Vacation rentals with a pool in Orange Park

4.94 out of 5 average rating, 221 reviews

The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.

Home in St. Augustine

Historic Whitney House • Luxury Baths • Downtown

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen, and luxury baths. Immerse yourself in the rich history and vibrant culture, with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base.

5 out of 5 average rating, 108 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.

Vacation home in Orange Park

A two-story house is set back on a spacious driveway, surrounded by lush trees and vegetation. A manicured lawn features well-maintained plant beds near the entrance, while the garage is visible on the left side of the structure under a clear blue sky.

4.89 out of 5 average rating, 117 reviews

Casandra House - Peaceful / Salt Pool and Hot Tub

Welcome to Casandra House. A peaceful getaway in Orange Park, FL. Located in the vicinity of Doctor's Lake, this house sits on 3/4 of an acre surrounded with trees and vegetation. It provides just enough privacy to make you feel away from everything while minutes from shops and restaurants. Home includes a large backyard, patio screen enclosure, salt pool and hot tub. About 2 1/2 miles from the Orange Park Thrasher-Horne Center and 10 miles from NAS Jacksonville. Note: No direct lake access.

A modern living area features a light-colored sofa adorned with dark cushions and a soft throw blanket. A glass coffee table is positioned on a textured area rug, complemented by a stylish floor lamp and a leafy plant beside it. A large abstract artwork adds a striking focal point.

4.88 out of 5 average rating, 121 reviews

Lake View Escape to The Exchange

Give us your worries and we will give you an escape. Welcome to the Exchange! This Orange Park unit supports your work requirements and your playful desires. Multiple high volume healthcare facilities surround the area and the Naval Air Station is in the backyard. Luxury dinning and outdoor water activities abound. This new unit offers access to a resort style salt water pool, private garages, state of the art fitness center and wellness studio, dog park, clubhouse and lounge, and much more.

A stylish living area features a light-colored sofa adorned with dark cushions, complemented by a small round coffee table on a textured rug. A large window allows natural light in, while a simple plant adds a touch of greenery to the space.

4.88 out of 5 average rating, 108 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.

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, 156 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.

4.79 out of 5 average rating, 124 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.

4.99 out of 5 average rating, 190 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.

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.

4.88 out of 5 average rating, 318 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.

A seating area contains two black leather couches and a coffee table with decorative items. A large mural depicting a sports-themed scene is displayed above the couches. Natural light enters through glass doors, which provide access to the outdoor space, framed by dark curtains.

4.87 out of 5 average rating, 151 reviews

Jax Jaguars Family Frdly Ste w/POOL/Pet Frdly

Welcome to Jacksonville, Florida! Home of the Jacksonville Jaguars since 1993! Come and experience a stay like no other in our 1 of a kind Ultimate Jacksonville Jaguar Unit!! This unit was decorated with the fans in mind and if your are not a fan be prepared to switch over to the Jag side! Rather you are in town for business or pleasure come and experience a stay with the Home Team & head out to Jag land and get up close and personal!

Home in Southwest Jacksonville

A welcoming living area is depicted, featuring a spacious sofa with decorative cushions and a rectangular glass coffee table. A large TV stands on a media console, and a ceiling fan provides airflow. The open layout connects to the dining area in the background.

4.95 out of 5 average rating, 257 reviews

Sunset near the Lake/12guests/4bdrs/2baths

Welcome to our beautifully remodeled vacation home on a safe, quiet street. Enjoy a stylish full kitchen, cozy living and dining areas, and direct lake access for fishing. Conveniently located near downtown Jacksonville, with easy access to Walmart, restaurants, beaches, Blue Springs, historic sites, NAS Jax, the airport, seaport, and local colleges. We look forward to hosting you and making your stay comfortable and memorable!

A spacious backyard features a clear blue pool surrounded by a concrete deck. A large inflatable unicorn floats in the water, while a sun lounger and two patio chairs are positioned nearby. Lush greenery and trees frame the area, enhancing the serene setting.

4.87 out of 5 average rating, 107 reviews

Elegant & Stylish Pool House with Arcade!

Discover the epitome of elegance and modern style at our trendy pool house, nestled in a quiet and picturesque neighborhood. With a design that seamlessly blends chic and cozy elements, this sanctuary is ideal for families or friends seeking a serene getaway. Enhance your experience with a Street Fighter arcade and board games, offering endless entertainment and a touch of nostalgia, perfect for guests of all ages.

Popular amenities for Orange Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.81 out of 5 average rating, 177 reviews

Home in Jacksonville

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

4.97 out of 5 average rating, 62 reviews

XL family home, Pool, Pool table, Private 1 acre.

A serene backyard is showcased, featuring a refreshing saltwater pool surrounded by smooth concrete. Lush palm trees add greenery, while the sky glows with shades of pink and purple at sunset, creating a calm outdoor environment for relaxation.

4.75 out of 5 average rating, 138 reviews

Private Pool Home • Quiet • Near Beaches & Dining

Home in OakLeaf Plantation

4.75 out of 5 average rating, 28 reviews

Home in Southwest Jacksonville

A private pool is set within a fenced backyard, surrounded by lush greenery. The pool features a smooth, curving shape with clear water reflecting the blue sky. Paved stone decking offers a comfortable area for lounging and relaxing near the water.

4.95 out of 5 average rating, 191 reviews

Luxury Pool Retreat • Taste of Britain

Home in Jacksonville North

A spacious pool area is featured, with crystal-clear water reflecting the blue sky. A vibrant pink flamingo float rests on the edge of the pool. Surrounding the pool are palm trees and well-maintained grass, creating a relaxing outdoor environment.

4.88 out of 5 average rating, 224 reviews

The Pink Cabana

4.79 out of 5 average rating, 141 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

4.59 out of 5 average rating, 29 reviews

A fenced backyard pool area is surrounded by lush greenery and trees. The pool features a gentle fountain and has paver stone surrounding it. Relaxing lounge chairs are positioned nearby under a shaded gazebo.

Home in Orange Park

3BR Cottage w/Private Pool & Fenced Yard - Dogs OK

Condo rentals with a pool

A light-filled living area features a comfortable blue sectional sofa, complemented by a neutral ottoman. Large windows offer expansive views of the outdoor landscape, with greenery and palm trees visible. Soft decor accents in blue and gray enhance the serene atmosphere.

4.9 out of 5 average rating, 294 reviews

Jacksonville Beach Front Paradise

Condo in Ponte Vedra Beach

A scenic pathway winds through a well-maintained lawn, flanked by palm trees. In the distance, the ocean is visible under a clear blue sky, with fluffy clouds adding texture to the horizon.

4.96 out of 5 average rating, 100 reviews

Casita by the Sea - Oceanfront PVB

An aerial view captures the sandy beach stretching along the coastline, featuring clusters of umbrellas and beachgoers. The pier extends into the ocean, while a vibrant skyline of buildings is visible in the background, providing a scenic contrast to the blue waters.

4.92 out of 5 average rating, 109 reviews

Ocean front Beachside Bliss

A vibrant sunset casts warm orange and pink hues across the sky, reflecting on the calm ocean waters. The beach is visible below, with gentle waves lapping at the shore. Lush green dunes frame the scene, creating a serene coastal atmosphere.

4.93 out of 5 average rating, 121 reviews

Oceanfront Oasis: Top Floor Paradise

Condo in Fernandina Beach

A spacious living area is presented, featuring large windows that allow natural light to filter in. A light-colored sofa and two armchairs are arranged around a circular coffee table. A wall-mounted TV is positioned opposite, and greenery is visible outside through the windows.

4.92 out of 5 average rating, 123 reviews

2115 Beach Wood Amelia Island - Easy beach access!

An aerial view showcases the expansive sandy beach bordered by gentle waves and the ocean. Towering buildings are visible in the background, with the highlighted condo location marked in red. Sunbathers and walkers can be seen along the shoreline, emphasizing the beach's inviting atmosphere.

4.97 out of 5 average rating, 228 reviews

Beachcomber Oceanfront 180* panoramic view

Condo in Ponte Vedra Beach

4.99 out of 5 average rating, 175 reviews

Gated Sawgrass Beach Club - WALK to BEACH!

4.97 out of 5 average rating, 105 reviews

The bedroom features a king-size bed with a quilted bedspread and decorative pillows. A bedside lamp sits on a dark wooden nightstand. Large windows with drapes allow natural light into the space, creating a serene environment. A comfortable chair is positioned near the window.

Condo in St. Augustine

Luxury Golf & Spa condo in Beautiful St. Augustine

Other vacation rentals with a pool

4.97 out of 5 average rating, 63 reviews

A spacious backyard oasis showcases a clear pool surrounded by a well-maintained patio. A green lawn area is complemented by decorative plants and gravel. A covered seating area with a dining table is visible to the side, offering a serene space for relaxation.

Apartment in Orange Park

Cozy, 1-bedroom place with Private Pool and Patio.

A well-appointed bedroom features a spacious bed adorned with red and white accent pillows. A textured wall art piece hangs above, while natural light filters in through the window covered by horizontal blinds. A soft blanket is neatly draped across the bed, adding comfort.

4.97 out of 5 average rating, 37 reviews

Luxurious one BD king/pool/gym

4.97 out of 5 average rating, 35 reviews

A comfortable lounge area features a spacious green sectional sofa adorned with orange accent pillows. Two woven chairs are positioned around a glass coffee table, while the natural light streams through large windows dressed in light curtains, illuminating the area and showcasing framed botanical art.

Bungalow in Fruit Cove

The Bungalow Estate in St. John's

A spacious outdoor pool area features a clear blue water swimming pool surrounded by lounge chairs. Nearby, a shaded seating area offers umbrellas, while the buildings in the background include balconies overlooking the pool. Lush greenery can be seen in the distance under a partly cloudy sky.

4.87 out of 5 average rating, 38 reviews

Cozy 2BR Getaway | Pool & Gym

4.94 out of 5 average rating, 52 reviews

A serene outdoor space features a private saltwater pool, enclosed by a mesh screen. Two pink flamingo floaties rest on the water. Comfortable lounge chairs provide seating alongside lush greenery, enhancing the inviting atmosphere of the retreat.

Home in St. Johns County

Zen Flamingo: Poolside Peace Near Beaches and TPC

4.97 out of 5 average rating, 34 reviews

An expansive saltwater pool features both deep and shallow areas, surrounded by lush greenery. A gazebo is visible to the left, offering shade, while a well-maintained lawn extends beyond the pool. The clear blue sky reflects off the water, enhancing the tranquility of the outdoor space.

Home in Jacksonville

The Happy Place

5 out of 5 average rating, 12 reviews

Home in Orange Park

SKY Vacation Home, Private resort for your family

An outdoor seating area is featured on a stone patio, showcasing a large sectional sofa with colorful pillows and a dining table beneath a shaded umbrella. Lush greenery surrounds the refreshing pool, creating a serene environment for relaxation and enjoyment.