Home rentals with a pool near Crescent Beach

A heated pool is surrounded by a tiled deck, with lounge chairs available for guests. Palm trees and blue umbrellas create a tropical atmosphere, while the beach and ocean are visible beyond the pool area under a clear blue sky.

4.94 out of 5 average rating, 145 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Amazing 2nd floor unit in building C at the Sarasota Surf & Racquet Club. This fully furnished 2 bed/ 2 bath condo offers a resort view and just steps away from the white sands of Siesta Key Beach. This unit is recently updated with an open floor plan, featuring stainless steel appliances, granite counter tops, kitchen bar with stools, living room, and dining room. This unit has flat screen tv's, ceiling fans, and maid service including linens and bath towels. Washer/dryer located down the hall

A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.

4.89 out of 5 average rating, 139 reviews

Crystal House on Siesta Key Beach

This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

A spacious living area is featured with large windows that allow natural light to fill the room. Comfortable seating includes a sectional sofa, two chairs, and a round coffee table. An expansive flat-screen TV is positioned on the floor, providing entertainment options.

5 out of 5 average rating, 4 reviews

North Water View - Residence 310

Residence 310 - Water View GORGEOUS THIRD FLOOR LUXURY RESIDENCE WITH BEACH VIEWS. Relax in pampered comfort in this beautifully appointed 3-bedroom, 2-and-a-half-bath vacation rental. Located on the third floor, this corner residence faces northeast, yet boasts a thoughtfully placed terrace with expansive views looking north up world-renowned Siesta Beach. Tastefully furnished in modern beach chic, this residence’s open floor plan features a fully-outfitted chef’s kitchen with top-of-the-line

The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.

4.86 out of 5 average rating, 104 reviews

Comfy Siesta Key Condo

Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

The balcony features a cozy seating arrangement comprising two chairs and a coffee table, all set against a stunning ocean view. The turquoise waters and sandy beach are visible beyond the railing, offering a serene backdrop for relaxation.

4.99 out of 5 average rating, 105 reviews

6 Siesta Breakers - Condo, Ocean View, Heated Pool

Luxurious apartment style condo on Siesta Key Beach, Sarasota Florida overlooking the quartz white sand and turquoise waters of the #1 beach in the USA. Enjoy exquisite ocean views from the balcony or just a few steps to the beach. Our gated community positions you steps away from whatever your heart desires (pool, ocean, grocery store, restaurants, live music and local shops). Your options are limitless on Siesta Key. If you need more than one condo check - airbnb.com /h/breakers203

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

4.97 out of 5 average rating, 374 reviews

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

A clear view of the ocean is presented, complemented by lush greenery in the foreground. Buildings line the coastline, and a blue sky with light clouds enhances the scene, creating an atmosphere of tranquility and connection to nature.

4.97 out of 5 average rating, 31 reviews

Penthouse Expansive Ocean Views

The best views! Recently renovated, fully updated, Modern TOP FLOOR unit with expansive OCEAN views and Sarasota Bay, PLUS downtown Sarasota! Fully renovated with quartz countertops in kitchen and bathrooms, stainless steel appliances, luxury vinyl floors and updated furnishings. Enjoy the most colorful sunsets with expansive views right off private balcony, private gated beach access right across the street. Beach to Bay property, dock your boat on property for FREE

A well-appointed kitchen features light-colored cabinetry and countertops, with modern appliances including a microwave and oven. An island provides additional workspace, while a dining area is visible in the background. Soft lighting creates a welcoming ambiance throughout the space.

4.97 out of 5 average rating, 119 reviews

Palm Bay Club! Resort Living on Siesta Key!

Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

4.92 out of 5 average rating, 160 reviews

Cottage on Siesta Key Beachside & Stunning sunsets

Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!

A screened-in lanai is shown, featuring a comfortable rocking chair and a small table. The view through the screens offers a serene perspective of the beach and ocean, complemented by palm trees and manicured greenery outside.

4.77 out of 5 average rating, 39 reviews

LUXURY BEACH CABANA ON SIESTA KEY!

The newly remodeled 2 BR/2 BA Cabana sleeps six people. The spacious Master BR features a plush king with an attached bathroom, a HD flat-screen TV, and plenty of closet space. The Guest BR features 2 full-size beds, HD flat-screen TV, and ample closet space. Living area is perfect for all your entertaining needs! It is fully furnished with plenty of seating, a 60 Inch high definition flat screen TV, and a large dining area.

Aerial view captures the pristine beach alongside the expansive manicured grounds of a gated community. The layout features several buildings with red roofs, centered around a heated salt water pool. The shoreline and beach-goers are visible in the distance.

4.98 out of 5 average rating, 56 reviews

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Steps from the beach, this spacious 2 bedroom condo has everything you will need for your Siesta Key vacation. Located in the beautiful gated community of Siesta Dunes, with heated salt water pool, and its own private beach access, complete with beach chairs, umbrellas and towels. Stroll though the well-manicured grounds on your way to the pool, the sundeck and the beach.

4.98 out of 5 average rating, 107 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Popular amenities for rentals with a pool near Crescent Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 154 reviews

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

The backyard features a newly constructed pool accompanied by a hot tub, both surrounded by vibrant greenery and tropical landscaping. A sun shelf is present in the pool, while a patio area with seating is visible in the background under the shade of trees.

4.98 out of 5 average rating, 104 reviews

Sun-filled cottage with pool, walk to beach

A modern, one-story villa is showcased with a light-colored exterior. The front door is flanked by tropical palm trees and vibrant landscaping. A paved driveway leads to an attached garage, enhancing accessibility in this coastal retreat.

5 out of 5 average rating, 31 reviews

Beach Villa w Garage | Extra Space

A light-filled living area features a comfortable sofa, a wooden coffee table, and a dining space with a round table and chairs. The kitchen is equipped with modern appliances and cabinetry, while beach-themed decor adds a casual touch to the environment.

4.98 out of 5 average rating, 190 reviews

New remodel- 150 Yds to Beach and Restaurants!

5 out of 5 average rating, 158 reviews

A private heated pool is surrounded by lush palm trees and a well-maintained lawn. An outdoor dining area with a large umbrella is visible, along with two lounge chairs positioned near the pool. The area is brightened by clear blue skies and sunlight.

Home in Siesta Key

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

A mid-century structure is set among lush palm trees, showcasing a combination of wooden accents and large glass windows. A curved gravel driveway leads to the front entrance, inviting natural light into the living areas and offering a serene outdoor landscape.

4.92 out of 5 average rating, 140 reviews

St Armand's Mid-Century Oasis

4.9 out of 5 average rating, 156 reviews

A serene beach scene is captured with gentle waves lapping against the shore. The clear water displays various shades of blue and green, while a sandy coastline extends into the distance. People can be seen enjoying the beach, with a bright blue sky overhead.

Home in Siesta Key

Sea Club II Garden House

A bright living room features a large, light-colored couch adorned with patterned cushions. A swing chair hangs in the corner, and a coffee table sits in front of the couch. Soft lighting and large windows enhance the cozy atmosphere.

4.98 out of 5 average rating, 135 reviews

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Apartment rentals with a pool

A modern kitchen features white cabinetry and a spacious counter. Stainless steel appliances, including an oven and microwave, are visible. A decorative beach sign adorns the wall, and a bowl of fresh fruit sits on the counter, adding a pop of color to the bright space.

4.86 out of 5 average rating, 194 reviews

Private Beach & Bay view

4.85 out of 5 average rating, 125 reviews

Beach Retreat - Jamaica Royale Unit #52

A view from above showcases the lush, landscaped grounds of the condo complex, featuring curving pathways and palm trees. In the foreground, a heated pool is visible, with beach access just beyond. The serene beach and expansive ocean create a welcoming atmosphere.

4.83 out of 5 average rating, 139 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

A spacious living area features comfortable wicker furniture and a neutral color palette. Large glass doors provide views of the greenery outside, while a subtle area rug adds texture to the tiled floor. A decorative painting is mounted on the wall, enhancing the coastal theme.

4.95 out of 5 average rating, 22 reviews

Siesta Key - Intracoastal, Pool & the Beach!

A cozy living area is depicted, featuring a comfortable sofa and two light blue armchairs. A wooden coffee table is centered in the space, while a small TV is positioned on a decorative cabinet. Soft lighting from floor lamps enhances the inviting atmosphere.

4.84 out of 5 average rating, 161 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

An expansive view showcases the Gulf waters and sandy beach from a fourth-floor corner unit. Lounge chairs are visible on the beach, while a balcony railing frames the scene. Bright skies are complemented by gentle waves rolling onto the shore.

4.93 out of 5 average rating, 75 reviews

Beach & Pool Open! Direct Beachfront Condo! Sunset

A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.

4.9 out of 5 average rating, 128 reviews

Siesta Key Beach Front Condo

4.79 out of 5 average rating, 103 reviews

Beachwalk Townhouse with view of Gulf of Mexico

Other holiday rentals with a pool

4.96 out of 5 average rating, 27 reviews

Home in Siesta Key

Luxury Canal-Front Home + Heated Pool Near Beach

5 out of 5 average rating, 3 reviews

Topsail Cottage | SK Home w/ Rooftop Views of Gulf

4.97 out of 5 average rating, 33 reviews

Bungalow in Siesta Key

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

5 out of 5 average rating, 7 reviews

New listing - Pool Home, 500ft to Beach!

Palm thatched umbrellas provide shade over teal lounge chairs arranged on a sandy beach. The shoreline is visible in the distance, with clear blue skies overhead and beach equipment scattered in the background, enhancing a relaxed beach atmosphere.

4.83 out of 5 average rating, 12 reviews

Condo on Siesta Beach with a view!

A view of the beach is captured from a balcony, showcasing the expanse of the Gulf of Mexico and the white sandy shore. Lush green landscaping lines the pathway leading to the beach, framed by palm trees. Sunlight illuminates the scene, accentuating the tranquil atmosphere.

4.96 out of 5 average rating, 45 reviews

Siesta Key Beachfront Condo - Private beach access

The balcony view captures the serene expanse of the Gulf of Mexico, with clear blue waters meeting the sky. Nearby, beach chairs and umbrellas are arranged on the sandy shore, enhancing the inviting coastal atmosphere.

5 out of 5 average rating, 7 reviews

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