Vacation rentals with a pool in Southeast Jacksonville

4.92 out of 5 average rating, 193 reviews

Clear-Roof Heated Pool • Luxury All-Season Swim

Imagine swimming under the stars or during a cozy rainy evening, year-round, in your heated saltwater pool beneath a glass roof. This is more than just a stay—it's an exclusive escape. A luxury oasis awaits in Jacksonville: serene comfort, a perfectly warm swim in any season, and a unique all-weather experience. Just minutes from Mayo Clinic and the beaches, you’ll enjoy a perfect balance of privacy, convenience, and year-round relaxation. Nearby Restaurants & shop - 2 min Beach & Mayo - 10 min

LocationValueHospitality

Guesthouse in Southeast Jacksonville

4.93 out of 5 average rating, 215 reviews

Il Rifugio waterfront retreat on the ICW by Mayo!

Our pool cabana is located in a peaceful location on the intercoastal waterway and perfect place to be close to Mayo clinic (2 miles) or get away and relax. Private building with large main sleeping/living area and private bathroom. Newly remodeled backyard and pool. Sleeps up to 5 (1 king size + 1 full + 1 twin) . 5G wifi. EV charger 2. Close to beaches (4 miles), restaurants, miles; TPC/ Sawgrass Golf ,10 miles; Saint Johns Town Center shopping 10 miles; Jacksonville Intl Airport, 25 min.

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Top guest favorite

A serene outdoor space is captured, featuring a heated saltwater pool surrounded by tropical landscaping. Two loungers are positioned at the water's edge, with a covered patio visible in the background. Blue skies with scattered clouds add to the tranquil atmosphere.

Home in Murray Hill

4.99 out of 5 average rating, 115 reviews

Oasis in the Hill

Beautiful pool home and private backyard oasis. This walkable neighborhood is quiet and popular with professionals and families. It's a short walk from many restaurants, bars, and entertainment. This home includes a heated* saltwater pool, pool table, huge covered lanai, fire pit, and campground-style grill. Enjoy this oasis, surrounded by tropical landscaping and pond. We are glad to offer a military/first responder discount of 10% per day up to $100 for your stay upon request w/ valid id.

LocationFamilySolo travel

Guesthouse in Southeast Jacksonville

An outdoor seating area is presented under a wooden pergola, offering shade and comfort. Paved stone flooring enhances the space, and two benches are positioned beside the walkway. A welcoming entrance to the guest house is visible, framed by lush greenery in the background.

4.8 out of 5 average rating, 143 reviews

Mother-in-law suh-WEET

Take a break and unwind at this peaceful guest house behind 4140 Peach Drive. Cradled at the end of a friendly and established Southside Neighborhood of Beach and Peach Drive (Behind the Orange Dinosaur on Beach Blvd). We are equidistant from Downtown and the Beaches; 10-12 min drive to either. If you’re coming from the North or South end you can take Southside Blvd or 295/95 and or Butler or Beach Blvd going East/Westbound. There’s also the Beach and Peach Urban park in walking distance.

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Top guest favorite

A clear swimming pool is depicted, showcasing calm water with scattered floating toys. Sunlight reflects off the surface, creating a serene atmosphere. Surrounding the pool are several black lounge chairs, providing space for relaxation.

4.88 out of 5 average rating, 246 reviews

Private FL Home with Pool, Hot tub & Luxury Master

This is a lovely family home in the Mandarin area of Jacksonville which has undergone many renovations and upgrades. The master boasts its own, ensuite, tv, fireplace and sitting area, as well as a private entrance from the pool and hot tub area. The house itself has newer furnishings, flooring, modern decor, a large fenced in backyard, pickle ball court and firepit. Located in a safe South East Suburb of Jacksonville, not far from shopping, beaches and many other Florida attractions.

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Apartment in Southeast Jacksonville

4.88 out of 5 average rating, 146 reviews

Elegant 2 King Beds Lux Pool Gym Mayo Clinic UNF

Enjoy the comfort of a spacious, luxury apartment designed just for you. With two large master suites, King beds, and private bathrooms, you’ll have all the space you need to relax and recharge. You can lounge by the resort-style pool, stay active in the state-of-the-art gym, or explore nearby shops and dining at the Town Center. You’re just 15 min from the beach and close to Mayo Clinic. With easy access to I-295, you’ll love how convenient everything is around you in this prime location

FamilyValueLong stay

A tranquil outdoor area features a swimming pool surrounded by a sun deck with lounge chairs. A table set for dining stands nearby, complemented by trees and blue sky above. The home in the background blends with the natural surroundings.

4.88 out of 5 average rating, 102 reviews

Posh Pool and Pond Landing

Welcome to your own private oasis! This home is the perfect escape from the hustle of everyday life. Whether you're looking to enjoy quality time with family, or simply relax in paradise, this house embodies comfort and tranquility. With spacious living areas, charming decor, this home is the ultimate vacation destination. Enjoy the beautiful environment, surrounded by lush tropical foliage - Perfect to soak up the sun, breathe clean natural air, and make unforgettable memories.

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Condo in Jacksonville Beach

4.9 out of 5 average rating, 143 reviews

Oceanfront Condo with Views, Pool, Park

Looking for the ultimate beach getaway? Look no further than our stunning 1 bed condo located on the beach in sunny Jacksonville. With breathtaking ocean views from your private balcony, you'll feel like you're living in paradise from the moment you arrive. Our condo is fully furnished and equipped with all the amenities you need for a comfortable stay. Relax by the sparkling pool, go to the beach, next to parks, shops and enjoy many restaurants-all within walking distance!

ValueLocationLong stay

4.81 out of 5 average rating, 135 reviews

Putt Putt Pool Home - Mini Golf,Grill,Ping Pong

Experience an authentic, relaxing vacation retreat in the heart of Jacksonville. Located just off 295 and in a very central location. 3 bedrooms on one side of the home and two bedrooms on another side of the home with common areas in the middle. During your stay, you will have access to the pool, which is ideal for some fun pool time after spending some time at the nearby mini golf course. This house offers everything for a great family vacation or weekend getaway.

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Top guest favorite

A private saltwater pool is framed by lush greenery and vibrant flowers, creating a serene outdoor space. A wooden deck with seating overlooks the pool, while a stylish umbrella provides shade. A light-filled house with large windows is visible in the background.

Bungalow in Springfield

4.98 out of 5 average rating, 500 reviews

❤️Private Pool Couples Getaway- Downtown

Our place is perfect for you and your loved one to escape your daily routine, recharge, relax and reconnect. The getaway features: PRIVATE salt water POOL and Garden Spa-like bathroom with soaking tub, refreshing 24 inch rain shower. Smart TV+WIFI in every room including bathroom. Central location with close proximity to TIAA Bank Field, airport, Downtown, Florida Theater, Times Union PAC. Walking distance to local restaurants and breweries. Hope to see you soon!

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Cottage in Jacksonville North

A white high-top chair is positioned on a deck overlooking the calm waters of the St. Johns River. Lush greenery can be seen in the foreground, while a clear blue sky stretches above, providing a serene backdrop for relaxation.

4.89 out of 5 average rating, 329 reviews

Salty Dolphin Cottage with Pool ❤

Welcome to the Salty Dolphin—where the St. Johns River meets the Intracoastal. This peaceful riverfront townhome offers stunning views, dolphin sightings from the decks and dock, and is just 3 miles from the Atlantic—perfect for fishing. You’re minutes from JAX Airport, downtown, Amelia Island, Ribault Club, and a ferry ride from Mayport. Relax, explore, or cast a line—this hidden gem puts the best of Florida’s First Coast at your doorstep.

LocationValueBeach