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, 12 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!

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

Beautiful BayFront home welcomes you to a vacation like no other. This 4 bedroom/2 bathroom home with a boat dock allows you to truly experience the beauty of Englewood, FL in the best way possible. Bring your family and friends and enjoy looking out the windows and seeing dolphins and/or manatees multiple times throughout the day. Fish off the dock and catch Snook and many more kinds of amazing sea life. You're also just a short walk across the street to the beach to watch gorgeous sunsets.

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.

The exterior of the home is showcased, featuring a modern facade with solar panels on the roof. The lush green lawn is framed by various plants and trees, and a single-car garage is visible to the right, highlighting the inviting and serene setting.

4.98 out of 5 average rating, 52 reviews

-Home by Englewood Beach-

Welcome to Suncoast Dacha, where you are invited to relax, unwind and rejuvenate as you enjoy beach town charm of Englewood. Relax in this beautifully furnished home just minutes from Manasota Key! Englewood is also one of the best places for fishing enthusiasts in all of Florida, as it was originally founded as a fishing village. There are multiple fishing charters available for both saltwater and freshwater fishing. Englewood Beach: 2.5 mi Manasota Beach: 7.5 mi Warm Mineral Springs: 12 mi

5 out of 5 average rating, 44 reviews

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 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 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.

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, 36 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 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, 115 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!

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.

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, 41 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

Popular amenities for house rentals in Manasota Key

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 15 reviews

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 Don Pedro Island

Sea La Vie

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.

4.95 out of 5 average rating, 76 reviews

Englewood shores Escape

5 out of 5 average rating, 6 reviews

A sun-heated swimming pool is surrounded by a spacious patio, featuring a shaded pergola. Lush greenery and a wooden fence enhance the private backyard atmosphere, while clear blue skies are visible above, creating a peaceful outdoor setting for relaxation.

Home in Grove City

Dolphin Inn near Englewood Beach

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, 40 reviews

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

The exterior of a modern home features a welcoming entrance with a circular window and landscaped plants. A dining area is showcased, set with vibrant dishes on a rustic table under a stylish light fixture. A tranquil view of the ocean waves and a sparkling private pool are also depicted.

4.92 out of 5 average rating, 163 reviews

Pool Home: Near the Beach

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.

5 out of 5 average rating, 32 reviews

Beautiful Floridian Oasis

A covered lanai is seen beside a heated pool, featuring a round white table surrounded by six light-colored chairs. The ceiling showcases natural wood beams, and large screens provide an unobstructed view of the lush green surroundings.

4.84 out of 5 average rating, 51 reviews

*Pinehurst Paradise* Pool-3 Bed/3 Bath-Golf View

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.

4.94 out of 5 average rating, 36 reviews

Intracoastal canal front 3 bd 3 ba w/ heated pool

Weekly house rentals

4.89 out of 5 average rating, 27 reviews

The beachfront cottage is surrounded by lush foliage, showcasing a two-story structure with a metal roof and large windows. Soft light spills from the interior, highlighting a welcoming atmosphere. A wooden walkway leads to the entrance, inviting guests to explore the natural surroundings.

Home in Don Pedro Island

Island Beachfront Cottage. Secluded! Lux! Extras!

Superhost

A charming beachfront home is presented, featuring a raised deck with seating and palm trees surrounding the area. A pathway leads from the sandy beach to the entrance, highlighting the welcoming outdoor space. The structure displays a peaked roof and large windows, inviting natural light.

Home in Don Pedro Island

4.8 out of 5 average rating, 44 reviews

3/2 LGI Gulf Front w/Dock

5 out of 5 average rating, 49 reviews

Sunflower House - PRIVATE - Directly on the Gulf!

A white wooden gate marked with a sign reading 'Waterfront Getaway Vacation Rental' provides access to the property. The gate opens to a gravel pathway leading to the house, surrounded by clear blue skies and a well-maintained outdoor area.

4.93 out of 5 average rating, 71 reviews

Waterfront Getaway, a Boating Paradise

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.

4.89 out of 5 average rating, 56 reviews

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.

The entrance of a spacious home is surrounded by manicured gardens filled with vibrant flowers and lush greenery. A welcoming red front door is framed by large windows. A smooth walkway leads to the entrance, showcasing a decorative stone feature in the garden.

4.95 out of 5 average rating, 20 reviews

Lemon Bay Beach House with Private Backyard

5 out of 5 average rating, 11 reviews

The exterior of a modern, newly-built home is highlighted by clean lines and a contemporary design. Lush green landscaping complements the light-colored façade, while palm trees create a welcoming atmosphere. A spacious driveway leads to a two-car garage, framed by large windows for natural light.

Home in North Port

Luxurious Retreat 3-4BR Home, Florida, Beaches

Private house rentals

An open-plan kitchen and dining area are depicted, featuring sleek white cabinetry and modern appliances. A round glass dining table is surrounded by four white chairs. A leafy plant adds a touch of greenery, while unique light fixtures provide illumination.

4.94 out of 5 average rating, 16 reviews

Rotonda House Water View

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.

A welcoming living area is defined by wooden ceiling beams and natural light filtering through sheer curtains. A beige sofa and an armchair provide comfortable seating options, accompanied by a textured area rug that anchors the space. A coffee table sits at the center, complemented by decorative accents.

5 out of 5 average rating, 11 reviews

Marvelous Mid-Century

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)

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, 78 reviews

3 miles to beach, hottub & fenced yard for pup

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

A heated pool is enclosed by a screened patio, surrounded by tiled flooring. Lounge chairs are positioned beside the water, with a view of the bay visible through the mesh. Palm trees can be seen in the background under a clear blue sky.