Set in the heart of Florida Keys is the picture-postcard city of Marathon. This city, which is comprised of 13 islands, boasts stunning coastlines, fun-filled boat activities, and opportunities to interact with sea creatures! Get up close and personal with dolphins at Dolphin Research Center or take a guided educational tour of rehabilitating sea turtles at The Turtle Hospital. If you’re a seasoned angler, you’ll want to check out locations such as the infamous Seven Mile Bridge and Sombrero Beach to catch some blackfin tuna, snappers, or mahi-mahi.
It is also important to consider where you’re staying during your vacation. To make the most of your trip, why not find a rental that features a pool? For ideas, keep reading to discover the best vacation rentals with pool in Marathon, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to pool. The image galleries get refreshed with the latest updates regularly. They were last updated on November 20, 2024.
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1. Mockingbird Pointe (from USD 441)
Picturesque views of Sombrero Lagoon and an outdoor pool are just a few of the perks offered at this stunning getaway. The pool can be heated or chilled, and comes with its own splash deck for added fun. Whether you’re spending your vacation with family or a group of friends, this rental has everything you need, including a fully equipped kitchen and various entertainment options.
Outdoor enthusiasts will be pleased to know that the host provides water sports gear, canoes, kayaks, and life jackets for a fun-filled time. This property is also ideal for fishing enthusiasts, as there is a protected dock featuring a lighted fish cleaning station, a bait freezer, and an outdoor shower.
Top guest reviews
Host:
hosts were so kind to call the day after check in and ask if we had any questionsphil and linda were wonderful hosts and the house was absolutely gorgeousLocation:
good central location and a very nice neighborhoodawesome waterfront property with great location close to 7 mile bridgethis was an ideal place for our family of fourCleanliness:
it was well stocked clean and comfortablethe house was very clean and had everything we neededRead more reviewsAmenities & Room:
really enjoyed the heated pool and the sometimes often-overlooked items such as a bait freezer kayaks and bikesbeds were very comfy and the bathrooms were so nicewell-equipped with everything one could need and we loved the tiki hut and pool
2. Quaint getaway with a boat dock (from USD 382)
This stunning vacation home is the perfect space for a getaway. With a boat dock right on your doorstep, you’ll have easy access to the ocean for fishing. Additionally, a fish cleaning station and bait freezer are also at your disposal. Should you get tired of the ocean, you can always hop into the heated pool or 7-foot (2.13 meter) hot tub.
This rental features a fully equipped kitchen but you can also take advantage of the barbeque grill for outdoor cooking. Staying online won’t be an issue as you’ll have access to free Wi-Fi. You’ll also have a flatscreen TV, DVDs, and a PlayStation to keep you entertained when you’re staying indoors.
Top guest reviews
Host:
the owner was greatthe owner is easy to communicate with and very organizedyou can tell the owners love this house and keep it cleani highly recommend renting from these ownersLocation:
the location is perfect for boatinglocation is great middle of the keysthe location is great and we loved that we could bring our boat right to the housegreat location to get to all of the keysgreat location pool and hot tub were fabulousCleanliness:
the property was clean accommodating cozyeverything was super cleanvery well maintained and clean soon arrivalthe hot tub and pool were clean and worked to perfectionwe enjoyed our vacation the property is organized and cleanRead more reviewsAmenities & Room:
the kitchen is small but perfectly stocked with all utensils and cooking supplies blender coffee maker etcthe pool was the best for the kids and daily manatee sightings were the icing on the cakethe tiki hut with tv was perfect for sunday footballthe kids loved the pool and the hot tub in the eveningsperhaps a step stool for short people? the outside tv in the tiki hut was fun
3. Luxurious beachfront villa (from USD 309)
Enjoy a tropical getaway right in Marathon with a stay at this luxurious beachfront villa. This two-story rental is spacious and furnished with plenty of amenities such as laundry facilities and a fully equipped kitchen.
One of the perks of this rental unit is its on-site amenities. Guests have access to the heated pool that overlooks the beach and a hot tub that is perfect for relaxing. Do note that the pool and hot tub are only open during the day. There are also tennis and basketball courts you are free to use.
Top guest reviews
Host:
staff were friendly and helpfulLocation:
loved the location with beachthis condo is in a beautiful location with a nice pool/spa area and beautiful beachoverall very good value and the location was fantasticthe property is beautiful the beach is pristine and the location is perfectRead more reviewsCleanliness:
nice property clean and comfortablebeautiful house and super cleanclean quiet friendly place to go and relaxwhile a very unique layout the property was clean and comfortable
4. Lovely waterfront rental (from USD 246)
To make the most of your time in Marathon, you’ll want to consider a home with comfortable indoor and outdoor living. This waterfront home offers both. Inside, you’ll find a cozy well-furnished home complete with a fully equipped kitchen and a flat-screen TV with your favorite streaming platforms for entertainment. There are two bathrooms, one indoors and an air-conditioned one outdoors, both with walk-in showers.
You’ll also have access to an outdoor kitchen, which includes an oven and broiler, where you can prepare meals to enjoy by the oceanside. Best of all, you can soak in the pool before jumping right into the deep waters.
Top guest reviews
Host:
property owners are on site and make you feel like familyhost was most accommodating and made sure we had everything we needed and moremuffett the owner was a fabulous hostess who is available for any questions you may havemuffet is a great host and is wonderfulLocation:
the location is just breathtakingthe location is within walking distance of a great bait shop and the keys fisheriesgreat restaurants within walking distance as well as grocery storesthe property is beautiful and convenient with several restaurants within walking distancewe loved our stay it is a great location for day trips to key west or other placesRead more reviewsCleanliness:
the property was very clean and the beds were comfortablethe apartment was very clean and well appointedthe rental was clean and well appointedvery clean and quiet with lots of extrasthe property was clean and furnished with anything you would need minus groceries
5. Paradise Bay (from USD 1122)
What could be better than spending your holiday at a luxurious waterfront mansion? This rental is perfect for large groups as there is plenty of space to relax on the upper and lower decks of the house. Spend your days soaking in the sun in the pool area, which features a hot tub and a pool with a shallow area for kids. The host also has kayaks and paddleboards that guests are free to borrow.
While indoors, you can entertain yourself with free Wi-Fi and an LCD TV in the living room. Cook up a storm in the fully equipped kitchen, complete with stainless steel appliances and all the essential utensils.
Top guest reviews
Location:
great location with so much nearbyRead more reviewsAmenities & Room:
- there is an additional pool bath with nice shower downstairs that i didn't see mentionedawesome property the views were spectacular and the pool and spa was great for the kids great location
6. Spacious retreat right on the gulf (from USD 821)
This vacation rental sits right on the gulf and features a deep water dock, which is highly convenient if you’re planning to bring your own boat. There is an outdoor pool that overlooks the ocean, granting you breathtaking views of the horizon. Cruise the waters with the kayaks provided by the host, but make sure you put on the life vests available too!
This home includes a fully equipped kitchen and laundry facilities to ensure you have a comfortable stay. In the living area, you’ll find various forms of entertainment as well as a sound system you can enjoy indoors and outdoors. Stay online with the property’s high-speed Wi-Fi.
7. Fantastic waterfront home in Bethany Beach (from USD 863)
Everything you need for a comfortable and relaxing getaway can be found in this fantastic waterfront home featuring a private heated pool. Inside, the kitchen is equipped with all the appliances and utensils required to cook your favorite comfort dishes. Children’s dishes and utensils are also provided, as well as a highchair so you can enjoy your meals together in the spacious dining area.
There is no shortage of entertainment at this rental. In addition to a TV and DVD player in the living room, you’ll also have access to free Wi-Fi and some games. Moreover, off-street parking is also available if you’re driving to the location.
Top guest reviews
Host:
jamie is a great hostjamie was very responsive when i had questions and the her home was as advertised thanks jamiejamie and ryan were attentive and took good care of us while we were thereRead more reviewsLocation:
it was a perfect location for usi would highly recommend this location and propertyperfect location for visiting key west islamorada etcwe loved the house location and amazing sunsets
8. Valhalla Beach House (from USD 204)
Nothing beats spending your holiday at a rental featuring your very own private resort in your backyard. Valhalla Beach House offers just that with its heated year-round outdoor pool, sun loungers, and a hammock for ultimate relaxation. This home also features a pool table, a ping-pong table, and various other games to ensure the fun never ends!
When you enter this vacation rental, you’ll be greeted with its stylish interior and amenities such as air-conditioning and a ceiling fan to keep you cool. The bathrooms are equipped with all the essential toiletries and the kitchen also has everything you need to whip up your favorite recipes.
Top guest reviews
Host:
alberto is a great host and ensured our stay was the besti would definitely recommend the hosthe was very sweet and accommodatingi want to thank alberto for being so responsive to all our requestsalberto was super accommodating and kindLocation:
a beautiful week at a beautiful location in a beautiful homewe had a great time here the location is convenient to many area attractionseverything is close by ie grocery store restaurants aquarium and our favorite sombrero beachalso you have to try island paradise on the corner of the streetalberto's place is truly an oasisCleanliness:
the place was very clean and well equippedeverything was clean and spot onabsolutely loved this home exceptionally clean and comfortable for the familywe had an absolutely lovely time the house is spotless everything was just as amazing as we had hopedRead more reviewsAmenities & Room:
absolutely loved this home the pool was very nice as well as the patio furniturerooms are a little small but who cares because that backyard is paradisethe pool was perfect for my boysthis house was even better than the pictures and such a treat to have the pool in the backyardthe pool area is a nice for some r&r
9. Tranquil retreat with private pool (from USD 549)
Make unforgettable memories during your retreat by staying at this charming vacation rental. This property is perfect for small families and grants you direct access to the beach. If you’re not in the mood to swim in deep waters, you’ll have an equally enjoyable time swimming in the private pool open year round. For your convenience, the host also provides you with towels and bathrobes.
Notable amenities at this accommodation include a fully equipped kitchen and laundry facilities. There is also a dock equipped with a fish cleaning station for fishing enthusiasts.
Top guest reviews
Location:
the garden and pool area is beautiful love the birds of paradise and secret garden walkRead more reviewsAmenities & Room:
the house is comfortable with all the things you need
10. Casa Mariposa (from USD 179)
This guest suite at Casa Mariposa is the perfect accommodation for a couple or friends looking to stay near a beach. Your private room is fitted with two single beds and a bathroom complete with toiletries. For your comfort, the suite also comes with a mini fridge, a microwave, and a coffee maker.
Common areas that may be shared with other guests include the outdoor pool and patio area. A unique coral path from the private suite leads to the pool, which is heated or chilled at no extra cost. If you’re planning a beach day, rest assured that your host can provide you with beach towels, mats, and a cooler to keep your beverages cold and refreshing.
Top guest reviews
Host:
bob and merlou were wonderful hosts and made us feel so welcomegreat host super friendly and responsivehosts were very accommodating would definitely stay here againvery very friendly hostsamazing place to stay bob and merlou are so kind and made us feel very comfortable at their homeLocation:
the location was greatgreat location near sombrero beachgreat location that's close to sombrero beach restaurants etcgreat location close to the beachvery peaceful location in an established neighborhood and away from the hustle and bustleCleanliness:
so clean and the pool is amazingfriendly quiet and very clean environmentthe suites are very clean and spacious and the pool is beautifulthe place was very clean and they were very accommodatingroom was clean and everything was in working orderRead more reviewsAmenities & Room:
beds were comfortable roku tv was convenient and bob & merlou were wonderfulthe pool was a nice place to unwind at the end of the dayour room had everything we needed and the shower was outstandingthe pool area was gorgeous with beautiful tiling and landscapingthe pool area at the house is really beautiful and the gardens are spectacular
Make the most of your time in Marathon
Marathon is a wonderful destination for a getaway. Whether you plan to spend your time lying on the beach, swimming in the ocean, or reeling in a new catch, your choice of accommodation should ensure you’re well-rested. Try something new by booking one of the above rentals with a pool.
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