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Waterfront holiday rentals in Manasota Key

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Manasota Key

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in Englewood
4.79 out of 5 average rating, 141 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

Guest favourite
An aerial view of Manasota Key showcases the expansive beach lined with soft sand and crushed shell. The vacation home is highlighted, surrounded by lush greenery and close proximity to the warm Gulf waters, with clear blue skies enhancing the tranquil environment.
Bungalow in Englewood
4.8 out of 5 average rating, 103 reviews

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

Guest favourite
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guest house in Englewood
4.91 out of 5 average rating, 282 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Top guest favourite
An aerial view shows a heated pool surrounded by tropical landscaping. Lounge chairs are positioned around the pool, with a shaded seating area featuring a table and chairs visible. Lush palm trees and greenery frame the space, enhancing the serene atmosphere.
Apartment in Englewood
4.93 out of 5 average rating, 91 reviews

Steps to Water! Beach to Bay, Penthouse!

• Beach to Bay Penthouse: The best of both worlds • Spacious Layout: 2 bed/2 bath, open floor plan, soaring ceilings • Bright & Fresh: Newly painted, remodeled, bright windows • Prime Amenities: Heated pool, dock, beach access • Kitchen: Granite countertops for a sleek cooking experience Bedrooms: One with a porch & water view, another with its own bath Great Location: Walk to Magnolia’s on the Bay, restaurants, music, shopping, beach Outdoor Space:Large screened-in lanai, washer/dryer

Guest favourite
A view from the porch captures a vibrant sunset over the Gulf of Mexico, with silhouettes of palm trees and nearby buildings. The warm colors of the sky blend into the horizon, creating a serene backdrop that enhances the coastal atmosphere.
Apartment in Englewood
4.93 out of 5 average rating, 157 reviews

Gulf Side Condo Englewood Florida

Monthly bookings will receive a 15% discount at this cozy 2 bed 2 bath condo. The condo has a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy Gulf breezes and sunsets from the porch or the beach.

Guest favourite
A bright yellow bungalow is surrounded by tropical landscaping, featuring palms and flowering plants. A white picket fence lines the front, complementing the pebbled driveway. The structure includes multiple windows, allowing natural light to enhance the welcoming exterior.
Flat in Englewood
4.83 out of 5 average rating, 124 reviews

BeachBay SeaHouse (1519)

Best location/value on Manasota Key. 300 yards to pristine gulf beaches, 300 yards to boat ramp and dock on Lemon Bay if you have a boat or want to see dolphin or fish from dock. 4/10s of a mile to several great restaurants and 1 mile to Stump Pass State Park and a few more miles to walk via the park to Stump Pass. 1519 Beachway Bungalows has one bedroom with a queen bed and a pull-out sofa. There is a full kitchen and a great outside screened in patio that is shared with SeaHouse 1521.

Top guest favourite
A serene sunset reflects over calm waters, accentuating the silhouette of trees in the distance. A wooden dock extends into the bay, contributing to the peaceful atmosphere. Warm hues of orange and yellow blend into the evening sky.
Apartment in Englewood
5 out of 5 average rating, 63 reviews

Sunrise Over the Bay

PRIVATE BEACH ! Watch the sunrise on Manasota Key in Englewood Florida and dolphins & birds from your balcony. PRIVATE BEACH ACCESS directly across the street! Beach chairs, & umbrella provided for your use. Find restaurants or jet ski rentals near by. This condo has 2 bedrooms, 1 bath and a kitchen. Boat slips available upon request & availability. You must arrange off site trailer parking. Heated pool & grills are right outside your condo. It’s time for some tropical FUN!

Guest favourite
A bright entryway features a modern door with glass panels, inviting natural light. Foldable beach chairs are neatly arranged on a wall-mounted rack, and a round mirror hangs above the chairs. A woven basket is positioned on the floor, providing additional storage space.
Apartment in Englewood
4.9 out of 5 average rating, 29 reviews

Waterfront Condo Walkable to Everything with Beach

Welcome to Chadwick Cove Marina! This brand new condo features an open layout with balcony overlooking Lemon Bay. Sleeps up to 4 guest when using queen Murphy bed off living room. Washer/dryer. Boat slips bookable through DockWa. Beaches located across the street allowing you to enjoy both beach and bay in one location. Just steps away from restaurants and shops. Outdoor kitchen with a grill, tiki bar and fire pit. We also have a 3 bedroom unit on the 1st floor.

Top guest favourite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Apartment in Englewood
4.91 out of 5 average rating, 212 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.

Top guest favourite
Apartment in Englewood
4.97 out of 5 average rating, 105 reviews

Studio, pool, private beach, boat dock shark teeth

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.

Top guest favourite
A spacious living area is visible, featuring a comfortable armchair and a decorative wooden table. Large glass doors open to a private balcony with ocean views, where tropical plants are visible. Natural light floods the room, highlighting the textured wall art.
Apartment in Englewood
5 out of 5 average rating, 10 reviews

Ocean Oasis on Manasota Key - Ocean View

Welcome to our ocean view property, perfect for a relaxing getaway! Enjoy stunning views, walk to restaurants, and indulge in activities like jet skis, kayaking, beach yoga, fishing charters, parasailing, sunset boat trips, and local golf courses. After fun filled day, hang out by the pool with your favorite poolside cocktail! Book now for a serene escape filled with adventure and breathtaking beauty.

Superhost
Home in Englewood
5 out of 5 average rating, 3 reviews

3BR Gulf-Front Luxury with Panoramic Views

Experience true beachfront luxury at this elevated Gulf-front home on Manasota Key, where breathtaking views, open space, and direct beach access create the ultimate coastal escape. Just steps from the sand, this retreat delivers panoramic Gulf views from the living room, primary suite, and oversized wraparound porch — making every moment feel like front-row seating to paradise.

Popular amenities for waterfront rentals in Manasota Key

When is the best time to visit Manasota Key?

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Quick stats about waterfront rentals in Manasota Key

  • Total holiday rentals

    Explore 160 holiday rentals in Manasota Key

  • Nightly prices starting at

    Manasota Key holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 4,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    100 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    160 of Manasota Key holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Manasota Key rentals

  • 4.9 Average rating

    Manasota Key stays are highly rated by guests – averaging 4.9 out of 5!

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