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

A cozy swing chair is situated under a shade structure, surrounded by lush greenery. The view showcases a sparkling pool, sun loungers, and a large blue umbrella providing shade from the sun, creating a tranquil space for relaxation.

Guesthouse in Jacksonville

4.9 out of 5 average rating, 338 reviews

Private Bungalow with Pool/55” tv

"The Oasis" is an cozy backyard guest room, detached and completely separate from the main house, in a beautiful outdoor oasis nestled in an older but safe neighborhood located in the center of Jacksonville, 1 block from I-95, with easy access to everything. 5-7 min (4-5 miles) from downtown, Convention Center, Veterans Memorial Arena, TIAA Bank Field (Jaguar Stadium), Times Union Center, Mayo Clinic (15 miles), Beaches (18 miles), Airport (18 miles). NOTE: No animals/pets/children under 12.

Top guest favorite

A serene outdoor area is highlighted by a private pool, illuminated with soft turquoise lighting. Surrounding greenery includes potted plants and palm trees, while a decorative fence adds a touch of elegance. The space is complimented by ambient lighting for evening enjoyment.

Home in Panama Park

4.91 out of 5 average rating, 289 reviews

Serenity and Amazing Views - Home on River w/ Pool

Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

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, 223 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

Top guest favorite

Home in Avondale

4.99 out of 5 average rating, 161 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. $3800/mo. +taxes - Nov-Feb. Inquire for rate.

Guest favorite

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

4.87 out of 5 average rating, 238 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.

Top 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 Jacksonville

4.95 out of 5 average rating, 231 reviews

Sunset Retreat | 1BR | 1.5BA | Pool | Gym | Garage

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.

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 Avondale

4.93 out of 5 average rating, 343 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

4.97 out of 5 average rating, 125 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

Bungalow in Springfield

4.97 out of 5 average rating, 429 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!

Superhost

A sunny backyard features a swimming pool surrounded by a spacious patio. Loungers are positioned under a pergola with a red umbrella, while a playful pink float rests in the pool. A storage shed is located in the corner, amidst lush greenery and a white picket fence.

Home in Southbank

4.83 out of 5 average rating, 151 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.

Top 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

4.9 out of 5 average rating, 211 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.

Top guest favorite

A spacious backyard features a refreshing pool surrounded by lush greenery and decorative stones. A detached guest house is visible in the background, complemented by palm trees and a relaxing outdoor seating area. The serene setting invites leisurely outdoor activities.

Guesthouse in Jacksonville

4.98 out of 5 average rating, 290 reviews

Blue Bird Paradise

Welcome to “Bluebird Paradise”. Come visit our bright, beautiful, 400 sq. ft “Guest House”, detached from our home with a porch overlooking our beautiful Florida backyard with pool. The commute is very good; it is located less than 30 minutes from the city, 30 minutes from the beach and 30 minutes from the famous historical St Augustine. Peace and quiet await you. A guesthouse is a detached building that shares the property with the host.