Vacation rentals with a pool in Lower Matecumbe Key

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Popular amenities for Lower Matecumbe Key rentals with a pool

House rentals with a pool

Top guest favorite
An outdoor space features a sparkling in-ground pool surrounded by a sun deck with several lounge chairs. A shaded screened-in porch is visible in the background, along with a gas grill and a cornhole game set nearby. Lush palm trees provide a tropical atmosphere.
Home in Marathon
4.99 out of 5 average rating, 137 reviews

Cancellation Deal: 08/02 thru 08/09

KevinRating, 5 stars1 week ago
The house was very clean and inviting upon arrival. Nice location short drive to great restaurants and local grocery stores also less than 5min walk to the beach. Mr Eddie responded in a timely manner when we had questions. All in all we had a great time and very much enjoyed our stay! Thanks Mr Eddie
Top guest favorite
An inviting outdoor space features comfortable seating and a hot tub, surrounded by lush greenery. A large screen is set up for movie nights, and ambient lighting enhances the evening atmosphere as the sun sets.
Home in Marathon
5 out of 5 average rating, 40 reviews

Movie Theater | HotTub | Pool | Boat/RV/EV Parking

AnneRating, 5 stars2 weeks ago
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.
Guest favorite
An outdoor area features a private pool with an adjoining spa, surrounded by lounge chairs. Lush palm trees provide shade, while a spiral staircase leads to the upper level of the house. The setting offers a relaxing space for guests to enjoy.
Home in Marathon
4.91 out of 5 average rating, 11 reviews

Endless Summer

LisaRating, 5 stars3 weeks ago
We very much enjoyed our stay, the house was as expected based on previous reviews & pictures. The location was perfect for us to access from Key Largo to Key West easily. The pool was nice & the kids had fun snorkeling off the back dock & looking for all kinds of wildlife both on land & in the water with their flashlights after dark. We found the sunsets at the house to be better than what we experienced in Key West. If you need beach chairs and/or beach umbrella, we recommend you rent those.
Guest favorite
A spacious beachfront home is depicted, featuring a large outdoor area with neatly arranged tropical plants. A well-maintained pool is visible in the backyard, alongside a staircase leading to wraparound balconies that provide ample views of the surroundings.
Home in Marathon
4.89 out of 5 average rating, 66 reviews

Beautiful Beachfront Villa w/ Pool/Tiki/Dock

RobinRating, 5 stars2 weeks ago
This home is even more than the pictures show! It is an extraordinary home for people who love the sun, shade, beach, and the beautiful home just makes it a luxurious vacation. I could not find one aspect I didn’t love.❤️
Guest favorite
Home in Marathon
4.92 out of 5 average rating, 12 reviews

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

HansRating, 5 stars3 weeks ago
Loved every minute of our time here. Communication was excellent before during and after our stay and the house was superb. Highly recommended
Top guest favorite
A serene outdoor pool is surrounded by lounge chairs and umbrellas, with palm trees swaying gently nearby. The expansive water reflects the clear blue sky, while the ocean can be seen in the background, enhancing the inviting atmosphere for relaxation.
Home in Key Colony Beach
4.98 out of 5 average rating, 105 reviews

Waterfront House with 37 ft Dock & Cabana Club

MarciaRating, 5 stars2 months ago
This was a great place for our family. We had plenty of space to relax. The home is well stocked with linens, kitchen items and paper goods. We only had to buy groceries. The tvs had streaming services and there are two types of coffee makers!
Top guest favorite
An open living space is featured, highlighted by a round dining table surrounded by comfortable seating. A large television is mounted on the wall, while light-colored walls enhance the bright atmosphere. A serene coastal artwork depicting a pier adds a calming touch to the decor.
Home in Key Colony Beach
5 out of 5 average rating, 18 reviews

Bohemian Beach Bungalow

AnnaRating, 5 stars1 week ago
I can’t say enough great things about this beach bungalow! From the moment we arrived, we were welcomed with warm hospitality and thoughtful touches that made our stay truly special. The bungalow itself is cozy, clean, and beautifully decorated with a laid-back coastal vibe—exactly what you want for a beach getaway. Whether you’re looking for a romantic escape, a solo retreat, or a peaceful base for beach adventures, this place is a gem. We left feeling refreshed and recharged, and we’re already dreaming of coming back!
Guest favorite
Home in Marathon
4.97 out of 5 average rating, 149 reviews

Marathon one-level home on the Marina - with slip!

BillieRating, 5 stars1 month ago
It was a very nice. The front porch sunrises were amazing. My family enjoyed the accommodations. The pool was fantastic and not crowded. The resort was quiet except for an occassional boat and landscapers.

Condo rentals with a pool

Superhost
An aerial view captures a large heated pool surrounded by lounge chairs and umbrellas. The pool area is complemented by vibrant greenery and palm trees. A jacuzzi is positioned nearby, and the ocean is visible in the background, providing a serene atmosphere.
Condo in Tavernier
4.88 out of 5 average rating, 154 reviews

Reel Large END Unit in Ocean Point Suites

PatrickRating, 5 stars1 week ago
very kind and flexible hosts. Let us check out an hour after checkout time and we're also very communicative, friendly and service oriented. definitely recommend
Guest favorite
A modern kitchen features white cabinetry and stainless steel appliances. A wooden cutting board is placed on the counter, complemented by cooking utensils. Soft lighting illuminates the space, enhancing the clean and functional design. A window with shutters allows natural light to enter.
Condo in Key Largo
4.94 out of 5 average rating, 110 reviews

Gorgeous lagoon-front 2BR Townhouse with 2 pools

MelissaRating, 5 stars2 weeks ago
We enjoyed our stay here in Key Largo! Daniel was quick to respond even after I had to message him after midnight, I was worried I wouldn’t be able to get a hold of him but he responded quick . I appreciate the house being clean and equipped with everything we needed. Look forward to visit again one day!
Top guest favorite
A beachfront view captures a well-maintained property featuring multiple levels of balconies. Sun loungers are arranged on the sandy shore, accompanied by vibrant beach umbrellas. The ocean's gentle waves meet the sand under a clear blue sky, enhancing the coastal atmosphere.
Condo in Marathon
5 out of 5 average rating, 20 reviews

*NEW LUXURY*Sea Glass-Beach/Pool

NicoRating, 5 stars1 week ago
Great, clean and well organized apartment. Great little pool a good beach and some restaurants and bars in walkable distance. Yuni responded very quickly to our messages and took care of the online little thing that wasn’t perfect right away. The location on marathon is also great as there are many things to do and see in a 5-10 minute drive. Great stay. Would absolutely do again and recommend. Thank you Yuni!
Superhost
A large outdoor swimming pool is surrounded by a spacious deck, featuring numerous lounge chairs and umbrellas for shade. Lush greenery and palm trees are visible in the background, creating a relaxed and inviting atmosphere for guests.
Condo in Tavernier
4.9 out of 5 average rating, 162 reviews

2BR - Key Largo Sunshine Getaway

JenniferRating, 5 stars3 weeks ago
We had a wonderful 4 night stay here. Condo was VERY clean. It had everything we needed. Good location to get to many other places. We took a lot of day trips and excursions. It turns out, my kids liked our time at the community pool the best! Thanks for the memories. The only downfall was the mosquitos were terrible at night. Bring bug spray. Obviously not the owners fault. We had a great stay for 5 people and would come back again! Thank you.
Top guest favorite
A large outdoor pool is surrounded by palm trees and lounge chairs, inviting relaxation. Sunlight reflects off the clear blue water, enhancing the spacious area. Nearby structures offer shelter and additional seating, creating an inviting atmosphere for guests to enjoy.
Condo in Tavernier
4.98 out of 5 average rating, 196 reviews

Ocean Views at Ocean Pointe

PattyRating, 5 stars1 month ago
We had a fantastic stay at this condo in Tavernier! The location was ideal—close to everything we wanted to see and do in the Keys. The unit was clean, comfortable, and well-stocked, with a beautiful view of the ocean that made every morning feel like a dream. The host was extremely responsive and made everything easy from check-in to check-out. Highly recommend this place—we’d love to come back!
Top guest favorite
A light-filled living area is visible, featuring a comfortable seating arrangement and a mounted television. A dining table occupies the foreground, adorned with a bowl of oranges. The walls are painted in soft blue, providing a relaxed atmosphere, with a ceiling fan overhead.
Condo in Marathon
4.96 out of 5 average rating, 102 reviews

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

AlexRating, 5 stars2 weeks ago
Absolutely perfect for a honeymoon getaway, quiet perfect amount of space for us, the set up was great with 2 bathrooms and a huge walkin closet, the couches were super comfy, the TV was big enough to see from across the room, we enjoyed everything about it. Got to meet some of the neighbors and they were all very welcoming and enjoyed talking to them. Scott had some great local recommendations and we enjoyed everything.
Guest favorite
A clear pool glimmers under the sun, surrounded by palm trees. Lounge chairs are positioned by the poolside, while tiki huts can be seen in the distance. The condominium buildings frame the view, creating a peaceful outdoor space.
Condo in Key Colony Beach
4.86 out of 5 average rating, 120 reviews

Beachside Unit 33-Private Tropical Beach Plus Pool

LoriRating, 5 stars1 week ago
We loved it! This place has everything you could possibly need, beds was very comfy. We over packed on this trip. Private beach was very nice to relax and have a beverage. . We will be booking this place again. Thanks Cindy for a great Host experience.
Guest favorite
A large, inviting pool is surrounded by tropical palm trees and a well-maintained landscape. Sun loungers are positioned nearby, while the spacious clubhouse is visible in the background, offering a shaded area for relaxation.
Condo in Islamorada
4.93 out of 5 average rating, 29 reviews

Just a Few Friends - Ocean View and Bring your Boa

ShawnRating, 5 stars1 month ago
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!

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