Holiday rentals with a kayak in Manasota Key

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Top-rated rentals with kayak in Manasota Key

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

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Guest favourite
Two individuals ride bicycles along a sandy beach at sunset, with vibrant hues of orange and purple in the sky. Gentle waves lap at the shore, and distant figures can be seen walking along the coastline, creating a serene beach atmosphere.
Cottage in Englewood
4.89 out of 5 average rating, 187 reviews

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath

Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Top guest favourite
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.
Home in Englewood
4.94 out of 5 average rating, 16 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!

Top guest favourite
An aerial view captures the property nestled among coastal homes, with the vibrant turquoise waters of the Gulf and the sandy beach in the background. Palm trees sway gently, framing the scene, while the stilt home showcases its unique colors and neighboring greenery.
Home in Englewood
5 out of 5 average rating, 78 reviews

The Turtle Flat at ManasotaKeyHouse 2bed/2bath

Escape to beautiful Manasota Key and enjoy the perfect blend of beachside relaxation and coastal charm in this peaceful community. Our property is a short walk to both the Gulf beach & Lemon Bay, offering stunning sunsets and tranquil water views. Wake up to the sights of Lemon Bay, spend your days shelling, looking for sharks teeth, kayaking or biking. Unwind in our updated bright & comfortable space. Ideal for guests seeking a calm/relaxing retreat on Florida’s hidden gem of a barrier island.

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, 105 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!

Top guest favourite
Home in Englewood
5 out of 5 average rating, 19 reviews

Private Beach & Bay Access. Kayak & SUP

Discover your private slice of paradise! This home offers the best of both worlds, 2 minute walk from private beach access where you can soak up the sun & enjoy the ocean waves. Plus, you have private bay & dock access 2 houses down, with a kayak & stand-up paddleboard for your water adventures. Cast a line or dock for the day while Moe & Millie (our neighborhood manatees splash around)! Sip your morning coffee in the sunroom and end the day under the tiki torches in the large private yard.

Top guest favourite
A comfortable living area features a black leather sofa and two blue armchairs surrounding a round coffee table. A starfish wall decoration is displayed above the sofa, while a wall-mounted TV is visible. A doorway leads to another room in the background.
Cottage in Englewood
5 out of 5 average rating, 23 reviews

2 bedroom, walk to beach-bikes-kayaks-grill-picnic

Welcome to your perfect beach escape on Manasota Key! This charming 2-bedroom cottage is just a 3-minute stroll from sandy shores and stunning Gulf sunsets. Enjoy all the comforts of home, including shared laundry and a cozy back patio. Nestled in a peaceful neighborhood, you'll have easy access to parks, kayaking, and waterfront dining. Kayaks, bikes, beach chairs, and a cooler are provided for your convenience. Relax, explore, and create unforgettable memories in this beautiful paradise!

Guest favourite
An inviting living area features a blue sofa with decorative pillows, complementing a rustic wooden coffee table. A mounted Smart TV displays the Netflix logo. Bright pink LED lights illuminate the ceiling, enhancing the compact kitchen area, which includes bar stools and stylish cabinetry.
Tiny home in Sarasota
4.96 out of 5 average rating, 401 reviews

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Superhost
Home in Englewood
5 out of 5 average rating, 4 reviews

Modern beach retreat with hot tub and kayaks

Discover your perfect beach getaway in this modern, family-friendly home near Englewood Beach, designed for relaxing days and fun-filled nights. With space to sleep up to 8 across 2 bedrooms and 4 beds (including full size bunk beds), plus 2 full bathrooms, it’s a great fit for families and groups who want comfort, convenience, and plenty to do. Enjoy the private backyard, outdoor shower, BBQ, hot tub, ping pong, bikes, kayaks, and a full kitchen with quality appliances and cookware.

Top guest favourite
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.
Home in Englewood
5 out of 5 average rating, 46 reviews

Lux Home on Gulf w/Private POOL & 50ft 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!

Guest favourite
Home in Englewood
5 out of 5 average rating, 14 reviews

Steps to the Sand! Manasota Key Beachside Retreat!

BEACH LOVERS' DREAM! Only Steps from the Sand! Experience Old Florida charm in this renovated Gulf-view condo with an updated kitchen, open living area, and flexible sleeping options including a queen suite, twin to king beds, and a cozy flex space. Enjoy direct access to your own sandy beach, relax by the pool, or watch stunning sunsets from the shoreline. Explore scenic trails with complimentary bikes and kayaks. Your perfect Englewood beach getaway awaits, book today!

Top guest favourite
A front porch is framed by pink hibiscus flowers and lush greenery. Rocking chairs are positioned along the porch, with a view of a well-kept garden and trees in the background. The overall atmosphere reflects a serene outdoor space.
Guest suite in Englewood
4.98 out of 5 average rating, 213 reviews

Blue Cottage Suite- Peaceful Old Englewood Charm!

This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The Front porch pictured is part of the main house and is NOT included for use while renting the Blue Cottage Suite. IF the main home is vacant during your stay, I will let you know and it can be used during that time.

Guest favourite
The cabin's interior features warm wooden walls and ceilings. A spacious bed is positioned in the main area, while a small loft above is accessed by a ladder. Natural light fills the room through multiple windows, highlighting rustic decor including a painting and a green lamp.
Farm stay in Myakka City
4.91 out of 5 average rating, 146 reviews

Florida Cracker Cabin on cattle ranch/Myakka River

We are located in Myakka City, FL, which is a short drive to Siesta Key and Lido Beach and Sarasota! Enjoy a peaceful stay in our newly built, unique, air-conditioned cracker cabin. The cabin sleeps 4 guests and is located in the middle of our 1,100 acre working cattle ranch. Step outside and you are right on the Myakka River and can sit by the fire-pit at night and enjoy the sounds of nature. While your visiting, enjoy a kayak down the Myakka River.

Popular amenities for kayak rentals in Manasota Key

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Quick stats about holiday rentals with a kayak in Manasota Key

  • Total holiday rentals

    Explore 70 holiday rentals in Manasota Key

  • Nightly prices starting at

    Manasota Key holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 3,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 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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