florida
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Bahia Honda State Park
- Coral Castle
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- Everglades Alligator Farm
- Long Beach
- Cocoa Plum Beach
- EAA Air Museum
- Far Beach
- Sea Oats Beach
- Horseshoe Beach
- Windley Key Fossil Reef Geological State Park
- Keys' Meads
- Long Key State Park