House holiday rentals in Manasota Key

A well-lit pool area is enclosed by a screened patio, showcasing a sparkling pool and hot tub. The vibrant hues of a sunset are reflected in the water, surrounded by lush tropical landscaping and silhouettes of palm trees.

5 out of 5 average rating, 11 reviews

Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak

Relax with the whole family at this peaceful place to stay right on the intercoastal. Enjoy the newly renovated amenities this home has to offer. Enjoy a meal in the brand new kitchen, relax in the pool/hot tub, grill poolside, take kayak's out or paddle board to float with the dolphins and soak in the beautiful sunsets. Your stay will reinvent what true relaxation feels like! Enjoy our neighborhood restaurant just walking distance from the front door. This home has the "Coastal Charm" you need!

Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.

5 out of 5 average rating, 40 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Located right on the Gulf, our renovated beach cottage is equipped with everything you need for a relaxing getaway. With private beach access and outdoor dining area, take in the views and enjoy with your family, friends or a solo trip to reset with a little R&R. This 2-bedroom, 2-bath bungalow has all the accoutrements for your a home-away-from-home, complete with beach chairs, boogie boards, beach games and of course, sun tan lotion. Come for some fun in the sun, your beachfront oasis awaits!

An aerial view showcases a vibrant blue stilt home among tropical surroundings. The turquoise waters of the Gulf are visible in the background, complemented by sandy beach access. Surrounding properties exhibit a mix of colors and styles, highlighting the coastal essence of the area.

4.98 out of 5 average rating, 65 reviews

The Manatee Flat at ManasotaKeyHouse 2bed/2bath

* Due to hurricanes in Sept. 2024, Manasota Key sustained damage. We are thrilled and fortunate that our property had minimal damage and we were able to complete repairs quickly. However, there are still some businesses and home owners who are working hard to rebuild. What is mentioned/pictured in our listing may not be exact due to potential changes on the island. We will do our best to keep our guests up to date. The beaches are open and as beautiful as ever! Most restaurants have reopened.

5 out of 5 average rating, 43 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!

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.

5 out of 5 average rating, 26 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.

A vibrant blue exterior of the home is showcased, framed by tall palm trees under a partly cloudy sky. A spacious driveway is visible, providing ample parking space in front of the house, which features a welcoming façade with multiple windows.

4.98 out of 5 average rating, 131 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

A private pool is surrounded by a screened enclosure, offering a clear view of the tranquil water. The area includes a seating set consisting of a table and chairs, with lush greenery visible beyond the enclosure.

5 out of 5 average rating, 11 reviews

Cozy beach house with pool

Charming Beach House with Private Pool on Manasota Key Escape to paradise at this beautiful beach house located on the serene shores of Manasota Key, Florida. Perfect for families or groups looking for a relaxing getaway, this home offers the best of both worlds—steps from the beach and your own private pool to unwind after a day of sun and sand. Key Features: • Direct beach access just a short stroll away • Private pool, perfect for relaxing or swimming laps

A spacious hot tub sits on a wooden deck, surrounded by a well-maintained fenced backyard. Sunlight reflects off the water, and a patio umbrella provides shade over outdoor seating, creating an inviting area for relaxation and gatherings.

4.95 out of 5 average rating, 77 reviews

3 miles to beach, hottub & fenced yard for pup

Welcome to your sunny get away. This quaint, dog friendly, hottub home is perfect to gather & entertain friends & family. Grill out & enjoy the large hottub & fenced in backyard. Located 3 short miles to Englewood beach & the gorgeous island of Boca Grande is only a 15 min drive. Bring your boat & launch at the numerous boat ramps as close as 1 mile away. The home is equipped with 4 beach chairs, beach wagon & an umbrella. It’s a fantastic location for dining & shopping as well.

A vibrant outdoor space features a heated pool illuminated with colorful lights. Lounge chairs are arranged near the pool, accompanied by a large umbrella adorned with string lights. Surrounding glass doors offer views into the inviting indoor living areas.

5 out of 5 average rating, 18 reviews

Free Heated Pool! Mins from Beach! Private Oasis!

Discover your dream getaway at this stunning 3BR tropical oasis just 5 miles from Englewood Beach! Start your mornings on the screened lanai with coffee, then dive into the heated pool featuring a swim-up bar. Surrounded by lush landscaping, this private escape offers comfort, style, and relaxation. Perfect for families, couples, or friends—close to beaches, golf, dining, and more. Book now and enjoy the ultimate Florida retreat filled with sun, fun, and unforgettable memories!

A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.

4.99 out of 5 average rating, 108 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Superhost

A private pool area features a spacious pool surrounded by a sleek patio. Two modern lounge chairs rest partially submerged in the water. Lush greenery can be seen beyond the screen enclosure, creating a tranquil ambiance.

4.83 out of 5 average rating, 52 reviews

Steps to the beach on Manasota Key with POOL

Enjoy the new private resort style pool (with option to be heated for a fee) with sun ledge and hot tub. Located on exclusive Manasota Key, picturesque views of the Gulf of Mexico abound. The key is a lush tropical island and offers eight miles of tranquil, sugar-sand beaches and radiant blue water. Enjoy world-class fishing, aquatic adventures, or relax on the beach and watch the dolphins, manatees and avian life. Located near fantastic restaurants and unique shopping.

4.92 out of 5 average rating, 151 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!

Popular amenities for house rentals in Manasota Key

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious exterior view of the home showcases a large tree with sprawling branches and a well-maintained yard featuring gravel and greenery. The structure is painted in a light color, with large windows reflecting natural light.

5 out of 5 average rating, 36 reviews

Manasota Tree House: Private Beach & Bay Access

A serene outdoor seating area features two adirondack chairs in vibrant orange and blue, positioned beside a small green table. The tranquil lake reflects the soft light of a sunset, surrounded by lush tropical vegetation and a peaceful atmosphere.

4.9 out of 5 average rating, 51 reviews

Suite Sun

A private pool rests within a screened enclosure, surrounded by a paved patio. Colorful lounge chairs are positioned beside the clear blue water, with palm trees and an umbrella visible in the background, creating a serene outdoor space for relaxation.

5 out of 5 average rating, 23 reviews

A Perfect Escape Near the Beach (Pet friendly)

5 out of 5 average rating, 102 reviews

A private pool surrounded by a screened lanai features clear, inviting water reflecting sunlight. Comfortable seating is visible nearby, along with umbrella-covered lounge chairs. Lush greenery and vibrant plants create a serene outdoor atmosphere, enhancing the space for relaxation and enjoyment.

Home in North Port

Exquisite 3 BR 2 BA Pool Home

4.97 out of 5 average rating, 29 reviews

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

Luxury Retreat: Oasis with Pool & Putting Green.

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.

5 out of 5 average rating, 39 reviews

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

A circular gas fire pit is surrounded by four teal outdoor chairs on a gravel surface. Lush greenery and a privacy fence provide a serene backdrop, while a pool enclosure can be glimpsed in the distance under a clear blue sky.

5 out of 5 average rating, 114 reviews

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

The exterior of a two-story home is depicted, featuring a light blue facade with a large archway entrance. Tall palm trees are positioned beside a neatly landscaped yard, while a driveway leads to the entrance. A pair of bicycles is visible, resting against the side of the house.

4.92 out of 5 average rating, 39 reviews

Spacious 4 BR Across From Beach w/ Heated Pool

Weekly house rentals

A sunlit outdoor area is marked by white gravel and features palm trees swaying in the breeze. The private dock is visible in the background, extending over the water, with a clear blue sky complementing the serene waterfront setting.

4.95 out of 5 average rating, 19 reviews

Bayfront home in Englewood, FL

5 out of 5 average rating, 29 reviews

Home in Venice

Morning Side

5 out of 5 average rating, 31 reviews

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

Beautiful Floridian Oasis

A two-story duplex is framed by lush palm trees and landscaping. The property features a welcoming front porch with white railings and ample outdoor seating. A gravel driveway leads to two designated parking spaces in front, enhancing accessibility to the entrance.

4.87 out of 5 average rating, 63 reviews

Turtle Nest Retreat - Manasota Key (upper unit)

The entrance of the home is framed by neatly trimmed shrubs and flowering plants, leading to a bright foyer. Visible through the open doorway is a spacious living area and the inviting pool area, creating an appealing connection between indoors and outdoors.

4.96 out of 5 average rating, 45 reviews

Amazing! Close to Beaches - Heated Pool

4.91 out of 5 average rating, 53 reviews

A well-lit bedroom features a spacious bed with light grey bedding, complemented by decorative pillows. A bedside table with a lamp is positioned on one side, while a colorful piece of wall art adds interest. Natural light filters in through a window with sheer curtains.

Home in Rotonda West

My Favorite Florida Gateway! Full kitchen too.

A vibrant sunset is captured beyond the horizon, casting a warm glow over the beach. A silhouette of a palm tree stands in the foreground, while people are seen walking along the sand. The scene is framed by a wooden walkway leading to the shore.

4.92 out of 5 average rating, 24 reviews

Lil Nauti South is a perfect place to unwind.

A pathway lined with palm trees leads toward a private area overlooking the Gulf of Mexico. A wooden fence and a utility structure are visible, with a pebbled surface providing texture. The turquoise waters are situated in the background against a clear blue sky.

5 out of 5 average rating, 15 reviews

Manasota Key to Relaxation

Private house rentals

A single-story home is set against a clear blue sky, featuring light-colored exterior walls and a peaked roof. Lush green grass surrounds the yard, which includes decorative palm trees and circular flower beds with white stones. A white fence is visible in the background.

5 out of 5 average rating, 92 reviews

Englewood, Fl 2 bedroom home with heated pool.

The single-story home features a light-colored exterior with a sloping roof. A covered entrance welcomes guests, while a driveway accommodates parking next to the house. Multiple windows allow natural light to fill the front rooms, and lush green grass surrounds the entrance.

5 out of 5 average rating, 40 reviews

6 Miles to Beaches | Cozy Home w/ Screened Lanai

The private heated saltwater pool is framed by a screened enclosure, allowing for natural light and views of the surrounding greenery. Sunlight reflects off the clear water, and a patio area is visible, creating a serene outdoor space.

4.99 out of 5 average rating, 94 reviews

Our Happy Place. No cleaning fees! Heated pool

The kitchen features pale blue walls, complemented by white cabinetry and a light wood countertop. Stainless steel appliances are arranged along the walls, while a dining area with black chairs stands to the left. A nautical-themed decor item enhances the inviting atmosphere.

4.94 out of 5 average rating, 16 reviews

Old Englewood Village Home!

Superhost

The exterior of a modern single-story house is highlighted, featuring clean lines and large windows. A driveway leads to a two-car garage, while lush green grass and tropical plants add natural elements to the front yard.

Home in North Port

4.85 out of 5 average rating, 20 reviews

Sand Castle

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.

5 out of 5 average rating, 17 reviews

Luxurious Resort Pool & Spa home

A private swimming pool is surrounded by several lounge chairs, providing a relaxing space under a clear blue sky. A patio area is visible in the background, featuring outdoor seating and lush greenery that enhances the peaceful atmosphere.

4.95 out of 5 average rating, 39 reviews

Your Coastal Getaway!