Holiday rentals with a pool in Jacksonville

4.84 out of 5 average rating, 178 reviews

lux Italian pool house close to the beach

An “Italian” get away in Jacksonville that you will enjoy from start to finish. The decor and details on this vacation house will take you to a trip to Italy and its beautiful cities. Private pool with bbq area and fully equipped kitchen. About 5 miles from Jacksonville beach, Neptune beach, Atlantic beach, Adventure Landing and Mayo Clinic. Tons of things to do. 45 mins from old Saint Agustine and San Marcos Castle. Great location!! Please check our Guide book!! Tons of experiences listed.

An indoor heated pool area is enclosed by a clear roof, illuminated by natural light. Four teal lounge chairs are arranged along the edge of the pool, with a blue seating area visible in the background. Beach-themed decor adds to the relaxed setting.

4.91 out of 5 average rating, 176 reviews

Unique Clear-Roof Pool Oasis: 10 min to Mayo/Beach

🌟 The Only Clear-Roof Enclosure around Heated Saltwater Pool in Jax! Experience the ultimate Florida vacation in our serene, open-concept home. Whether it’s a sudden afternoon shower or a breezy evening, our exclusive clear-roof pool enclosure means your swim is never canceled. Enjoy the sun and the view without the bugs or the rain! We are locating close to everything: - 2 minutes from shopping - 15 min to beaches - 10 min to Mayo Clinic - 15 min to Jaguars Stadium - 35 min to St. Augustine

Camper van/Motorhome in Jacksonville

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.

4.97 out of 5 average rating, 261 reviews

Couples clothing optional escape hot tub 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.

A sparkling blue pool is outlined by a clean white patio, featuring multiple lounge chairs positioned for relaxation. The single-story home is visible in the background, surrounded by lush greenery and trees, creating a serene outdoor environment.

4.9 out of 5 average rating, 147 reviews

Pool Home with Game Room in Heart of Jax Beach!

Beautiful pool home in Jax Beach! This updated and sparkling clean home is in the perfect spot for the whole family! This home is in the perfect location, minutes to the ocean, restaurants, Mayo Clinic and more! It is equipped with everything you need for your ideal coastal vacation. Your stay includes a fully stocked kitchen, pool table, ping pong table, dart board, Smart TVs, a beautiful pool with set up with lounge chairs, outdoor dining, beach chairs, beach towels, and a charcoal grill.

Flat in Jacksonville Beach

A bright living space features a comfortable blue sofa and a circular dining table with chairs. A flat-screen television is mounted on the wall, and large sliding glass doors lead to a balcony with views of the ocean. Modern appliances are visible in the kitchen area.

4.95 out of 5 average rating, 137 reviews

SleepyTurtle-BEACH FRONT BLISS!

Enjoy a stylish experience at this centrally-located place. Keep it simple at this beach front unit. Yes, it is 100% ocean front with only some grass and sand separating you from the water! With the pool and the beach just steps outside your door, "beachfront bliss" is exactly what you will experience! This gated property is within a short walking distance to all the great restaurants and nightlife the beach as to offer! Don't miss out on one of the best beach areas in Florida!

4.97 out of 5 average rating, 109 reviews

Heated pool! Bikes, game room, & more!

Talk about relaxation, vacation vibes! Walk back from the beach to this immaculate home! Renovated with a new, heated saltwater pool! This home features 4 bedrooms, a game room, fully equipped kitchen, and spacious screened porch. You'll love the sparkling pool & lounge chairs, hammock, firepit, and outdoor BBQ area. Open up the double garage doors to feel the ocean breeze while playing in the game room. Truly a place to gather & enjoy! Less than 10 minutes from Mayo as well!

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.

4.95 out of 5 average rating, 111 reviews

Oceanfront Oasis: Top Floor Paradise

Oceanfront Oasis is located in the heart of Jax Beach. It is the perfect oceanfront getaway with breathtaking views and direct beach access only steps away.This 5th top floor,2 bed/1bath,oceanfront condo has been completely renovated and is equipped with everything you need.Relax on the private balcony while sipping on your morning coffee as you listen to the waves.This unit is close to everything you need-coffee shops, restaurants, and shopping.Mayo Clinic is 5 minutes away.

4.86 out of 5 average rating, 148 reviews

Luxury Pool House Perfect For Family Getaway!

This spacious house has a beautiful private swimming pool, lounge chairs to help assist with a relaxing time by the pool. Perfect for social gatherings with friends and family, alongside a huge backyard with a small volleyball play area. ***The whole space including swimming pool and huge backyard with fire pit and grill are private just for you*** 6 blocks away from the beach 1min drive to the beach 5min walk to the beach 14min drive to Tournament Players Club: Golf Shop

4.79 out of 5 average rating, 116 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.

4.97 out of 5 average rating, 457 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!

Home in Ponte Vedra Beach

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.

4.93 out of 5 average rating, 162 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!

Cottage in Fort George Island

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, 310 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.

Popular amenities for Jacksonville rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.76 out of 5 average rating, 17 reviews

The Leeward Retreat

Home in San Jose

New place to stay

SMV Poinciana Paradise | Heated Pool

Two bright chairs are positioned around a small table on a covered porch, overlooking a turquoise swimming pool. Vibrant landscaping and a wooden fence create a tropical atmosphere. Additional seating is present by the pool, enhancing the relaxing outdoor space.

4.99 out of 5 average rating, 167 reviews

Renovated Beach House w/ Pool and Outdoor Oasis

4.93 out of 5 average rating, 383 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 Hollywood House w/Pool

The exterior of the home features a light-colored facade with a welcoming front door framed by a seasonal wreath. Two large windows provide ample natural light, while a small seating area with two chairs and a table is positioned by the entrance, complemented by colorful landscaping.

4.72 out of 5 average rating, 57 reviews

4-Bedroom Lakehome near Beach Mayo&All

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, 185 reviews

Luxury 4BR Retreat w/ Heated Pool•Taste of Britain

4.88 out of 5 average rating, 206 reviews

A person stands on well-maintained green grass beside a swimming pool, dressed in a vibrant swimsuit. Lush palm trees frame the background, and a large umbrella offers shade. A colorful inflatable float is visible on the water's edge, enhancing the outdoor atmosphere.

Home in San Mateo

The Pink Cabana

4.95 out of 5 average rating, 39 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

Apartment rentals with a pool

A panoramic view of the ocean is captured from a balcony, showcasing the expansive water stretching to the horizon. A private pier extends into the sea, with sandy beach visible below. The clear blue sky is accented by soft, fluffy clouds.

4.99 out of 5 average rating, 140 reviews

TOP SHELF*Private Fishing Pier-Pool-Oceanfront*

A light-filled seating area features two wooden chairs with woven backs and cushions, beside a small table. A modern arc floor lamp provides soft illumination. A potted plant adds a touch of greenery, while large windows frame the view of the outdoors.

4.84 out of 5 average rating, 186 reviews

Spacious Beachfront Condo with Pool Access

A view of the beach at sunset, showcasing vibrant hues in the sky. Lush greenery is seen in the foreground, with palm trees framing the scene. The sandy shore stretches out toward the ocean, while a golf course is visible in the distance, providing a serene coastal landscape.

4.92 out of 5 average rating, 119 reviews

Amelia Island Villa 2/2-Beach, Pool, Shops, Golf

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, 217 reviews

Beachcomber Oceanfront 180* panoramic view

Apartment in Ponte Vedra Beach

A spacious room is furnished with two large beds and a comfortable seating area, complemented by a dresser and a television. Natural light enters through large windows, adorned with light curtains, creating an airy ambiance. A soft rug covers the carpeted floor.

4.99 out of 5 average rating, 171 reviews

Gated Sawgrass Beach Club - WALK to BEACH!

An ocean view is presented from the private balcony, showcasing a spacious pool area and palm trees dotted along the shoreline. The horizon blends blue and gray tones, with clouds casting soft shadows over the beach, creating a calming seaside atmosphere.

4.9 out of 5 average rating, 126 reviews

Oceanfront Condo with Views, Pool, Park

The spacious room features two queen beds with decorative throws, offering ample space for guests. A seating area with two chairs and a small table is present, alongside a console table that adds functionality. Large windows invite natural light, creating a bright and airy environment.

4.92 out of 5 average rating, 131 reviews

Peaceful escape on the Omni Resort Island - Pool!

A view of a sandy beach with gentle waves lapping at the shore. A wooden walkway leads from the beach to the grassy area, enhancing accessibility. Palm trees and sunbathers are visible under a clear blue sky, contributing to a tranquil coastal atmosphere.

4.85 out of 5 average rating, 156 reviews

“Oceanview Hideaway - Coastal Condo”

Other holiday rentals with a pool

4.95 out of 5 average rating, 22 reviews

Beach Getaway w Pool | Good Morning Rentals

A private backyard features a sparkling pool surrounded by a manicured lawn. Comfortable lounge furniture sits nearby, and colorful inflatables float on the water. The exterior of the house is well-lit, creating a welcoming ambiance as the sun sets.

4.94 out of 5 average rating, 16 reviews

Poolside Beach Cottage Retreat

4.94 out of 5 average rating, 72 reviews

A sparkling heated pool is surrounded by a spacious patio featuring lounge chairs and colorful inflatable toys. Lush trees provide shade in the background, while play equipment offers options for children in the private yard. A sense of relaxation and enjoyment is established.

Home in San Jose

Heated Pool - Sleeps 9 - Lake + Kayak + Games

The living room features a comfortable gray sofa adorned with decorative pillows. A coffee table sits in front, with a view of the ocean visible through large glass sliding doors. A small dining table with chairs is positioned on the balcony.

5 out of 5 average rating, 38 reviews

Surfline 8th Avenue So.

5 out of 5 average rating, 20 reviews

A spacious living area features soft, modern furnishings in various shades of pink and blue. Large windows provide ample natural light, while a patterned rug adds texture beneath a coffee table. A ceiling fan enhances comfort, and sliding doors lead to the outdoor space.

Flat in Jacksonville

Luxury Oasis: Posh 3BR/2BA with Pool & Gym

A spacious living area is presented with large windows offering panoramic ocean views. A comfortable gray sofa and armchair create inviting seating arrangements, while a coffee table sits in the center. A television is mounted on the wall, enhancing the overall ambiance.

4.98 out of 5 average rating, 42 reviews

Oceanfront Condo

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.

4.89 out of 5 average rating, 97 reviews

Elegant & Stylish Pool House with Arcade!

A serene backyard space features a heated cocktail pool surrounded by artificial grass and lounge chairs. A dining area with white outdoor furniture is under a large umbrella, while tall bamboo plants provide a natural backdrop along the fencing.