Vacation rentals with outdoor seating in Manasota Key

4.98 out of 5 average rating, 128 reviews

A seaside townhome is visible, surrounded by palm trees and a sandy pathway. The ocean stretches in the background, with gentle waves lapping against the shore. A vibrant blue exterior complements the coastal setting, creating a harmonious blend with nature.

Townhouse in Englewood

Majestic sunsets- just 50 steps to uncrowded beach

Imagine waking up to the gentle lull of waves right outside your bedroom window. This exquisite 2-king bedroom, 2-bathroom raised townhome is nestled among palm trees in close proximity to the beach where your children can build sandcastles and explore the wonders of the shoreline while listening to the symphony of waves and coastal breezes. The rhythmic melody of the ocean serves as a soothing backdrop, creating a peaceful ambiance that instantly melts away stress. Escape to a coastal paradise!

5 out of 5 average rating, 37 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!

5 out of 5 average rating, 22 reviews

An aerial view of a vintage beach cottage surrounded by palm trees and white gravel. Nearby, a stretch of sandy beach meets the turquoise water. The vibrant blue sky is dotted with fluffy clouds, enhancing the coastal setting.

Cottage in Englewood

Manasota Beach Cottage

Vintage Beach Cottage on the Southern end of Manasota Key...just 30 steps from the Beach. Spectacular sunsets from your living room and screen porch. Sitting on one and a half lots with plenty of parking and room for your RV.! The front bedroom has a king size bed and great gulf views. There is also a queen sleeper in the living room and bunk beds off the kitchen. Fully equipped kitchen, full new bathroom with walk in shower, and all new furnishings. Bikes, beach chairs, and umbrellas!

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, 55 reviews

The Manatee Flat at ManasotaKeyHouse 2bed/2bath

* Due to recent hurricanes, Manasota Key sustained heavy damage. Repairs have been completed on our property and we are excited to be renting again! Businesses and home owners are working hard to recover/rebuild. Things are constantly changing on the island, with some closures. What is mentioned/pictured in our listening may not be accurate due to the constant changes. We will do our best to keep our guests up to date. Englewood and Manasota Beaches are open! Most restaurants are open.

4.88 out of 5 average rating, 138 reviews

An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.

Cottage in Englewood

Free kayak/bikes/walk to beach/full cottage #1

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

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, 123 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 & $125/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!

4.97 out of 5 average rating, 87 reviews

A light, open studio space features a comfortable blue sofa and a dining set for four. A flat-screen TV is mounted on the wall, and a kitchenette with appliances is visible. The bathroom area is separated by a curtain, enhancing the efficient layout.

Apartment in Englewood

Studio w/ pool, dock & beach access!

**Not impacted by the Hurricane** Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach.

4.92 out of 5 average rating, 89 reviews

An open living area is captured, featuring a comfortable sectional sofa paired with a reclining chair. A wooden coffee table sits in front of the sofa, while a dining table with four chairs is positioned in the corner. A wall-mounted television displays a beach scene, enhancing the room's ambiance.

Condo in Englewood

Island Breeze #7

Island Paradise, Direct Ocean Side Unit. 2 Bedroom 1 Bathroom, newly renovated condo. Just 85 Steps away from the Beautiful Gulf of Mexico Beach. This is old Florida at it's Best. Located on Manasota Key, excellent Restaurants, Tiki Bars and plenty of Activities to keep you busy. Parasailing, Boat Tours, Golf and of course World Class Fishing all with in Walking distance. This unit is fully furnished all you will need is you toothbrush and swimsuit. No Pets.

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, 136 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!

4.95 out of 5 average rating, 20 reviews

A covered outdoor patio features a rectangular table surrounded by six black chairs. Palm trees and the tranquil waters of Lemon Bay are visible in the background, providing a scenic view. The spacious area is ideal for relaxation and dining.

Condo in Englewood

Bay Breeze @ManasotaKeyCondos

We are welcoming guests post Hurricane Milton! Please note that the El Galeon East dock is in process of being rebuilt. Timing is July 2025. COMPLETELY RENOVATED IN 2024! 1st floor, open floor plan, end unit. This unit overlooks beautiful Lemon Bay and the end unit position lends to a unique panoramic view. Less than two minute walk to the Gulf Beach and just steps away from our heated swimming pool and the island's best restaurants.

Vacation home in Englewood

The exterior of the house is showcased, featuring a two-story structure with a blue façade. A staircase leads to the upper level, which is adorned with a porch that includes white railings and welcoming outdoor seating. Palms and other greenery surround the property, complementing the coastal ambiance.

4.95 out of 5 average rating, 85 reviews

Mermaid House on Wilhelm A- Manasota Key, FL

The Mermaid House on Wilhelm survived Milton and is still a wonderful getaway on Manasota Key. Just 120 steps to the beach with everything you need to make your stay perfect. Get the privacy of Manasota and a variety of nightlife close by on the island. The entire upper is yours with this rental. The house has a full kitchen, Smart TVs and 1 gig internet. Sit on the porch, enjoy a glass on wine and the perfect view of the gulf.

4.93 out of 5 average rating, 15 reviews

An aerial view captures the beachfront condo, featuring a light-colored exterior with a dark roof. Surrounding greenery and palm trees create a natural border, while the ocean waves gently lap against the shore in the foreground, providing a serene coastal environment.

Condo in Englewood

Beachfront Condo on Manasota Key

This 2 bedroom 2 bathroom condo sits right on the beach and is just a 10-15 minute walk to all Manasota Key has to offer! Completely remodeled in 2024. This condo can accommodate 6-8 guest. The master has a king bed, there are 2 queens in the guest room, and 2 large couches that can accommodate 2 guest. Kitchen is equipped with everything you will need for your stay! All windows are brand new and hurricane impact.

Vacation rentals for every style

Get the amount of space that is right for you

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Quaint homes, peaceful surroundings

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A space thats all yours, with room for everyone

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Convenient locations with everyday essentials

Popular amenities for Manasota Key outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

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.

4.86 out of 5 average rating, 28 reviews

Suite Sun

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, 34 reviews

Manasota Tree House - steps from the beach & bay

5 out of 5 average rating, 7 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 outdoor living space features a large screen displaying an underwater scene. Colorful lounge chairs are arranged around the area, complemented by a patterned rug and soft lighting from string lights overhead. A wooden bar and mirror add functional and aesthetic elements.

4.95 out of 5 average rating, 78 reviews

Welcome to one of Florida’s best hidden gems! A beautiful beach home with private beach access, a butterfly garden and a game room. Enjoy a dream stay by the sea in one of most beautiful Keys in Florida.