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Vacation rentals with a pool in Manasota Key

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Top-rated rentals with a pool in Manasota Key

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

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A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.

Guesthouse in Englewood

4.91 out of 5 average rating, 272 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Top guest favorite

An aerial view showcases a charming beach town along the coastline, with the ocean's turquoise waters visible in the background. Several buildings with distinct architectural styles blend harmoniously, while palm trees punctuate the landscape, enhancing the coastal ambiance.

Home in Manasota Key

5 out of 5 average rating, 42 reviews

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

Top guest favorite

A vibrant coral wall features a large mural showcasing 'Sunset Beach Retreat' with a colorful beach umbrella. Hanging swings with plush cushions provide a cozy spot for relaxation, surrounded by tropical plants and pavers adding to the outdoor ambiance.

Home in Englewood

5 out of 5 average rating, 21 reviews

Beach Retreat, Families, Bachelorette, Pool, Kayak

Your dream beach getaway awaits at Sunset Beach Retreat, on Manasota Key— 2 blocks from the beach! Whether you’re planning a family vacation or a girls’ weekend, this retreat has everything you need for relaxation, adventure, and unforgettable memories. Unwind and recharge with our heated pool, 5-person infrared sauna, and cold plunge. For those who love to stay active, enjoy our kayaks, kids play set, bicycles, putting green, or rent our 6-person golf cart to explore the island in style.

Top guest favorite

The outdoor pool area features a clear blue pool with a shallow entry. Surrounding the pool are various seating options, including lounge chairs and a table with chairs, all under a screened enclosure allowing natural light to filter through.

Home in Englewood

4.84 out of 5 average rating, 205 reviews

Manasota Beach Home w/heated pool walk to beach

Custom built large home only 2 blocks to Manasota Beach. Most guests walk and a beach wagon is provided. Located in a quiet neighborhood with easy access to downtown Venice and Englewood. Very large and private lot with beautiful mature palms! The home has tray and soaring vaulted ceilings. The whole home opens up onto the pool area with sliders in every room. The bedrooms are configured in a split style with the very large master suite being totally private. Rare beach home for rent left!

An aerial view captures the beachfront property surrounded by palm trees and lush greenery. The ocean is visible in the distance, framed by clear blue skies. A sandy path leads from the building to the beach, emphasizing the proximity to the water.

Condo in Englewood

4.79 out of 5 average rating, 129 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY LOCAL RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with pool access. Complimentary grill for your dinner paired with an amazing Gulf sunset. Your morning coffee is on us! Beach chairs & towels supplied. Kitchen is updated and all utensils supplied. Master Bedroom has a queen sized bed. Boat dock slip available upon request. HEATED POOL located directly across the street.

Top guest favorite

A private pool area is enclosed with a screen for comfort and protection. Bright blue umbrellas provide shade over several lounge chairs, while rocking chairs are positioned nearby. Sunlight reflects off the water, creating a serene atmosphere amidst green landscaping.

Home in Englewood

5 out of 5 average rating, 109 reviews

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

Welcome to the Aqua Oasis! This home was built in 2020 and located just 6 miles to multiple beaches in sunny Englewood, FL! The home consists of 3 bedrooms & 2 full baths, an option to heat the outdoor pool, relaxing outdoor chairs around a gas fire pit, fenced in back yard to let your pets roam, and a gas grill to whip up your favorite meals! If your family desires your own, private space and private pool, but you want close proximity to local beaches- THIS IS FOR YOU!

An aerial view captures a spacious outdoor area featuring a heated saltwater pool bordered by lounge chairs and wooden furniture. Lush palm trees and plants surround the patio, while a vibrant yellow house provides a cheerful backdrop.

Home in Englewood

4.91 out of 5 average rating, 140 reviews

Island Home & Casita, Pool, Golf Cart, Beach

Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!

The image showcases a view of a peaceful waterfront and private docks from the living area. Inside, a modern kitchen and cozy living room are highlighted, featuring a gray sofa and tall bar stools. A spacious bedroom with a blue bedspread is presented, offering natural light through nearby windows.

Condo in Englewood

4.96 out of 5 average rating, 55 reviews

Boat dock-pool-private beach-fishing-1 Bedroom

Enjoy beach living by fishing from the private dock, swimming in the pool or walking across the street to a private beach! This 1 bed unit has a fully stocked kitchen, washer/dryer in unit, King sized bed & Sofa bed, walk in shower, living room TV, & AC. Reserved covered parking, close to restaurants or hop on the shuttle to explore. Docks can be reserved but need to be approved prior to your stay. Strict no smoking policy inside unit. $175 cleaning fee

A sparkling swimming pool features clean, blue water surrounded by a spacious pool deck. The area is enclosed by a white fence, providing a safe environment. Sun loungers are positioned nearby, offering a place to relax under the clear sky.

Condo in Englewood

4.88 out of 5 average rating, 197 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

A balcony overlooking a tranquil bay features a table surrounded by four chairs. A fan hangs from the ceiling, and the view includes boats docked in the water and lush palm trees below. Bright blue skies create a serene backdrop.

Condo in Englewood

5 out of 5 average rating, 20 reviews

Bay Watch @ManasotaKeyCondos

COMPLETELY RENOVATED IN 2024! Open floor plan, end unit. This unit overlooks beautiful Lemon Bay. This end unit comes with an additional balcony off the bedroom with a unique 180 degree beach to bay view. Less than a two minute walk to the Gulf of Mexico Beach and just steps away from the heated swimming pool and the best island restaurants. Enjoy the comfort of overseeing your boat parked at the dock.

Top guest favorite

A view of the serene ocean is displayed from a balcony, featuring a round table accompanied by four white Adirondack chairs. Lush greenery is visible in the foreground, while a clear blue sky and gentle clouds complement the tranquil water.

Condo in Englewood

5 out of 5 average rating, 16 reviews

Beach Bliss Retreat on Manasota Key - Ocean View

Welcome to our ocean view property, perfect for a relaxing getaway! Enjoy stunning views, walk to restaurants, and indulge in activities like jet skis, kayaking, beach yoga, fishing charters, parasailing, sunset boat trips, and local golf courses. After fun filled day, hang out by the pool with your favorite poolside cocktail! Book now for a serene escape filled with adventure and breathtaking beauty.

Top guest favorite

Apartment in Englewood

5 out of 5 average rating, 232 reviews

The Oz Parlor 2.9 mi beach hot tub pool

The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless I have Netflix and Amazon prime. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.

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Popular amenities for Manasota Key rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A contemporary two-story home is depicted overlooking a serene pond. A fountain creates gentle ripples on the water's surface, while palm trees and lush greenery frame the scene, contributing to an inviting outdoor setting.

Home in Placida

5 out of 5 average rating, 13 reviews

Sea La Vie

A spacious pool area is enclosed by a screened lanai, featuring a rounded pool with a gentle slope and clear water. Comfortable seating is arranged under the shade, creating a serene space for relaxation. Sunlight streams in, enhancing the bright, airy atmosphere of the area.

4.94 out of 5 average rating, 115 reviews

Spacious 2 Bedroom Home | Near Beach | Heated Pool

Top guest favorite

A private pool area is surrounded by a screened enclosure, featuring a refreshing salt-water pool. Two loungers are positioned for relaxation, with a small table and chairs visible in the background, providing a space for outdoor leisure and enjoyment.

Home in Rotonda West

4.94 out of 5 average rating, 124 reviews

Waterfront Villa Shellflower with private pool

Top guest favorite

A modern single-story home is presented with a well-maintained exterior, featuring large windows and a stylish garage door. A sprawling oak tree provides shade, while lush greenery surrounds the entrance. The driveway leads up to the front door, enhancing the welcoming atmosphere.

Home in Englewood

5 out of 5 average rating, 17 reviews

The Windsor @ Englewood Beach

Top guest favorite

The exterior of a remodeled home is framed by soft sunset hues, revealing a welcoming entrance with large windows. A landscaped lawn features low-maintenance plants along the pathway leading to the front door, complemented by a spacious driveway and garage.

Home in Rotonda West

4.96 out of 5 average rating, 28 reviews

Luxury Retreat: Oasis with Pool & Putting Green.

Top guest favorite

An inviting outdoor space features a screened lanai with a private pool. A colorful sunset casts reflections on the water. Comfortable seating areas are positioned nearby, along with a dining space and a small basketball hoop at the poolside.

Home in Englewood

5 out of 5 average rating, 32 reviews

Family Fun-Relaxing Home w/heated Pool & Game Room

Top guest favorite

The front of the home is framed by several palm trees and succulent plants, providing a tropical ambiance. A well-maintained lawn is visible, leading up to the entrance, which features a modern design with large windows and a covered porch.

Home in Rotonda West

5 out of 5 average rating, 28 reviews

Beautiful Floridian Oasis

A view of a backyard oasis features a heated pool surrounded by tropical palm trees. Two woven seating chairs face a BBQ grill under a shaded area. The wooden deck is complemented by light-colored gravel and neatly arranged landscaping, creating a serene outdoor space.

Home in Englewood

4.91 out of 5 average rating, 77 reviews

☀Tropical Oasis☀Heated pool & amazing location!☀

Condo rentals with a pool

Top guest favorite

A heated pool is surrounded by a spacious deck with lounge chairs. The building's design features an elevated structure with multiple outdoor staircases leading to individual units. A white fence encloses the pool area, providing privacy, while trees and landscaping add greenery to the surroundings.

Condo in Englewood

4.99 out of 5 average rating, 72 reviews

On Manasota Key w direct access to our Beach! (A)

A clear view of a tranquil pool area framed by neatly arranged lounge chairs, providing ample relaxation space. Umbrellas offer shade beside a glistening pool, surrounded by palm trees and well-maintained grounds. The building's architecture features a modern design with vibrant red accents.

Condo in Siesta Key

4.92 out of 5 average rating, 102 reviews

The Honeymoon Suite on Siesta Key Beach

An inviting pool area is surrounded by landscaped greenery and palm trees. Bright blue lounge chairs are arranged around the swimming pool on a paved deck. The building's modern architecture is visible in the background against a clear blue sky.

Condo in Siesta Key

4.95 out of 5 average rating, 130 reviews

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

Top guest favorite

Condo in Siesta Key

4.97 out of 5 average rating, 327 reviews

On the Beach; Siesta Key SunBum Studio

An open-concept living area is visible upon entry, showcasing a sleek kitchen and dining space. Neutral tones and modern furnishings complement the atmosphere. A stylish chandelier hangs above the dining table, while a cozy sofa and decorative accents enhance the welcoming environment.

Condo in Englewood

4.82 out of 5 average rating, 17 reviews

Spacious 2BR 2BA Beach Condo for Perfect Vacation

A large heated outdoor pool is surrounded by lounge chairs, offering ample space for relaxation. The pool area is framed by palm trees, with a view of the condominium building and parked cars in the background, creating a welcoming environment.

Condo in Siesta Key

4.94 out of 5 average rating, 111 reviews

Siesta Key Beach Front Condo

A sliding glass door opens to a view of Lemon Bay, where two red chairs are positioned for relaxation. The patio area is bordered by well-maintained grass and a wooden dock extends into the water, creating a serene outdoor space.

Condo in Englewood

4.92 out of 5 average rating, 63 reviews

Island Breeze Condos On Manasota Key

Top guest favorite

A swimming pool is surrounded by an outdoor patio area featuring several dark lounge chairs. The two-story condo building is visible in the background, with multiple entries and a walkway leading to the pool. Lush landscaping is present beyond the pool area.

Condo in Englewood

4.89 out of 5 average rating, 136 reviews

A Beautiful Sunset Awaits - Steps to Beach

Other vacation rentals with a pool

A screened lanai surrounds a private heated saltwater pool, featuring lounge chairs with colorful cushions. Bright umbrellas provide shade, and a small boat can be seen tied to the dock nearby. Lush palms and greenery enhance the tranquil outdoor space.

Villa in Port Charlotte

5 out of 5 average rating, 9 reviews

Boaters Dream, full refund*, heated pool, sleeps 6

Two loungers are positioned beside the pool, each adorned with a large white towel. The enclosed lanai allows views of lush greenery, creating a peaceful atmosphere for relaxation.

Home in Rotonda West

4.97 out of 5 average rating, 88 reviews

Sun-Kissed Villa Near Pristine Beaches

A spacious living area is presented with two blue armchairs and a coffee table at the center. A large ceiling fan hangs above, and natural light enters through multiple windows. Adjacent is a dining area with a wooden table and chairs, complemented by decorative wall art.

4.98 out of 5 average rating, 50 reviews

"Casa Al Mare" 3BR/2BA w/POOL 7 min from Beach!

A bright living area is featured, showcasing comfortable seating arranged around a wooden coffee table. A large wall art piece depicting ocean waves complements the decor. A ceiling fan and natural light enhance the space, while potted plants add a touch of greenery.

Apartment in Englewood

4.88 out of 5 average rating, 41 reviews

Turtle Bay 1A Island Condo

A resort-style backyard features a sparkling pool surrounded by lounge chairs. Each chair is equipped with a towel and a small side table. Lush greenery provides a tropical backdrop, enhancing the inviting outdoor space. The clear blue sky complements the tranquil atmosphere.

Home in Englewood

5 out of 5 average rating, 16 reviews

Luxurious Resort Pool & Spa home

A private pool area is enclosed by a black screen enclosure, providing sunlight while offering a serene view. The pool has a curved shape, with a stone patio surrounding it. Comfortable lounge chairs are positioned nearby, inviting relaxation in a tranquil outdoor space.

Home in Englewood

4.97 out of 5 average rating, 35 reviews

Intracoastal canal front 3 bd 3 ba w/ heated pool

The living area showcases a spacious sectional sofa adorned with decorative pillows. A 65-inch smart TV is mounted on the wall, while large windows allow natural light to fill the room. A dining area with modern lighting and a fully equipped kitchen can be seen in the background.

Home in Rotonda West

4.89 out of 5 average rating, 19 reviews

AquaMarineVilla/Spa/beaches/luxury/BocaGrande/new

Top guest favorite

The house is surrounded by lush greenery, featuring a large screened porch that offers shaded outdoor seating. A pool table is visible on the deck, which showcases a wooden railing and overlooks the landscape. A metal roof reflects the sunlight, enhancing the home's serene atmosphere.

Home in Placida

5 out of 5 average rating, 41 reviews

Coconut Paradise POOL! Little Gasparilla Island

Quick stats about vacation rentals with a pool in Manasota Key

Total rentals
260 properties
Nightly prices starting at
R1,243 ZAR before taxes and fees
Total number of reviews
5.9K reviews
Family-friendly rentals
210 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
100 properties have a dedicated workspace

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