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Vacation rentals with a pool in Pinellas County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Pinellas County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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A vibrant mural reading 'Sunshine State of Mind' adorns the exterior wall of the house near the saltwater pool. Smooth concrete surrounds the pool, and large windows provide a view into the inviting indoor space, contributing to a cheerful outdoor atmosphere.

Home in Seminole

4.95 out of 5 average rating, 122 reviews

Heated Pool & Hot Tub 0.7 mile from Beach

Welcome to our beach house! This is the perfect place for a family vacation or friend getaway. Why We Love The Home: - 0.7 miles from the beach and tons of restaurants/attractions - Resort style backyard with saltwater pool, hot tub, mural for photos and outdoor shower - Quiet and safe neighborhood - Perfect kitchen for entertaining with double ovens Beaches: - 2 min to Indian Shores & Redington Beaches - 10 min to Madeira & Indian Rocks - 20 min to Clearwater & St. Pete Enjoy your stay!

Top guest favorite

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

Home in Clearwater

4.99 out of 5 average rating, 118 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Top guest favorite

Home in Clearwater

4.98 out of 5 average rating, 172 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's w/ Sling & Roku. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

An outdoor patio area features a dining table adjacent to a heated pool. Lounge chairs are positioned nearby, under a screen enclosure. The pool is framed by a laid stone surface, with a view of lush greenery beyond the surrounding fence.

Villa in St. Petersburg

4.95 out of 5 average rating, 117 reviews

Heated Pool! Huge Walk In Shower! 5 min to beach!

Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

A tranquil pool is framed by a sunlit deck, featuring clear turquoise water. Lush greenery surrounds the pool area, and a white heron stands beside the water, contributing to the serene lakeside atmosphere. Puffy white clouds accentuate the expansive blue sky above.

Home in Seminole

4.9 out of 5 average rating, 133 reviews

Stunning Lakefront-King bed - 10 min to beaches

Relax with the whole family by the lake! Get out the fishing rods to catch bass in the lake. This gorgeous house has everything you need for a perfect vacation! Grill out and have dinner while watching the sunset by the lake, enjoy a perfect swim in the amazing heated pool, or just sit back and enjoy the view. We have recently upgraded to a salt water pool, making the water gentler on your skin, eyes and hair. The home is a short 10-minute drive to the beach access. Pet friendly with a fee.

Top guest favorite

A tranquil private backyard features a clear pool surrounded by concrete decking and lush landscaping. Lounge chairs are positioned near the water, with palm trees providing shade. A charcoal grill is visible on the side, and the home’s exterior is painted in soft, inviting tones.

Home in Seminole

4.95 out of 5 average rating, 107 reviews

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

Welcome to your beautiful and spacious rustic coastal-style oasis! Perfect for up to 8 guests. This immaculate updated home is located in Rustic Pines - a quiet area close to Indian Rocks Beach and the new Seminole Shopping Center. Enjoy your private backyard with a pool and luscious landscaping. Walk to shopping, dining, entertainment, and park with trails. 7 min to Largo Golf Course and only 9 min to Splash Harbor Water Park. Every effort has been made to make your vacation memorable!

Top guest favorite

An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.

Home in Seminole

4.99 out of 5 average rating, 118 reviews

Tootsie’s Beachside Retreat

LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

Top guest favorite

A spacious outdoor pool area is visible, featuring a large swimming pool surrounded by lounge chairs and seating areas. A pergola provides shade, while decorative planters add greenery. The area is enclosed by a privacy fence, creating a secluded retreat.

Home in Seminole

4.99 out of 5 average rating, 313 reviews

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING

UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!

Top guest favorite

A community pool area is highlighted in a softly lit setting at night, surrounded by palm trees. Loungers are arranged around the pool, offering a space for relaxation. The clear sky features light cloud cover, creating a serene ambiance over the inviting waters.

Townhouse in Clearwater

4.99 out of 5 average rating, 112 reviews

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Top guest favorite

A spacious outdoor area features a large checkers and chess board on a checkered surface, surrounded by vibrant green artificial grass. A pool area is visible in the background, with a privacy fence and sunlit space for leisure activities.

Home in Pinellas Park

4.98 out of 5 average rating, 132 reviews

Insta Worthy Retreat - Heated pool-putt putt | Bar

Looking for a place the whole family/group can enjoy? This centrally located MODERN house is not only full of fun and style but equipped with everything you could need. Think of it as your true home away from home. Guests will love the Instaworthy Retreat with features like 5 hole mini golf, giant outdoor games, a heated pool, 5000 arcade games and of course, photo ops. Located 6 miles to the beach or Downtown St. Pete this home is the perfect place to getaway.

A shaded outdoor space features two hanging egg chairs and a wooden coffee table, surrounded by a striped rug. A comfortable seating area with a love seat and additional chairs faces the pool, while large glass doors provide access to the interior.

4.94 out of 5 average rating, 104 reviews

Palm Paradise - Family Amenities+Central Location

Welcome to Palm Paradise! Under a magnificent tree, this modern home is perfectly laid out & well equipped, especially for families with children. Whether it's time to relax or play, this extraordinary home has something for everyone! Enjoy those Florida nights in the bohemian inspired outdoor space or heated pool. Gather the group to play mini golf, outdoor bowling, corn hole or one of our many games inside and out. The ultimate vacation awaits you.

Top guest favorite

The grotto pool features natural rock formations, surrounded by tropical foliage and palm trees. Two lounge chairs are positioned near the water's edge, and the pool area is framed by a white railing that complements the inviting landscape.

Home in Oldsmar

5 out of 5 average rating, 143 reviews

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

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Convenient locations with everyday essentials

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Intimate homes. inviting architecture

Popular amenities for Pinellas County rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

An inviting pool area is softly illuminated in the evening light, featuring a heated saltwater pool beside a jacuzzi. A white picket fence outlines the space, with outdoor seating and dining visible in the background, creating a harmonious outdoor retreat.

Home in Safety Harbor

5 out of 5 average rating, 19 reviews

Paradise by the Park

The backyard showcases a heated pool surrounded by a child safety fence, set against a bright sky. A screened patio is present near the pool, along with a grassy area providing a relaxing outdoor space for guests. The living room features a light grey sofa, a round coffee table, and a wall-mounted TV.

4.95 out of 5 average rating, 176 reviews

The Palm House | Heated Pool

Top guest favorite

A private pool is surrounded by tropical palm trees and lounge chairs, providing a serene outdoor space. The sleek, inviting water reflects the clear blue sky, while a shaded dining area with an umbrella offers a comfortable spot for relaxation and gatherings.

Home in Indian Rocks Beach

5 out of 5 average rating, 8 reviews

𖤓Beach Getaway: Pool & Steps to the Shore𖤓

Top guest favorite

A light-filled living area features a comfortable sectional sofa and two plush armchairs arranged around a glass coffee table. Artwork adorns the walls, adding visual interest. A staircase is visible in the background, leading to additional living spaces.

Home in Clearwater

4.94 out of 5 average rating, 52 reviews

Central location with a Swimming pool!

Home in Seminole

4.97 out of 5 average rating, 157 reviews

The Ultimate Vacation Pool Home w/Tiki and Cottage

Top guest favorite

Home in Seminole

5 out of 5 average rating, 81 reviews

Gorgeous Home with Heated Pool Near Beaches

An outdoor pool area is highlighted by a blue pool surrounded by a spacious patio. Comfortable seating arrangements are positioned nearby, with views of palm trees and the intercoastal waterway. Cloudy skies add a dynamic backdrop to this inviting al fresco space.

Home in Indian Rocks Beach

4.92 out of 5 average rating, 12 reviews

370 Turtle Cove on La Hacienda

A spacious living room is highlighted by a large sectional sofa and a decorative coffee table. An elegant entertainment unit displays a flat-screen TV, while sheer curtains frame the large windows, allowing natural light to brighten the modern space.

Home in Seminole

5 out of 5 average rating, 25 reviews

Luxury Home in Seminole

Condo rentals with a pool

Top guest favorite

A spacious living area features a light beige sectional sofa paired with a glass coffee table. A large flat-screen television is positioned near a potted plant. Bright turquoise and soft yellow walls complement the cozy atmosphere, while a ceiling fan provides comfort.

Condo in Clearwater

4.97 out of 5 average rating, 128 reviews

Key West Retreat, 2 Bdrm, A+ Pool, 2.9 mi to Beach

A balcony view features two cushioned chairs adorned with pink pillows, overlooking a quiet street leading to the beach. Palm trees and lush greenery frame the scene, while the ocean is visible in the distance. Bright blue skies enhance the coastal atmosphere.

Condo in Clearwater

4.99 out of 5 average rating, 156 reviews

Newly Reno Luxury Condo 30 Steps to Paradise

Top guest favorite

The living area features a comfortable sofa and two accent chairs surrounding a glass coffee table. Natural light filters in through large windows adorned with soft drapes. Decorative art pieces are displayed on the walls, complementing the cozy and inviting interior.

Condo in Clearwater

4.99 out of 5 average rating, 112 reviews

Dock of the Bay, Coastal Elegance | Walk to Beach!

A serene pool area is framed by white fencing and palm trees, with lounge chairs positioned around the water. The clear blue pool features gentle steps leading in, reflecting the surrounding structures in sunlight.

Condo in Indian Rocks Beach

4.92 out of 5 average rating, 109 reviews

Beautiful condo on the beach with heated pool!

A clear view of the pool area features a well-maintained heated pool surrounded by paved walkways. Lounge chairs are positioned nearby, with lush greenery and well-kept bushes framing the scene, enhancing the tranquil outdoor environment.

Condo in Clearwater

4.93 out of 5 average rating, 148 reviews

Beachfront Condo with Centerline Sunsets

Top guest favorite

A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.

Condo in St. Petersburg

4.98 out of 5 average rating, 275 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Top guest favorite

Condo in Treasure Island

4.99 out of 5 average rating, 194 reviews

Spectacular beach to bay views from this resort.

Top guest favorite

A beachfront balcony features a round table with four striped chairs, inviting outdoor relaxation. The expansive view showcases sandy shores meeting the calm turquoise waters under a clear blue sky. Sliding glass doors provide easy access to the living space.

Condo in Indian Shores

4.99 out of 5 average rating, 106 reviews

Five Star Beachfront Condo Newly Renovated

Other vacation rentals with a pool

Top guest favorite

An outdoor area features a heated private pool surrounded by tropical landscaping, including palm trees and lounge chairs. A Tiki Bar with colorful glassware is visible, alongside a playful pink pool float. Bright umbrellas provide shade, creating a vibrant and inviting atmosphere.

Home in Seminole

5 out of 5 average rating, 16 reviews

4 Br Oasis~Pool~Tiki Hut~Hot Tub~Ping Pong~Arcade

A cozy bedroom features a spacious bed adorned with soft pillows and a light blanket. Natural light enters through the partially covered window, while two modern light fixtures flank the headboard. A decorative plant sits atop a small side table, complementing the neutral decor.

Apartment in Clearwater

4.94 out of 5 average rating, 16 reviews

Fantastic Condo at Avalon - Fully Renovated!

Top guest favorite

A newly renovated outdoor area features a sparkling swimming pool accompanied by a hot tub. A shaded seating area with a dining table is present, along with lounge chairs positioned beside the pool. Lush greenery and a clear blue sky enhance the inviting ambiance.

Home in St. Petersburg

5 out of 5 average rating, 13 reviews

Modern Coastal Retreat

Top guest favorite

A cozy living room corner is designed with a comfortable sectional sofa adorned with cushions in shades of yellow and black. Artwork featuring abstract designs is displayed on the walls. A round coffee table sits in front, complemented by a small yellow ottoman.

Condo in Clearwater

4.97 out of 5 average rating, 87 reviews

Welcome to your vacation home

An outdoor patio is featured, surrounded by lush greenery and offering a clear view of the sandy beach and ocean. A round table is set with four chairs, while a lounge chair is tucked nearby. A spiral staircase leads to an upper level, enhancing the space's appeal.

Condo in Belleair Beach

5 out of 5 average rating, 8 reviews

Sonrisa 1 - | Beachfront Condo in Belleair Beach

Top guest favorite

The outdoor area features a private pool surrounded by lounge chairs, with a built-in spa adjacent to the pool. Lush greenery and palm trees provide a tropical feel. The multi-level home is visible in the background, showcasing large windows that enhance the scenic view.

Villa in Indian Rocks Beach

5 out of 5 average rating, 47 reviews

Villa Blanca - Waterfront Midcentury Modern Home

Top guest favorite

A spacious sleeping area features a light wood ceiling and soft natural light from the window, enhancing the calm ambiance. A large bed is complemented by two wooden stools, and a bookshelf filled with books adds character to the room. A patterned area rug anchors the space.

4.92 out of 5 average rating, 50 reviews

Unique Home by Clearwater | Trusted Host Team

A tranquil backyard oasis features a heated pool and spa surrounded by palm trees. Sun loungers are positioned for relaxation beside the pool. A vibrant pink float and colorful seating enhance the inviting atmosphere, while a hammock is partially visible amid the lush greenery.

Home in Redington Beach

4.95 out of 5 average rating, 41 reviews

Tranquil "Ocean Breeze Retreat"

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