Vacation rentals with a pool in Downtown, Jacksonville

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Top-rated rentals with a pool in Downtown, Jacksonville

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Avondale

4.99 out of 5 average rating, 150 reviews

Avondale Retreat - Private Home with Heated Pool

Enjoy the best of both worlds in Riverside! Walk or bike to many shops and restaurants in Historic Murray Hill, Avondale and Five Points, then return to your private, peaceful backyard oasis. Relax in your heated salt water pool, grill outdoors or prepare a meal in the fully stocked kitchen and wind down with a nightcap by the fire pit. Right off I-10 and I-95, close to the Jaguar Stadium, JAX, Mayo Clinic and only 25 minutes to Jax Beaches. Inquire about discounts for 3+week stays Nov-Feb

Guest favorite

Bungalow in Springfield

4.98 out of 5 average rating, 400 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 - Valentine's Day is coming! 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!

Top guest favorite

A large swimming pool is bordered by a stone patio, featuring several loungers and umbrellas. Lush palm trees surround the area, providing a tropical feel. In the background, the river can be seen beneath a partly cloudy sky.

Camper/RV in Jacksonville

4.97 out of 5 average rating, 198 reviews

Couples clothing optional escape hot tub nude deck

You'll love this unique and romantic escape. Designed to create an intimate setting to enhance your time together. The RV is quite large and fully equipped . Master bedroom features a cashmere topped California king bed. The property has so many amenities starting with a very large pool, lighted at night. A dock on the river to enjoy the views. Access to kayaks on premises. There’s a private clothing optional area/deck with a massage table , hot tub and loungers. We recently added a fire pit

Guest favorite

A large pool surrounded by landscaped greenery and palm trees is featured in the center. Lounge chairs with yellow cushions are arranged neatly around the pool, providing an inviting space for relaxation. The multi-story buildings in the background are brightly colored, enhancing the vibrant atmosphere.

Apartment in Southeast Jacksonville

4.95 out of 5 average rating, 227 reviews

Top floor modern getaway w/resort amenities!

New build! Entire modern, luxurious, and spacious apartment. Stunning lake-front view with gorgeous sunsets. Large king bed and queen sleeper sofa provide a comfortable stay for 4. Whether your stay includes a day of shopping, a trip to golf, going to work, or to unwind at the beautiful Jacksonville beaches, you are never far from your destination. Less than 5 miles to the St. Johns Town Center, 7 miles to the nearest hospital, 11 miles to the beaches, and 6 miles to the nearest golf course.

Superhost

A swimming pool is enclosed within a screened area, providing a bug-free environment. Lounge chairs are positioned nearby, and a leafy plant adds a touch of greenery. The background features a single-story home and a well-maintained backyard, surrounded by a wooden fence.

Home in Jacksonville

4.85 out of 5 average rating, 220 reviews

Sunny Florida home with a pool.

Enjoy a stylish experience at this beautiful home that is 16 minutes from the beach, 15 mins from Mayo Clinic and downtown. This home has two bedrooms, two bathrooms, living room, porch, and swimming pool. The living room has a couch that unfolds to a bed. The pool has a screen room around it to keep all the bugs out. There is a smart tv in each bedroom and living room. The house also includes high speed internet and a fence around the backyard. You can enjoy a nice cookout in the backyard.

Guest favorite

An aerial view captures a spacious outdoor pool surrounded by lounge chairs, nestled next to a serene body of water. Lush green landscaping adds to the tranquil setting, while nearby pathways enhance accessibility for guests enjoying the recreational area.

Apartment in Jacksonville

4.95 out of 5 average rating, 103 reviews

Lush Suite - King BED w/POOL<6 Min- ArptDWTN&Shops

5 Star Upscale Living in a Gated Apartment community! Minutes away from Jacksonville International Airport, UF Health North and Tons of Shopping in River City Marketplace! This unit gives you easy access to I-95 so you can experience all of what JAX has to offer. This unit provides a quiet and relaxing atmosphere providing a King bed in the master suite with a large walk in closet, large bathroom with walk in shower, open concept living room and kitchen with attach balcony view!!!

Guest favorite

The pool area is enclosed by a protective screen, illuminated by soft lighting, creating a serene atmosphere. The turquoise water reflects a tranquil ambiance, while the surrounding space is designed for relaxation and recreation.

Home in Southwest Jacksonville

4.92 out of 5 average rating, 138 reviews

Cozy Home with Heated Private Pool and Patio

Nice and very clean house for your vacation and a comfortable stay. Cozy sitting area with a small pool. A protective screen around the recreation area will keep you from Florida insects))). Parking for 4 cars. Our home is located in a very convenient location: Less than 1 mile to the main road I-295 as well as the Costco store and Walmart Supercenter. At the same time, the house is located in a quiet area where you will not be disturbed by the various noises of city life.

Guest favorite

A covered cabana area is showcased alongside a private pool, surrounded by lush greenery. Comfortable seating is provided, with a wooden deck underfoot. The pool's clear water reflects the structure's tasteful design, while ceiling fans enhance the airy atmosphere.

Home in Riverside

4.93 out of 5 average rating, 311 reviews

Historic Hollywood House w/Pool

Located in Avondale, this well kept 98 year old house features original hardwood floors throughout, updated kitchen. There are 2 main bedrooms, and a third with a twin bed + trundle but no door. The back yard is private with a beautiful pool (that is not heated) and cabana. Be sure to read the house rules and neighborhood description so that there are no surprises after your reservation is confirmed. Ring cameras monitor all the entrances and are motion activated.

Guest favorite

An aerial view captures a clear blue saltwater pool surrounded by a stone patio. Sun loungers and a shaded seating area with a table and umbrella are positioned nearby. Lush greenery from surrounding trees adds a natural ambiance to the space.

Guesthouse in Springfield

4.96 out of 5 average rating, 114 reviews

Spacious 2/1 in historic walkable neighborhood

Welcome to Happy's Hideaway, a family-friendly carriage house that checks all the boxes! Our bright 2-bedroom carriage house apartment is close to downtown and 12 miles from JIA. Nestled on a quiet street among mature oaks with a saltwater pool, it is just 15 miles to Atlantic Beach (a 22-28 minute drive.) We are just off Main Street, where you can enjoy local beer, ice cream, coffee, pizza & axe-throwing! This unit is on the 2nd floor and accessible only by stairs.

Guest favorite

A contemporary home sits beside a heated pool and spa, framed by elegant palm trees. Multiple lounge chairs are positioned around the pool, with plush seating options visible on the patio. Large glass doors offer an unobstructed view of the outdoor area, inviting natural light.

Home in Ponte Vedra Beach

4.92 out of 5 average rating, 130 reviews

Paradise Palms Estate

Located off the popular, scenic Roscoe Boulevard this home sits directly on Cabbage Creek connecting to the Intracoastal water way. Enjoy a private dock, heated pool, spa, fire pit, hammock and oasis. This contemporary home is nestled on a private street with 300 foot long driveway on an acre and is less than a mile from the world renowned TPC golf course as well as exquisite dining, luxury shopping and the historic city of St. Augustine. Plan your escape today!

Superhost

The backyard features a refreshing swimming pool surrounded by lush greenery. A hot tub is positioned adjacent to the pool, and shaded areas with umbrellas offer seating. A pergola provides additional shelter for an outdoor dining setup, creating an inviting space for relaxation.

Home in Jacksonville

4.84 out of 5 average rating, 139 reviews

Lux Oasis: *Heated Pool, Spa/Hot Tub&Grill Retreat

Discover your private oasis in the heart of Jacksonville’s charming San Marco neighborhood. This stylish 1950s home blends vintage charm with modern comforts—featuring a heated pool, hot tub, grill, and space for up to 8 guests. Whether you’re planning a family vacation, a weekend escape, or a long-term stay, everything you need for a relaxing getaway is right here. Pool heating available for $100/night with 48h notice. Hot tub heating is complimentary.

Guest favorite

A tranquil pool is surrounded by lush tropical landscaping, featuring a bright yellow inflatable floatation device resting on the clear water's surface. A guesthouse with large windows is visible in the background, reflecting the serene environment.

Guesthouse in Avondale

4.89 out of 5 average rating, 201 reviews

Cute Pool Cottage in the Historic District

Poolside guesthouse in a lush tropical garden yard-this studio with 1 bedroom/1 bath is in Jacksonville’s Avondale Historic District, and just steps away from the popular Shoppes of Avondale with its restaurants and quaint shops. Its perfect for business travelers, singles, or couples. The space features a super cozy queen size bed with luxury linens. There is also a mini-kitchen with microwave, toaster oven and compact refrigerator. There is no stove.