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.

4.93 out of 5 average rating, 14 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, 20 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.

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 cozy nook is observed with two upholstered chairs, one adorned with a blue cushion, facing large windows. The sunset casts warm hues, providing a scenic view of palm trees and the beach, while a small decorative stool is placed between the chairs.

4.94 out of 5 average rating, 35 reviews

Sun-Soaked Beach House

Welcome to our sun-soaked beach house in Manasota Key, where every moment is a picturesque retreat. 20 steps to direct access to the pristine white sandy beach just steps from your door, this spacious getaway accommodates up to 12 guests, making it ideal for family vacations, reunions, or gatherings with friends. Enjoy shelling ,fossil fining and prehistoric shark tooth hunting on the beach for all ages.Dolphin tours and kayak rentals near by and Manasota Beach has beach yoga a short drive!

An inviting backyard features a heated pool illuminated under a vibrant sunset sky. Lounge chairs are arranged around the pool, with palm trees adding greenery. A dining area and a comfortable seating area with stylish lighting complete the outdoor space, fostering a relaxing atmosphere.

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, 133 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 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, 111 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 of the Aqua Oasis highlights a screened patio area with a gas grill and outdoor seating around a fire pit. A private pool, illuminated in soft green, adds a tranquil touch. Surrounding greenery enhances the outdoor space.

5 out of 5 average rating, 117 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 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.

4.99 out of 5 average rating, 68 reviews

The Manatee Flat at ManasotaKeyHouse 2bed/2bath

Escape to beautiful Manasota Key and enjoy the perfect blend of beachside relaxation and coastal charm. Our property sits just a short walk to both the Gulf beach and Lemon Bay, giving you easy access to stunning sunsets and peaceful water views. Wake up to the sights of Lemon Bay, spend your days shelling, looking for sharks teeth, or kayaking. Unwind in our newly updated bright and comfortable space. This is the ideal getaway on Florida’s hidden gem of a barrier island.

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, 37 reviews

Manasota Tree House: Private Beach & Bay Access

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.

5 out of 5 average rating, 42 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.

4.92 out of 5 average rating, 156 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 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.

4.91 out of 5 average rating, 58 reviews

Suite Sun

A covered outdoor area features a screened enclosure with a clear view of the sky. Relaxing lounge chairs surround a rectangular pool, which reflects the blue of the water. A dining area is furnished with a table and chairs, providing space for outdoor gatherings.

4.88 out of 5 average rating, 17 reviews

Luxury 3-bedroom Villa with Heated pool and spa

A contemporary dining area features a round table set for four, surrounded by sleek chairs. Large glass walls provide abundant natural light, revealing views of the outdoor space. A modern chandelier hangs above, adding an elegant touch to the inviting atmosphere.

5 out of 5 average rating, 7 reviews

Turtle Bay - minutes to Boca Grande!

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, 42 reviews

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

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.

5 out of 5 average rating, 17 reviews

The Windsor @ Englewood Beach

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

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.

4.91 out of 5 average rating, 80 reviews

☀Tropical Oasis☀Heated pool & amazing location!☀

A tranquil pool area is enclosed by a black screen, offering privacy and protection. The crystal-clear water of the pool reflects the surroundings, with lush greenery visible through the screens. The shallow ledge provides an inviting space for relaxation.

4.97 out of 5 average rating, 34 reviews

Villa Sanddollar Awaits ! 1071HS

Weekly house rentals

4.8 out of 5 average rating, 45 reviews

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

3/2 LGI Gulf Front w/Dock

5 out of 5 average rating, 52 reviews

Sunflower House - PRIVATE - Directly on the Gulf!

5 out of 5 average rating, 10 reviews

Tropical Oasis, pool, golf, dog friendly

5 out of 5 average rating, 9 reviews

The dining area features a beautifully set table with woven placemats and elegant white plates. A stylish chandelier hangs overhead, illuminating the space. The open kitchen, visible in the background, showcases modern appliances and ample cabinetry, enhancing the overall inviting ambiance.

Home in Port Charlotte

Luxury Home Golf, Beaches, Mineral Springs, Shops!

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

5 out of 5 average rating, 47 reviews

Home in Port Charlotte

Lake Marlin Villa 2

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)

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.

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.

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, 24 reviews

A Perfect Escape Near the Beach (Pet friendly)

The spacious living area showcases a light, open concept with a cozy seating arrangement of two plush recliners. Natural light filters through large windows, illuminating the neutral tones. A dining space is visible in the background, accompanied by a well-equipped kitchen.

5 out of 5 average rating, 4 reviews

Modern Cozy Home 4 min from the Englewood Beach

A modern kitchen features light grey cabinetry and a central island with a wood countertop. Stainless steel appliances are present, complemented by a spacious living area with a grey sofa and natural light streaming through the windows. Neutral tones create a bright and open atmosphere.

4.82 out of 5 average rating, 22 reviews

Cottage By the Sea A

5 out of 5 average rating, 3 reviews

Stumpass home by the water with Golf cart

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, 33 reviews

Beautiful Floridian Oasis

4.91 out of 5 average rating, 70 reviews

Beach house in Paradise

A living area is showcased, featuring a dark sofa and a dining table with golden legs. A wall-mounted television displays a serene nature scene. Light-colored curtains frame the window, while potted plants add natural greenery to the space.