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Holiday rentals with a pool in Marathon

Find and book unique homes with a pool on Airbnb

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Popular amenities for Marathon rentals with a pool

House rentals with a pool

Guest favourite
Home in Marathon
4.91 out of 5 average rating, 34 reviews

Oasis Canal-Front Home: Pool, Dock, BBQ, and more!

CheungRating, 5 stars1 week ago
Beautiful clean inviting home! Comfortable and felt right at home. Our family had a great vacation here! Location was perfect for our stay as our family loves to Scuba dive, snorkel, fish, explore museums and nature and just relaxing and eating out.
Guest favourite
Home in Marathon
5 out of 5 average rating, 9 reviews

Sandbox

CretiaRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ Absolute Paradise in the Heart of the Keys! Our stay at this vacation house in Marathon was nothing short of incredible. From the moment we arrived, we felt like we had found our own private slice of paradise. The house was spotless, beautifully decorated, and had all the comforts of home—plus the added bonus of breathtaking ocean views and island vibes. The location couldn’t have been better. Tucked away in a peaceful part of Marathon, we were just minutes from everything—the beach, boat rentals, amazing restaurants, and the iconic Seven Mile Bridge. The property itself was incredibly well-equipped: a fully stocked kitchen, super comfortable beds, high-speed WiFi. What really made this place stand out was the outdoor space. The private dock was perfect for fishing and sunset cocktails, and the pool made it hard to ever want to leave. We even spotted dolphins just off the dock one morning—unreal! The hosts were friendly, responsive, and went out of their way to make sure we
Top Guest favourite
Home in Marathon
4.98 out of 5 average rating, 60 reviews

Waterfront Oasis: Pool, Tiki Lounge, Dock & BBQ

NickRating, 5 stars1 month ago
The place was perfect for our needs. Pool, tiki hut, and canal were great. The beds were comfy as well. Daileny was quick to respond and accommodating.
Top Guest favourite
Home in Marathon
4.97 out of 5 average rating, 39 reviews

Grouper Getaway @ Ocean Isles Fishing Village

JessicaRating, 5 stars6 days ago
One of the best airbnbs we have stayed in. They had everything including paddle board, kayak, bikes, bogg bag, yeti cooler, fishing gear, bait cooler full of bait, fishing poles, life jackets, and even sunscreen. Also anything you could imagine for a kid (pack and play, stroller, toys). Will definitely be returning.
Top Guest favourite
Home in Marathon
4.98 out of 5 average rating, 50 reviews

Oceanfront with Pool near Sombrero Beach

KristenRating, 5 stars2 weeks ago
Absolute Keys Perfection!! This vacation spot won't disappoint. Private, gorgeous, well maintained home with lots provided & to do on site, PLUS a place to dock a decent sized boat. Our 30' Grady White Marlin sat nicely at the bulkhead and we could easily spin it in the canal - it does get shallow but if you stick to the marked channel you're good. Homeowners are extremely responsive, friendly & want you to enjoy your stay. Kitchen is fully stocked & has appliances I wish I had room for at home. HiFee boat ramp and Publix down the street. Bonus, there's a preservation next door where lots of seabirds like Frigates roost and teach their young to fly in front of the house. Wish I had booked a second week! or the whole month lol
Guest favourite
Home in Marathon
5 out of 5 average rating, 15 reviews

Waterfront 2-bedroom Home w/Pool and Spa

ChrisRating, 5 stars6 months ago
Great place! Exactly like the pictures. AMAZING heated pool! Very clean. Ruth was an excellent host! She had fresh flowers, toiletries and even snacks and breakfast items to get us started! Most Airbnb’s you have to provide your own TP, paper towels, trash bags and soap but not here! Ruth had the place very well stocked. We will definitely be returning! Thanks for a memorable Thanksgiving week Ruth!!
Guest favourite
Home in Marathon
5 out of 5 average rating, 6 reviews

Chiquita Waterfront Canal Home

ShanaeRating, 5 stars3 weeks ago
My family and I really enjoyed this home the pictures do not do it justice it’s beautiful. The owners are very responsive and we were even able to check in a day early ! The canal was awesome , a boat is a must and so much fun. We saw manatees and iguanas. The private pool was fun all together a great experience.
Top Guest favourite
Home in Marathon
5 out of 5 average rating, 77 reviews

New Private 4/3 Single Family - Kayaks & Bicycles+

BeckyRating, 5 stars4 days ago
We had a wonderful week at Blue Treasure. I highly recommend this rental, especially for families. All the listed amenities were in excellent shape and available for our use. We enjoyed bike riding, kayaking, fishing, grilling, and the outdoor games. The yard and pool were pristine and a welcome place to relax after a day exploring Marathon and the surrounding area.

Condo rentals with a pool

Guest favourite
Condo in Tavernier
4.94 out of 5 average rating, 101 reviews

Your Happy Place - Oceanfront

RodRating, 5 stars1 week ago
Sandra's place was very nice and clean. She was very reponsive with any and all questions. The accomodations are as listed. I enjoyed the peace and quiet. I most enjoyed relaxing on the balcony listening to the ocean. All you need is you, clothes, and the memories you will make. The rest is provided. However I will note that I was expecting a "real" beach and it was more of a lagoon. although still nice. Thanks Sabdra I would definitely book again. 🙂
Guest favourite
Condo in Tavernier
4.9 out of 5 average rating, 289 reviews

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!

TammyRating, 5 stars1 week ago
Very nice place to stay! Very clean and had everything we needed for our stay!
Guest favourite
Condo in Tavernier
4.94 out of 5 average rating, 146 reviews

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach

KatieRating, 5 stars4 weeks ago
This is a top notch airbnb. Excellent communication from the host, extremely clean, well stocked condo, generous supplies beautiful decor. We stayed 8 days in the condo and felt right at home. Loved the large pool. We caught many fish and cooked at the condo all but 2 evenings and had everything we needed to prepare meals. Really appreciated the assortment of coolers provided for day trips. Thank you again, John!
Guest favourite
Condo in Tavernier
4.95 out of 5 average rating, 128 reviews

BEAUTIFULLY DESIGNED OCEANFRONT CONDO

NicholasRating, 5 stars1 week ago
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
Guest favourite
Condo in Key Colony Beach
4.86 out of 5 average rating, 123 reviews

Beachside Unit 33-Private Tropical Beach Plus Pool

PaulinaRating, 5 stars2 days ago
Beautiful room and near town resources. Just be mindful of seaweed in the water by the beach area since that isn’t shown In the photos
Top Guest favourite
Condo in Tavernier
4.95 out of 5 average rating, 192 reviews

Tiki Time! Ocean Pointe Top Floor King 1 Br/1Ba

JasmineRating, 5 stars1 day ago
amazing place! so cute and very central to where we needed to be. so many amenities and the pool is amazing. the only thing I would say is the mattress is hard as a rock, so my husband and I had to sleep on the pull out couch for any rest.
Top Guest favourite
Condo in Marathon
5 out of 5 average rating, 14 reviews

Ocean Potion 1B/2B 3Balconies Ocean View

SueRating, 5 stars1 month ago
The place was very comfortable, very well appointed and centrally located to all kinds of great things to do! The one issue we reported was addressed right away! Would definitely go back!
Superhost
Condo in Marathon
4.85 out of 5 average rating, 239 reviews

Sombrero Beach Tropical Getaway

JoseRating, 5 stars3 days ago
The room was very clean and tidy and perfectly cooled temperature. All amenities worked and were very clean. Enjoyed the security of the place. We enjoyed the stay & will book again for later trips to the area. Very recommended! Thanks Phil!

Quick stats about holiday rentals with a pool in Marathon

  • Total rentals

    1.3K properties

  • Total number of reviews

    27K reviews

  • Family-friendly rentals

    1K properties are a good fit for families

  • Pet-friendly rentals

    390 properties allow pets

  • Rentals with dedicated workspaces

    610 properties have a dedicated workspace

  • Wi-Fi availability

    1.2K properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Marathon
  6. Rentals with pools