Holiday rentals with a pool in Downtown Jacksonville

A vibrant sunset casts a golden hue across the calm water, with silhouettes of docks and a distant boat in view. The sky is filled with layered clouds, creating a serene atmosphere that invites relaxation and reflection.

4.9 out of 5 average rating, 324 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.

FamilyValueDecor

4.99 out of 5 average rating, 115 reviews

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

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.

FamilyLocationWalkability

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.

4.87 out of 5 average rating, 315 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.

ValueFamilyBeach

4.81 out of 5 average rating, 154 reviews

A backyard oasis features a light blue hot tub and a pool surrounded by lounge chairs. Two umbrellas provide shade over a dining table. Lush greenery and a charming wooden fence offer privacy, while a whimsical figure stands nearby, adding a playful element to the serene setting.

Home in San Marco

San Marco Home • Pool, Hot Tub, Grill

Welcome to your Jacksonville getaway! This stylish 3-bedroom, 2-bath home in the heart of San Marco is just 10 minutes from Jaguars Stadium and close to vibrant cafes, parks, and boutiques. Ideal for families, couples, groups, or long-term stays, this home combines comfort, charm, and resort-style amenities. Pool Heating: $100 per stay for short visits (≤4 nights). For longer stays or winter months: $50 setup + $12/night, or $200 flat. Please request at least 48 hours in advance.

LocationValueCondition

Superhost

Apartment in Southwest Jacksonville

4.89 out of 5 average rating, 116 reviews

SuperHost Special! 1BR/1BA Luxe Stay in Jax

Our stunning 1BR/1BA apt, is centrally located; whether you're seeking medical expertise at the Mayo Clinic, sun-drenched days on beautiful beaches, or the vibrant retail, dining or nightlife of St. Johns Town Center, our luxe unit is at the center of it all. We've curated our home with your comfort and lifestyle in mind, enjoy a private/quiet atmosphere with modern amenities, luxe furnishing and bedding, fully equipped kitchen, dining Area and dedicated workspace with wifi.

FamilyValueIndoor spaces

Home in Southwest Jacksonville

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.

4.92 out of 5 average rating, 169 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.

LocationFamilyBackyard

Guesthouse in Springfield

The exterior view showcases a two-story blue carriage house surrounded by lush greenery. A saltwater pool lies in the foreground, accompanied by paved seating areas featuring comfortable chairs. The fenced yard offers privacy, with mature trees providing ample shade.

4.96 out of 5 average rating, 154 reviews

Spacious 2/1 in historic neighborhood- NO parties

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.

ValueLocationAccuracy

4.98 out of 5 average rating, 500 reviews

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

❤️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!

LocationValueOutdoor spaces

4.99 out of 5 average rating, 197 reviews

A charming white house with a steeply pitched roof is framed by manicured green lawns and well-maintained shrubbery. Welcoming front steps lead to a distinctive wooden door, flanked by large windows that provide natural light to the interiors.

Home in Avondale

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.

ValueFamilyCheckout

4.92 out of 5 average rating, 427 reviews

The spacious bedroom features a decorative metal canopy bed with plush pillows and a textured blanket draped over it. Natural light filters through wooden blinds, and soft lighting is provided by bedside lamps. The room's dark walls create a cozy atmosphere, with an open doorway leading to another area.

Home in Avondale

Historic Avondale Pool House | Guest Favorite

Escape to a beautifully restored historic home with a private pool in the heart of Avondale. Walk to restaurants, breweries, and boutiques, then unwind by the pool or in the cabana. Ideal for families, couples, and weekend escapes. Please read the house rules and neighborhood description before booking. Exterior Ring cameras monitor the front entrance and driveway only. There are no interior cameras or cameras in private outdoor living areas.

LocationFamilyIndoor spaces

Superhost

4.81 out of 5 average rating, 189 reviews

*Heated Pool, Hot Tub & Grill Retreat • Free Wi-Fi

Welcome to your private Jacksonville oasis — a relaxing, well-equipped home featuring a heated pool, hot tub, and outdoor grill, perfect for families, couples, or small groups looking to unwind in comfort. Whether you’re here for a getaway, work trip, or visiting loved ones, this home offers the space, amenities, and privacy you need for a great stay. Pool heating available for $100/night with 48h notice. Hot tub heating is complimentary.

FamilyLocationSleep quality

Superhost

A spacious pool area is surrounded by lush greenery, featuring a large, sparkling blue pool and a jetted hot tub. Lounge chairs are placed along the poolside, complemented by a shaded area for relaxation. A clear sky is visible above, enhancing the outdoor atmosphere.