Vacation rentals with a pool in Manasota Key

5 out of 5 average rating, 39 reviews

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

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!

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.

4.96 out of 5 average rating, 51 reviews

Boat dock, pool, private beach, fishing, 1 bedroom

**Not impacted by Hurricane** 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

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.

4.79 out of 5 average rating, 123 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.

An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.

5 out of 5 average rating, 23 reviews

Lux Home on Gulf w/Private POOL & 100ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 100 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

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.

5 out of 5 average rating, 108 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!

5 out of 5 average rating, 34 reviews

Manasota Tree House - steps from the beach & bay

Welcome to Manasota Tree House, our piece of paradise on Manasota Key. The location is the best on the island & we are family friendly. Just steps to the bay & a short walk to private beach access, 1 mile to bars & restaurants w/ free shuttle! Amazing beds, comfy couches, flat screen smart TV's & free fast Wifi. Private over sized lot, outdoor quiet oasis under the beautiful trees w/ chairs & gas grill, 2 SUP's, beach chairs, & towels. 1 mile to public Englewood Beach.

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.

4.91 out of 5 average rating, 138 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!

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.

4.88 out of 5 average rating, 190 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.

5 out of 5 average rating, 19 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.

A private balcony features a wooden table and two white chairs, overlooking scenic water views. A gentle breeze can be felt from the nearby palm trees, while a boat dock is visible in the background.

4.96 out of 5 average rating, 25 reviews

Floridian Flamingo Casita, 201

Soak up the Florida sunshine on Englewood beach which is mere steps away from your front door. This Spanish-style casita is located on Manasota Key and is yours to unwind and relax in and is within minutes of additional beaches, Historic Dearborn Street and multiple restaurants within walking distance. The unit offers boat dock access (if reserved), a heated pool and the ocean within steps of the unit!

A spacious green house with a contemporary facade is set against a clear blue sky. Surrounding tropical plants and freshly mulched red pathways create a welcoming first impression. A gravel driveway leads to a screened pool area visible in the background, inviting outdoor enjoyment.

4.87 out of 5 average rating, 108 reviews

Luxury Lemon Bay 6 BR villa w/ pool & tennis court

This beautiful house is located at the Lemon Bay and close to the Manasota Beach. The beach is just a 0.6 mile walk or 0.8 drive away. The property offers a 1/2 acre lot. This house offers, with a 34x12 feet swimming pool and own tennis court, a completely new rental experience. You will find the barbecue area outside of the pool area. The charging of EV is not allowed and an extra fee will be charged.

4.97 out of 5 average rating, 327 reviews

A freeform pool is framed by lush tropical landscaping, featuring multiple waterfalls that flow into the water. The elevated home overlooks the pool area, complemented by large windows and a wraparound balcony.

Island in Sarasota

NEW 3/NTS JULY OPEN! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

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Popular amenities for Manasota Key rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor pool area is enclosed with a screened lanai, featuring a shaped pool surrounded by neutral-toned flooring. Relaxing lounge chairs are positioned nearby, and colorful pool floats rest on the water's surface, providing a vibrant touch to the tranquil setting.

4.99 out of 5 average rating, 93 reviews

Green Bamboo - saltwater pool, great backyard.

EvaRating, 5 stars1 week ago

We loved Joanna’s space! We had two kids (ages 4 and 6) and a 2 month old and it had everything we could possibly need! Joanna was responsive and proactive. The pool kept the kids entertained for hours!

A private heated pool is enclosed within a screened area, surrounded by lush palm trees. The pool features a curvy design with clear blue water reflecting the light, and a non-slip surface provides safe access. The tranquil setting enhances relaxation.

5 out of 5 average rating, 90 reviews

Englewood, Fl 2 bedroom home with heated pool.

GaryRating, 5 stars4 months ago

We have stayed at this house before and always enjoyed the amenities, location and our very responsive host. We had a great time this year as well and would definitely rent it again.

A private pool is surrounded by a stone patio, featuring turquoise lounge chairs. The fenced yard meets the canal's edge, offering a view of the calm water and landscaping. The sun shines brightly overhead, illuminating the peaceful outdoor space.

5 out of 5 average rating, 41 reviews

Cape Haze Cottage

JoelRating, 5 stars1 week ago

Our family had a wonderful time here on our vacation. The house was very nice, clean, organized and cozy. We definitely recommend! Nicole was very nice lady and helpful.

4.95 out of 5 average rating, 107 reviews

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.

Home in Venice

Spacious 2 Bedroom Home | Near Beach | Heated Pool

SarahRating, 5 stars5 days ago

Melissa's listing was very nice and comfortable. The beds were comfortable and the ceiling fans worked great. The bathrooms were clean and the showers had good water pressure. There was lots to do in Venice and a drive to Sarasota was at most an hour. It was also nice that beach items were supplied, such as chairs, umbrella, coolers, etc. The house was also in a quiet neighborhood and we felt safe at all times. I would definitely recommend to others!

An aerial view captures a spacious home surrounded by a well-maintained lawn, with palm trees and a pool enclosure visible. Nearby homes and a body of water are seen, illustrating the tranquil neighborhood. The area features clear skies and a sense of openness.

4.94 out of 5 average rating, 62 reviews

Salt water heated pool in Englewood

CarlosRating, 5 stars1 week ago

House and pool are as pictured had an amazing stay here will definitely be booking again soon! Very responsive host as well. Made everything easy and go smooth

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.

4.97 out of 5 average rating, 32 reviews

Intracoastal canal front 3 bd 3 ba w/ heated pool

MattRating, 5 stars2 weeks ago

Beautiful home, Amazing kitchen and bathrooms, well set up pool area with a large covered patio. Dock was in good shape and easily accessible for my 23 ft boat. The host was very responsive. The location is excellent because it’s very close to nearby grocery stores and restaurants. Very comfortable beds and furniture.

4.93 out of 5 average rating, 41 reviews

An open living area is presented, featuring a light wood ceiling and modern furnishings. A spacious sectional couch faces a wall-mounted TV and electric fireplace. Pendant lighting hangs above a dining table, which is complemented by natural decor elements and greenery.

Home in Venice

Modern Lakefront Villa, Great Pool, Near Beach!

BorysRating, 5 stars3 weeks ago

Its amazing house with modern interior beautiful pool and lake view. Few gators in the lake. Venice has amazing beaches and restaurants. Im glad to open this city for our family.

4.88 out of 5 average rating, 16 reviews

An elegant dining area features a long wooden table surrounded by light, stylish chairs. A modern chandelier hangs above, providing soft lighting. Glass doors lead to an outdoor space, while the adjacent kitchen displays contemporary cabinetry and appliances. Natural light fills the room, enhancing the open design.

Home in Rotonda West

AquaMarineVilla/Spa/beaches/luxury/BocaGrande/new

SamanthaRating, 5 stars6 days ago

This was our third time coming to the area for vacation and Inessa's place has been the best so far. The home was extremely clean and had everything you need for a comfortable stay. I can't say enough about the outdoor area. It was so relaxing and we stayed outside every moment we could. The location of the house was perfect. Close to restaurants and beaches but tucked away on a quiet street. Inessa's place would definitely be our go to if we are back in the area.

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Condo rentals with a pool

4.91 out of 5 average rating, 127 reviews

A spacious pool area is shown, framed with palm trees and lounge chairs under bright blue umbrellas. The inviting water reflects the sky, while a building with large windows is visible in the background, offering a comfortable area for relaxation.

Condo in Siesta Key

Sea Shell Ocean view On Beach Walk everywhere Pool

MariaRating, 5 stars2 weeks ago

Loved the location and the layout of the condominium! We will be coming back!

4.8 out of 5 average rating, 104 reviews

A two-story building with a light yellow exterior is situated among palm trees and lush greenery. The entrance features a covered porch, and the pathway is lined with flowering plants, leading to the parking area and common spaces.

Condo in Lido Key

LIDO KEY 1 BR/1Bath Heated Pool 16

ChrisRating, 5 stars9 months ago

Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed

4.97 out of 5 average rating, 320 reviews

Condo in Siesta Key

On the Beach; Siesta Key SunBum Studio

AlexRating, 5 stars1 day ago

This wasn’t our first time at the Sun Bum … it’s the perfect get away spot. As close to the beach as you can get, has everything you need, and the hosts are BEYOND accommodating. We came for our birthday and they had a birthday banner hung on the wall waiting with a bottle of prosecco. They really make you feel special! If you’re looking for a wonderful spot for you and your spouse, this is the place!!

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.

4.81 out of 5 average rating, 16 reviews

Spacious 2BR 2BA Beach Condo for Perfect Vacation

MelissaRating, 5 stars1 month ago

Great place looked exactly like the listing, well appointed kitchen! Good location near many amenities. Only thing that would have made it better if there were beach chairs and an umbrella for the beach.

An aerial view captures the expansive coastline of Manasota Key, showcasing a stretch of sandy beach adjacent to turquoise waters. Green vegetation and residential areas are visible, with boats navigating the nearby waterways, illustrating the serene landscape of this coastal destination.

4.76 out of 5 average rating, 71 reviews

Gulf side condo be on the beach in minutes!

YoeniaRating, 5 stars2 weeks ago

Jack and Angelia were great hosts! We had great communication, and they were always quick to respond to any questions. We felt right at home in their beautiful and inviting condo! Highly recommend!!

4.94 out of 5 average rating, 109 reviews

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

Siesta Key Beach Front Condo

JenniferRating, 5 stars2 weeks ago

Another wonderful trip to Siesta! This is our third stay in one of Evan’s places, and we were not disappointed. This unit had a great view of the Gulf (this particular building has the most direct view, without the parking lot!), and the screened in lanai was amazing! As always, the unit was clean, well-stocked, and a perfect home away from home. Already counting down the days till we return!

5 out of 5 average rating, 19 reviews

A cozy living area is highlighted by a comfortable gray sofa adorned with tropical-themed cushions. A large mirror adds depth to the space, while a flat-screen TV is placed on a wooden console. Soft lighting is provided by two standing lamps.

Condo in Cape Haze

Waterfront Condo in Cape Haze

ElaineRating, 5 stars1 month ago

We enjoyed sitting on the balcony and watching the boats and wildlife. There was a dolphin that swam around the dock. The apartment is very well supplied with everything you need to make your stay relaxing and easy. The pool was very clean although the surrounding area had been damaged with the storm in Oct 24.