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Vacation rentals with a pool in Pinellas County

Find and book unique homes with a pool on Airbnb

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Vacation rentals for every style

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Popular amenities for Pinellas County rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Guest favorite
A spacious outdoor area features a heated pool surrounded by tropical landscaping. A paved patio borders the pool, and a screened patio is visible in the background. Sunlight reflects off the water, creating a serene atmosphere, while a nearby umbrella offers shaded seating.
Home in Largo
4.87 out of 5 average rating, 125 reviews

The Paradise Cove No. 2

Guest favorite
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.
Home in Largo
4.95 out of 5 average rating, 176 reviews

The Palm House | Heated Pool

Top guest favorite
A spacious living area is complemented by vibrant wall murals, featuring a mix of warm and cool tones. Two sitting areas contain a light gray sofa and a green sectional, both arranged around a round coffee table. A large TV is mounted on the wall, and natural light fills the space.
Home in Clearwater
4.97 out of 5 average rating, 148 reviews

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Superhost
A clear solar-heated pool is surrounded by a screened enclosure, with lounge chairs and tables positioned for relaxation. The pool features a gentle curve and is illuminated with natural light. A gas grill is visible in the background, enhancing outdoor dining options.
Home in Largo
4.79 out of 5 average rating, 434 reviews

Spacious Home Solar-Heated Pool and Spa

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, 109 reviews

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

Guest favorite
A heated pool is set in a tranquil outdoor area surrounded by lush palm trees and tropical plants. Comfortable lounge chairs are positioned nearby, and a colorful pool float is seen resting on the water's surface. A paved patio area provides ample space for relaxation.
Home in Largo
4.95 out of 5 average rating, 135 reviews

Beautiful Heated Pool house, 10 mins to the beach!

Guest favorite
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, 138 reviews

Stunning Lakefront-King bed - 10 min to beaches

Guest favorite
A private swimming pool is set within a fenced outdoor area, surrounded by tropical landscaping. Sunlight reflects off the water's surface, and a ladder provides easy access to the pool. The patio area features light-colored decking to facilitate relaxation and enjoyment.
Home in Seminole
4.88 out of 5 average rating, 114 reviews

Tropical Pool house- close to beach & Lake

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Condo rentals with a pool

Guest favorite
A large swimming pool is surrounded by lush palm trees and lounge chairs. The pool features a winding shape with a hot tub adjacent to it. Resort-style amenities are visible in the background, with a two-story building lined with windows overlooking the pool area.
Condo in Clearwater
4.97 out of 5 average rating, 129 reviews

Spotless 2 BR/2 BA Retreat w/ A+ Pool, 3m to Beach

Superhost
The pool area features a round table with four chairs under a large umbrella, surrounded by vibrant landscaping. Adjacent, a wide view of the beach displays soft white sand and a lone yellow beach umbrella on the shore.
Condo in Redington Beach
4.85 out of 5 average rating, 612 reviews

Florida Island Beauty@theBeach@with Heated Pool

Top guest favorite
A spacious heated pool is surrounded by lush palm trees and well-maintained landscaping. Comfortable lounge chairs are positioned along the poolside, providing ample relaxation spots. The pool area is framed by the community buildings, creating a welcoming atmosphere for guests.
Condo in Clearwater
4.99 out of 5 average rating, 118 reviews

Seasalt Breeze private unit No hidden fees

Guest favorite
A clean, inviting pool area is set within a lush tropical landscape. Lounge chairs line the deck beside the pool, which is surrounded by vibrant green plants. The clear blue water reflects the bright sky and nearby buildings, creating a relaxing outdoor ambiance.
Condo in Largo
4.89 out of 5 average rating, 219 reviews

Modern and Cozy Condo 6 Minutes from the Beach !

Top guest favorite
A heated pool is surrounded by a spacious deck, featuring lounge chairs and shaded seating areas. Tropical landscaping and palm trees provide a relaxing atmosphere. The building in the background showcases multiple windows and arches, enhancing the community feel.
Condo in Clearwater
4.95 out of 5 average rating, 124 reviews

Bright and Spacious 1Bed/1Bath condo.

Guest favorite
A serene beachfront view is captured under a clear blue sky. The vivid turquoise water reflects sunlight, creating a shimmering pathway across the calm sea. Gentle waves roll onto the soft sandy shore, where a person is seen walking along the beach.
Condo in North Redington Beach
4.9 out of 5 average rating, 114 reviews

Toes in the Sand Beachfront penthouse condo

Guest favorite
The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.
Condo in Indian Shores
4.95 out of 5 average rating, 120 reviews

Tropical Beachfront Penthouse-Beach Cottages

Guest favorite
The image shows a heated pool surrounded by a patio area with lounge chairs. Palm trees provide shade, and the two-story building encircling the pool features balconies. Well-maintained landscaping adds greenery to the setting, creating a peaceful atmosphere.
Condo in Redington Beach
4.88 out of 5 average rating, 153 reviews

Royal Orleans at Redington Beach ( Studio 203 )

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Other vacation rentals with a pool

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, 14 reviews

Modern Coastal Retreat

Top guest favorite
A heated salt-water pool is surrounded by lush tropical foliage, including palm and banana trees. Comfortable seating with decorative cushions is arranged around a stone patio, featuring a firepit and vibrant landscaping. A pink flamingo float adds a playful touch to the serene setting.
Home in Seminole
4.96 out of 5 average rating, 77 reviews

4BR-Heated Pool-Theater-Golf-Fire Pit-Beach<5 Min

Guest favorite
The exterior of a two-story condo is showcased, featuring a well-maintained entrance with a concrete pathway bordered by lush green grass. The building has multiple windows and a combination of beige and brown siding, along with a row of palm trees enhancing the tropical setting.
Apartment in Oldsmar
4.86 out of 5 average rating, 14 reviews

Cozy Private 2BR FL condo

Guest favorite
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

Superhost
A spacious outdoor area features a private pool surrounded by a screened lanai. Multiple lounge chairs and a patio table with seating are visible, alongside a vibrant green chair. Bright blue skies reflect on the water, enhancing the tropical setting.
Home in Seminole
5 out of 5 average rating, 5 reviews

Poolside Tropical Retreat - 5 mins to the beaches

Guest favorite
The living room features a cozy seating arrangement with a light beige love seat and a sleeper sofa bed, complemented by decorative blue accents. A large flat-screen TV is mounted on the wall, and a dining area with a table for six is visible in the background.
Condo in Clearwater
4.93 out of 5 average rating, 44 reviews

Cozy Renovated 1 BR w/ Pool view & King size bed!

Guest favorite
An open living area showcases large sliding glass doors with stunning ocean views. A comfortable seating arrangement features a dark leather couch and coordinating throw pillows. A modern ceiling fan hangs above, while a dining table is set with a centerpiece and blue accents.
Condo in Indian Rocks Beach
5 out of 5 average rating, 16 reviews

Sea Side Sunsets Unit C

Top guest favorite
An outdoor living area features comfortable seating with blue cushions and patterned throw pillows. A spacious pool is seen in the background, surrounded by lounge chairs and shaded by umbrellas. The area includes a dining table and a hot tub adjacent to the pool.
Home in Clearwater
5 out of 5 average rating, 18 reviews

Family-Friendly Oasis~Sports Court~Heated Pool~Spa

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