Become a host

Home rentals with a pool near Crescent Beach

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for rentals with a pool near Crescent Beach

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Top guest favorite
A screened-in pool area features a sparkling pool surrounded by a spacious patio. Lounge chairs provide seating options, while colorful floaties rest on the water's surface. The backyard is lined with lush greenery, offering a sense of privacy and relaxation.
Home in Sarasota
4.98 out of 5 average rating, 145 reviews

Gorgeous Home / Heated Pool and Spa

Guest favorite
A heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.
Home in Sarasota
4.93 out of 5 average rating, 106 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

Top guest favorite
A heated pool with a curved shape is surrounded by a screened patio, featuring lounge chairs positioned for relaxation. A spacious covered area showcases seating and dining options, with views of lush greenery and wooden fencing providing privacy.
Home in Sarasota
4.97 out of 5 average rating, 249 reviews

Your private retreat near Siesta Key Beach.

Guest favorite
A screened outdoor area features a heated pool accompanied by a spacious seating arrangement. A dining table with chairs sits shaded under an umbrella, while lounge chairs are positioned nearby. Lush greenery provides a natural backdrop, enhancing the inviting space.
Home in Sarasota
4.96 out of 5 average rating, 148 reviews

Beautifully Remodeled Home with Pool Near Siesta

Top guest favorite
A serene private pool area is framed by lush greenery and palm plants, with a view of a white fence. Two blue Adirondack chairs sit on the grass beside the pool, inviting relaxation under the sun.
Home in Siesta Key
5 out of 5 average rating, 150 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

Guest favorite
The exterior of a well-maintained condominium is displayed, featuring a two-car garage and neatly trimmed hedges. Palm trees and lush landscaping frame the entrance, while a clear blue sky enhances the tropical feel of the setting.
Home in Sarasota
4.88 out of 5 average rating, 164 reviews

5 minutes to private Siesta Key Beach + 2 pools

Guest favorite
A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.
Home in Sarasota
4.93 out of 5 average rating, 102 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Top guest favorite
A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.
Home in Sarasota
4.94 out of 5 average rating, 125 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Condo rentals with a pool

Guest favorite
A swimming pool is surrounded by a white fence and lounge chairs, with a tiki hut nearby. Lush trees provide shade, and the view extends to the water in the background under a clear blue sky, creating a serene atmosphere.
Condo in Siesta Key
4.87 out of 5 average rating, 104 reviews

Bayside Sunrise Cottage on Siesta Key!

Guest favorite
A spacious swimming pool is surrounded by palm trees and lounge chairs, reflecting clear blue skies. The pool area is well-maintained, and the building's balcony overlooks the pool, providing a serene atmosphere for relaxation.
Condo in Siesta Key
4.89 out of 5 average rating, 125 reviews

Crystal House on Siesta Key Beach

Guest favorite
A large outdoor heated swimming pool is surrounded by a spacious patio area, featuring numerous reclining lounge chairs arranged neatly along the edge. Palm trees provide shade, while the backdrop includes the condominium buildings and designated parking spaces.
Condo in Siesta Key
4.93 out of 5 average rating, 104 reviews

Siesta Key Gulf Front Condo

Guest favorite
A large heated pool is visible, surrounded by lounge chairs for relaxation. Tall palm trees frame the area, and the building's exterior provides a backdrop. The clear blue water reflects the sunny sky, inviting guests to enjoy a refreshing swim.
Condo in Sarasota
4.86 out of 5 average rating, 152 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

Guest favorite
A clear heated pool is seen with shimmering blue water, accompanied by several lounge chairs positioned around the poolside. The area is landscaped with greenery, and a shaded pavilion is observable in the background.
Condo in Longboat Key
4.88 out of 5 average rating, 113 reviews

Sunset and beach view from your balcony Unit 403

Top guest favorite
A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.
Condo in Sarasota
5 out of 5 average rating, 57 reviews

Breathtaking Beachfront Views in Siesta Key

Top guest favorite
An oceanfront view is captured from the private lanai, showcasing the serene blue waters of the Gulf of Mexico and a heated pool below. Palm trees frame the scene, and beachgoers can be seen in the distance enjoying the sandy shore.
Condo in Longboat Key
4.98 out of 5 average rating, 201 reviews

Condo with a View 1: Direct Oceanview!

Guest favorite
The outdoor pool area features a clear blue pool surrounded by lounge chairs and shaded tables. Bright turquoise umbrellas provide shade over the tables, and a thatched-roof structure is visible nearby. Lush palm trees and the serene intercoastal waterway create a peaceful backdrop.
Condo in Siesta Key
4.85 out of 5 average rating, 157 reviews

The Key to a Great Vacation!

Other vacation rentals with a pool

Top guest favorite
Home in Sarasota
4.97 out of 5 average rating, 78 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Guest favorite
An expansive Olympic-size pool is set within a landscaped area, surrounded by palm trees and lush greenery. Sun loungers are arranged along the poolside, with umbrellas providing shade. The clear blue water reflects a bright sky, creating a relaxing atmosphere.
Condo in Siesta Key
4.98 out of 5 average rating, 55 reviews

2 BR condo in Siesta Key w/ Private beach access

Guest favorite
A heated swimming pool is surrounded by a paved deck, furnished with blue lounge chairs and umbrellas. Lush greenery is visible in the background, and a clear blue sky stretches overhead, enhancing the open atmosphere of the area.
Home in Siesta Key
4.77 out of 5 average rating, 523 reviews

Beachfront Getaway in Siesta Key

Top guest favorite
Home in Siesta Key
4.99 out of 5 average rating, 88 reviews

Relax in a Private Tropical Retreat on Siesta Key!

Guest favorite
A heated community pool area features several lounge chairs arranged around the water. Bright blue umbrellas provide shade, while a building backdrop offers additional seating. The sky above is filled with fluffy clouds, creating a relaxed atmosphere for guests enjoying the pool.
Condo in Sarasota
4.85 out of 5 average rating, 78 reviews

Private Beach Access.WiFi. Pool. Grill. Siesta Key

Superhost
A heated swimming pool is depicted, surrounded by a spacious deck. Light blue water reflects the sky above, while gentle curves outline the pool's edge. Lounge chairs are arranged around the perimeter, offering seating options. Palm trees are visible in the background, enhancing the tropical setting.
Condo in Siesta Key
4.76 out of 5 average rating, 38 reviews

LUXURY BEACH CABANA ON SIESTA KEY!

Top guest favorite
A private deck overlooks Heron Lagoon, featuring a dining table with two chairs shaded by a large blue umbrella. Two lounge chairs sit invitingly on the deck, alongside lush greenery and trees that frame the tranquil water view.
Bungalow in Siesta Key
5 out of 5 average rating, 14 reviews

Lagoon, pool, the Ringling at Siesta Key Bungalows

Superhost
A well-maintained pool area is featured, showcasing a large swimming pool accompanied by a hot tub. Multiple lounge chairs are arranged around the pool, and umbrellas provide shaded spots. The building looming in the background is part of the Crescent community, visible under a clear blue sky.
Condo in Sarasota
5 out of 5 average rating, 5 reviews

Balcony Beach Views of Siesta Key, Gym, 2 Pools!

Quick stats about rentals with a pool near Crescent Beach

  • Total rentals

    720 properties

  • Nightly prices starting at

    € 51 before taxes and fees

  • Total number of reviews

    15K reviews

  • Family-friendly rentals

    560 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

Destinations to explore