Holiday rentals with a pool in Port St. John

4.96 out of 5 average rating, 101 reviews

A bright, inflatable swan floats in a clear, inviting pool. Sunlight reflects off the water's surface, enhancing the serene surroundings. Lush greenery can be seen beyond the pool enclosure, providing a tranquil setting for relaxation.

Home in Canaveral Groves

Serenity in the country with a heated pool!

This spacious 4 bedroom 3 bath pool home is located on a private 2-acre lot in the Space Coast of Florida, near beaches, Daytona Speedway, NASA Kennedy Space Center, and Disney theme parks. The modern interior boasts a fully-equipped kitchen, a comfortable living room, and a large jacuzzi tub in the master bathroom. Outside, enjoy the large pool, deck, and yard for outdoor activities. Lots of room to bring boat, rv no hook up, trailer. Ideal for families or groups seeking a memorable vacation. 😁

Guesthouse in Merritt Island

A stone pathway lined with landscaping leads to a set of wooden stairs. Lush greenery and small light fixtures create a welcoming entrance. The steps ascend to the second floor studio, surrounded by trees and open space.

4.95 out of 5 average rating, 226 reviews

Serene Guesthouse! Near Beaches/Cruise Term Unit B

Relax in this comfy 2nd floor studio with separate entry overlooking 2 acres with trees and fresh air. Very clean with no smoking inside. In ground pool. Short driving distance to hiking trails, fishing, beaches, shopping and 5 minutes to Kennedy Space Center. 40 minutes from Orl Int Airport. Fast Wi-Fi, A/C, 1 queen bed, full bath, closet, 50” TV, streaming apps, mini-fridge, microwave, tea, coffee, pillows, bed linens, towels, soap, shampoo, beach stuff, room darkening shades. Age 25 and up.

4.88 out of 5 average rating, 589 reviews

A spacious pool house is visible behind a lush, green lawn, surrounded by trees. A paved path leads to the inviting pool area, while a gated fence provides added privacy. Sunlight filters through the leaves, creating dappled patterns on the grass.

Bungalow in Maitland

Maitland-Orlando Area, FL. Pool House Bungalow

Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

4.98 out of 5 average rating, 124 reviews

The exterior of the Cozy Cottage is designed with a welcoming green facade, featuring glass doors that open to a charming patio. A stone path leads to a small round table with chairs, complemented by a decorative fountain and lush greenery surrounding the area.

Bungalow in College Park

Cozy Cottage in College Park.

Whether you're coming to Orlando for adventure at one of the theme parks, or a little R&R, the Cozy Cottage is the perfect place. It's charming, quiet and nestled in our back garden with a stock tank pool in College Park, in The city of Orlando. Winter Park, Rollins college, lou gardens, Orlando Science Center, Advent Heath, Orlando health, Dr. Phillips center, Ivanhoe, lake eola, camping world stadium and the Kia center, are all in the immediate area. UCF, Full Sail and Florida Central too.

4.96 out of 5 average rating, 229 reviews

A spacious living area features a large sectional sofa with various textured cushions, a wooden coffee table, and mid-century furniture. Natural light floods the room through three glass sliding doors that open to the pool area, with a large flat-screen TV mounted on the wall.

Home in Cocoa

Modern Dream Home with Pool - Near Cocoa Village

Area favorite. Tropical garden surroundings. Cheerful home. The second you enter you'll be met with comfortable design, modern kitchen, spa-like bathrooms, and a charming collection of artwork. Relax on the stylish patio, explore the grounds, or take a dip in the pool. Mins. to Cocoa Beach, Kennedy Space Center, and historic Cocoa Village. 50min to Disney! We have an outdoor pool in Florida and it is subject to weather, please note the patina and natural stains on bottom prior to booking.

5 out of 5 average rating, 213 reviews

A bright and spacious bedroom features a large bed dressed in white linens, accented by black throw pillows. Two modern lamps provide soft illumination beside nightstands. A large window offers expansive views of the ocean, with natural light flooding the room.

Condo in Seacrest Beach

Fantastic View/Oceanfront Retreat/EZ to Pool/Beach

Welcome to LuxuryinCocoaBeach! You stumbled on it. Perfect beach condo. Stunning direct-ocean views, steps to warm sand, heated pool and blazing-fast Wi-Fi await your family. - 2 spacious bedrooms • sleeps 4 in total comfort - Private balcony for sunrise coffee and all-day viewing - Resort pool and FREE beach gear - Smart TVs, premium cable, free parking Book your preferred dates now and wake up to the sound of waves! Note: The community pool will be closed until December 10, 2025.

4.95 out of 5 average rating, 108 reviews

A heated pool is surrounded by a screened enclosure, featuring a gentle waterfall and lush tropical plants. The water reflects sunlight, creating a calming atmosphere. Stone accents outline the pool, enhancing the inviting outdoor space.

Home in Cocoa

Pool Oasis home with Extra large fenced in yard.

Enjoy your getaway with your own private heated pool! Warm and cozy living space, with a bright and welcoming kitchen overlooking the spectacular pool area. The pool area is where you will spend your days and nights with an outdoor living area to relax and enjoy the wonderful Florida weather for the entire family. Fay Lake Wilderness Park are within walking distance. Conveniently located minutes from I95, 35 minutes from Orlando, 20 min from Cocoa Beach, 15 min from Kennedy Space Center.

4.98 out of 5 average rating, 233 reviews

A screened-in patio surrounds a inviting pool, which reflects the blue sky above. Lush greenery is visible beyond the pool area, complementing the serene waterfront view of the Banana River and the private dock in the background.

Home in Merritt Island

Waterfront Home with Pool + Private Dock

Unwind in this intercoastal waterfront paradise with breathtaking sunrise views over the Banana River. Spot turtles, dolphins & manatees from your private dock. Retreat into elegance with a sophisticated upscale split floor plan coastal home. 🏡 Close to Cocoa Beach, Port Canaveral & Kennedy Space Center. Disney & Orlando are 40 mins away. 🐠🚣‍♂️ Provided kayaks, fishing poles, beach chairs & pool toys. Send us a message about the ultimate getaway with your own private pool & dock!

Superhost

An outdoor space is enclosed with a screened structure, featuring a curvy, heated pool framed by palm trees. Lounge chairs are arranged around the pool area, offering spots for relaxation. A basketball hoop stands near the pool's edge, contributing to a casual atmosphere.

Home in Cocoa

4.89 out of 5 average rating, 113 reviews

Unique A-Frame with a Heated Pool & FirePit

Make some memories at this unique and family-friendly place. This is an A frame home with 4 bedrooms and 2 bathrooms equipped with everything you need to have a comfortable and relaxing stay. Start your morning with a variety of coffee choices from our coffee bar and end your day at with our outdoor bar and patio. Enjoy your stay by relaxing by heated pool or chilling by the fire. This house is located in a quiet neighborhood, just five 5 mins from town and 25 mins to beach.

4.93 out of 5 average rating, 150 reviews

A vibrant blue tiny home with a welcoming front porch is surrounded by lush greenery. Two white chairs are positioned on the wooden deck, inviting relaxation. Large windows allow natural light to fill the interior, while a light fixture hangs above the entrance.

Tiny home in Chuluota

Tiny Tropical House! 🏝

Welcome to life on Tropical ! Our tiny home is located right outside of Oviedo. About 20 mins away from UCF and an hour from Cocoa and most major theme Parks. We live down the street from Lake Mills Park which is a beautiful park with a great lake you are welcome to use our water crafts too! *Please note that the ladder to access the loft above the restroom is not secured to the wall and is moveable. If you proceed to book use at your own risk.

Guest suite in Titusville

A spacious studio apartment features a large bed with a light blue coverlet. Natural light floods in through three windows. A welcoming sign is displayed above the glass doors leading to the outside. Neutral-toned walls and tile flooring create a calming environment.

4.96 out of 5 average rating, 223 reviews

Private Space Coast Studio

Our home is in a quiet residential area which is a short drive away from I95 and US1. We’re minutes to the ocean, shopping, Kennedy Space Center, and Merritt Island National Wildlife Sanctuary. There are parks, nature trails, and the Indian River close by for outdoor lovers. Amazing launch views minutes away as well! We enjoy meeting new people and would love the opportunity to make your stay here on the Space Coast a memorable one!

A sandy pathway leads through lush greenery towards the beach. Wooden steps guide the way, framed by tall grasses and coastal plants, while the ocean glistens in the distance under a clear sky.

4.97 out of 5 average rating, 197 reviews

Little Piece of Heaven, pool/spa, steps to beach!

Tropical oasis just waiting for you to enjoy! 3 bed, 2 bath home, just steps to the beach, with a private heated pool, hot tub, and tiki bar set in tropical fenced in back yard. Pet friendly house by a dog friendly beach. Two of the bedrooms have king beds and TVs, 55 inch TV in living room, roku for streaming, and all the beach supplies you will need for your stay: Chairs, large popup tent umbrellas, towels, and toys!

Popular amenities for Port St. John rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A refreshing swimming pool is surrounded by landscaping featuring tropical plants and cacti. A canal is visible in the background, showcasing boats and palm trees. The clear blue water of the pool contrasts with the greenery and the serene waterscape beyond.

4.91 out of 5 average rating, 122 reviews

Driftwood

The villa features a modern exterior with a sloped roof and a two-car garage. Palm trees are landscaped around the front yard, which is bordered by well-maintained grass. A clear blue sky provides a bright backdrop to the welcoming entrance.

4.87 out of 5 average rating, 256 reviews

3 bedroom Villa in Kissimmee

An outdoor living area features a comfortable sectional seating arrangement, set on a wooden deck. A shaded dining space with a table and chairs is visible, surrounded by lush greenery and palm trees. In the background, a heated pool glimmers under the sun.

4.88 out of 5 average rating, 208 reviews

Tropical heated pool home, easy walk to the beach!

Home in Colonialtown South

A spacious private pool is enclosed by a screened structure, featuring a basketball hoop at one end. The crystal-clear water is surrounded by a concrete deck, while colorful flags decorate the fencing, adding a friendly vibe to the outdoor space.

4.97 out of 5 average rating, 158 reviews

Private pool home near Downtown

An outdoor space is featured, showcasing a heated pool next to a relaxing seating area. Marina and palm trees can be seen in the background against a colorful sunset sky. Tropical plants add greenery to the serene environment.

4.97 out of 5 average rating, 112 reviews

WaterfrontOasis | HtdPool • Walk2Beach • KBeds

4.93 out of 5 average rating, 119 reviews

A heated swimming pool is surrounded by well-maintained deck chairs and lush landscaping. The two-story condo buildings are visible in the background, featuring balconies and large windows. Clear blue skies enhance the serene atmosphere of the community space.

Home in Avon by the Sea

Ocean Front by Cocoa Beach Pier

4.92 out of 5 average rating, 126 reviews

A spacious heated pool is surrounded by a decorative paved area and vibrant landscaping. Shade sails are positioned above, providing protection from the sun. The outdoor dining set is visible nearby, creating a comfortable space for relaxation and enjoyment.

Home in Port Canaveral

Heated Pool -Beach Acce

4.92 out of 5 average rating, 148 reviews

A private pool glistens under the evening sky, surrounded by tropical palm trees. Adjacently, a thatched Tiki Hut offers shaded seating, while lounge chairs are positioned along the poolside. Soft lighting creates a welcoming ambiance for relaxation and enjoyment.

Home in Port Canaveral

Heated pool/Hot tub/Family Friendly/Walk to Beach

Condo rentals with a pool

4.88 out of 5 average rating, 119 reviews

A spacious outdoor area features several palm trees and seating arrangements with turquoise cushions. The backdrop includes a modern multi-story building. A barbecue area is visible, and lounge chairs are positioned around a sparkling pool, creating an inviting environment for relaxation.

Condo in Orlando

Luxury Condo On I-Drive & One Mile from Universal

4.83 out of 5 average rating, 109 reviews

A modern kitchen is seen, featuring white cabinetry and a speckled granite countertop. Stainless steel appliances, including a microwave and toaster, are positioned conveniently. A small potted plant adds a touch of greenery, while natural light filters in through the window above the sink.

Condo in Winter Park

Lovely Winter Park Home close to Hospitals !

4.88 out of 5 average rating, 248 reviews

A modern studio presents a king-size bed with a plush gray comforter, elegantly complemented by a decorative throw. A cozy seating area features a blue tufted ottoman and stylish bar stools. Large windows allow natural light to fill the space, framed by sheer and dark curtains.

Condo in Orlando

Maria Luz Studio-Huge Terrace/Universal area.

4.92 out of 5 average rating, 103 reviews

A modern kitchen showcases granite countertops and white cabinetry, featuring a stainless-steel sink. The open layout allows a view of the spacious living area, adorned with comfortable seating and a dining table, all framed by large windows that invite natural light and ocean views.

Condo in Satellite Beach

Salt Life Oasis - Direct Oceanfront (End Unit)

4.95 out of 5 average rating, 179 reviews

A view of the harbor is showcased, featuring a marina with several boats docked. Lush green grass and trees frame the foreground, with sunlight casting gentle shadows. The water sparkles in the background, creating a serene setting, ideal for nature watching.

Condo in Melbourne

Harbor-View Oasis w/Pool in Heart of DT Melbourne

Superhost

A refreshing pool area is surrounded by well-maintained landscaping. The crystal-clear water reflects the blue sky, while the wooden fencing offers privacy. Sunlight bathes the space, enhancing the inviting atmosphere of this outdoor retreat.

Condo in Cocoa Beach

4.91 out of 5 average rating, 145 reviews

400 South - Unit G

4.86 out of 5 average rating, 117 reviews

A serene bedroom features a spacious bed adorned with neutral-toned floral bedding. Two bedside lamps provide soft lighting. A comfortable desk area with a chair is positioned nearby, and a window with shutters allows natural light to filter in.

Condo in Canova Beach

Serene King Bed Condo · Half Mile from Beach

4.95 out of 5 average rating, 120 reviews

A view from a private balcony showcases the ocean in the distance, framed by palm trees. Below, the pool area is visible, bordered by lush greenery and seating arrangements. The clear sky enhances the refreshing atmosphere of this coastal setting.

Condo in Port Canaveral

Beach Front Condo Cape Winds Resort Unit 214

Home rentals with a private pool

A well-lit living room features a comfortable leather sofa set arranged around a central coffee table. A flat-screen TV is positioned against the wall, and large sliding glass doors open to the pool area, framed by decorative curtains and indoor plants.

4.78 out of 5 average rating, 256 reviews

Private Pool Home In Seasons Villa

A spacious pool area is enclosed by a screen, featuring a clear blue pool with steps for easy access. Surrounding the pool, a brick patio provides ample space for relaxation. Green grass and low landscaping can be seen in the background, contributing to a serene outdoor setting.

Villa in Kissimmee

Storey Lake 6 Bed Home- King Master on 1st Floor

Villa in Kissimmee

Visit Disney World from a Sunny Home with a Pool

A spacious living area features comfortable seating options with decorative pillows. A glass coffee table occupies the center, surrounded by plush rugs. A dining area with a dark wood table and chairs is visible in the background, accompanied by natural light streaming through nearby windows.

Cozy 4 Bed 3 Bath Pool Hm with Game Room-4450np

A furnished lanai with a glass-top table and comfortable seating is visible, featuring tropical-patterned cushions. The space overlooks the pool and landscaped area below, with lush greenery and resort buildings in the background, providing a relaxing view for moments spent outside.

Home in Orlando

Pool View Penthouse - New!

Four themed bedrooms are displayed, featuring vibrant colors and unique decor. Two bedrooms contain spacious beds with playful beddings, while a game room is visible, showcasing air hockey and colorful wall art, adding to the immersive atmosphere for all guests.

Townhouse in Kissimmee

4323sl-Storey Lake Resort

A spacious backyard features a private pool surrounded by tropical landscaping. Lounge chairs and float accessories are arranged for relaxation. A covered gazebo offers shade, while vibrant inflatable items add color. The setting is designed for outdoor enjoyment and comfort.

Home in Melbourne

Gorgeous Oasis W/ Hot Tub, Pool & Private Theater

A cozy seating area features a beige sofa with decorative pillows, positioned next to a wooden coffee table. Two lamps provide soft illumination beside a plant in a decorative container. Large windows with vertical blinds allow natural light to fill the space, complemented by warm wooden floors.