Vacation rentals with a kayak in Manasota Key

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Manasota Key

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

0 of 0 items showing

1 of 3 pages

Superhost

A vibrant red and yellow kayak with a sturdy metal frame and wheels is positioned on a paved surface. Surrounding greenery includes tall trees and shrubs, creating a natural backdrop that hints at outdoor adventure opportunities.

Cottage in Englewood

4.85 out of 5 average rating, 110 reviews

Free Kayaks/bikes/walk to beach/pet friendly #3

"Perfect for family / friends/pets, who want to escape the stress into paradise on Manasota Key. One block from beach. 1 bed 1 bath beach cottage 1st floor has great spaces, queen size bed and aqueen sofa bed, full kitchen, private lanai, electric grill/ garage/laundry area/free bikes/kayaks/ that you can enjoy at the beach or the bay. Great restaurants/bars/trails and much more just walking distance from the house. Beach toy, chairs/umbrellas/snorkeling gear included. Just come relax and enjoy.

Top guest favorite

A rack displays vibrant paddle boards in shades of blue and green, neatly arranged against a textured blue wall. The area is surrounded by gravel, providing an outdoor space for easy access to the boards.

Condo in Nokomis

5 out of 5 average rating, 47 reviews

Family Friendly Beach Condo

Property located on Lyon’s Bay, in Nokomis, Florida. This three-bedroom upper Condo unit is situated within a ten minute walk to Nokomis Beach on the Gulf of Mexico. Open kitchen fully equipped, Office area. Wi-Fi Large master suite, second bedroom has a queen bed. Third bedroom features four twin beds, walk-in closet and its own full bath. Your stay comes with access to paddle boards kayaks, which can be launched from a floating dock. Also available for your use are beach chairs and coolers.

Guest favorite

Two individuals are seen kayaking on a calm body of water, surrounded by lush greenery. Bright, warm sunlight reflects off the surface, while orange paddles create ripples as they navigate their kayaks. The scene emphasizes an inviting outdoor adventure atmosphere.

Tiny home in Port Charlotte

5 out of 5 average rating, 6 reviews

Minutes to Sand, Dog Friendly, Hot Tub Luxury

Watch the stars from your hot tub! Not camping, not glamping... This is luxury living for less! Private dog friendly property. Hooked up to city water, cold air in all rooms, immediate demand hot water and septic. This slice of paradise is minutes from the sand and has an elegantly appointed private master, two private loft bedrooms, sleeper sofa & 9' vaulted ceilings. Your private retreat includes the use of two kayaks, gazebo, beach chairs, 5G Wi-fi & Netflix, Prime, Paramount. Paradise!

Guest favorite

Condo in Sarasota

4.98 out of 5 average rating, 47 reviews

Gulf Views! 2 BR- Quiet-Canal-Htd Pool-Kayak/SUP

Feb 2026 2 week min Feb 1-14 or Feb 14-28 Mar 2026 2 week min Mar 1-16 or Mar 16-31 Gulf View, Top-Floor Beach Condo! Escape to Paradise Seeking a peaceful summer escape? Discover our charming coastal retreat—a perfect blend of relaxation and adventure! Nestled along a quiet canal, this cozy two-bedroom haven has everything you need for a rejuvenating getaway. Tandem Kayak & paddleboard included! Heated pool! Small, quiet complex! Less than 1/2 mile to Turtle Beach and the free trolley!

Superhost

The sun sets behind silhouetted palm trees, casting a warm glow over an open landscape. The horizon is painted with soft hues of orange and yellow, creating a serene backdrop against the evening sky.

Home in Venice

5 out of 5 average rating, 3 reviews

Tarpon Bayou

Take a break and unwind at this peaceful oasis. Right off the Myakka river. On Tarpon Bayou! Bring your small boat, kayaks and bikes. Near Myakka State Park South. Fisherman’s paradise producing Tarpon, Snook, Redfish, Snapper, Catfish, Dolphin, Manatee, Bull shark & Alligators. Close amenities include the Wellen Park baseball stadium that houses Atlanta Braves spring training. 10 minute drive to downtown Venice, Englewood, Northport and Port Charlotte nearby shopping and dining. Best Beaches.

Top guest favorite

A kayak is resting on a sandy shore beside calm blue waters that reflect the clear sky. Lush greenery is visible in the background, providing a natural frame to the serene landscape.

Home in Sarasota

4.95 out of 5 average rating, 21 reviews

Beautiful MidCentury Modern Home

Our charming 2BR/2Bath mid-century modern home just steps from the water. Explore Sarasota's beautiful mangroves and beaches with our kayak or bicycle to nearby attractions. Enjoy the open floor plan, modern kitchen, and comfortable living room with sectional couch and TV. The primary bedroom offers a queen bed and office space. The second bedroom has a full bed and TV. Recently remodeled bathrooms and a separate laundry room add convenience. Siesta Key Beach is only six miles away. No pets.

Guest favorite

Two turquoise paddle boards stand against a pale beige wall, positioned on a gravel surface. Natural light enhances the colors, while a glimpse of greenery is visible in the background, suggesting proximity to outdoor activities.

Home in Englewood

4.93 out of 5 average rating, 88 reviews

20 Steps to Water! Sunsets, and Hot tub!

• The dock is being replaced and is not usable at this time. Gorgeous Sunsets: Enjoy stunning views • Spacious & Updated: Modern, comfortable stay • Relaxing Atmosphere: Your worries melt away • Wildlife: Watch dolphins & manatees play • Main Level Living: No steps, easy access • Private Entry: Lower duplex unit (others live upstairs) • Gourmet Kitchen: Granite counters • Outdoor Fun: Hot tub, enclosed porch, dock • Water Activities: 2 kayaks, 2 paddleboards • Beach: 2 miles away

Superhost

A beachfront condominium building is visible on the south end of Siesta Key, surrounded by sandy areas. The structure features multiple large windows, with a mixture of beige and colorful facades reflecting sunlight. The beach and distant coastline are seen in the foreground.

Condo in Sarasota

4.9 out of 5 average rating, 10 reviews

Beachfront - Siesta Key 2 BR walk out to beach

Sept 30, 2024. Condo was severely damaged in hurricane Helene see photos Located on the secluded south end of Siesta Key. This beachfront 2 BR condo is ground floor - literally walkout the back door and you are on the beach. includes use of owners kayaks. Boat docks are available for your use. Several restaurants within walking distance of condo or take the free trolley to the middle of the key or the village in the north end. Equipped with beach chairs, umbrellas, boogie boards

Guest favorite

A collection of outdoor recreational equipment is visible in a covered area. Two kayaks in vibrant blue and red hues are positioned next to several bicycles, showcasing a range of bikes designed for various activities. The space is well organized, with equipment hanging on the walls.

Home in Englewood

4.98 out of 5 average rating, 52 reviews

The Manatee Flat at ManasotaKeyHouse 2bed/2bath

* Due to recent hurricanes, Manasota Key sustained heavy damage. Our property had minor damages (being on stilts), but repairs have been completed. We are excited to be renting again! Businesses and home owners are working hard to recover and rebuild. Things are constantly changing on the island, with various closures. What is mentioned or pictured in our listening is not accurate due to the constant changes. We will do our best to keep our guests up to date. Manasota Beach is open!

Top guest favorite

Condo in Sarasota

5 out of 5 average rating, 31 reviews

Bayside Escape-Condo w/ Dock, Pool, and Near Beach

This unique 2 bedroom/ 2 bath condo is right on the waterfront in Siesta Key! It is the upper condo of a two story complex that has a perfect view and feels like your own personal getaway! It comes with a full kitchen, living room, and two decks. Part of what makes it amazing is the private dock on the Pass. Perfect for kayaking and exploring! Or maybe you'd like to just relax and take a dip in the heated pool? Located in the quiet end, you can enjoy the calm, or head to Siesta Village!

Guest favorite

A charming waterfront property is viewed from above, featuring a light blue exterior and a neatly landscaped yard. Comfortable outdoor chairs are positioned on the grass, while wooden docks extend into the water. The surrounding greenery adds a natural touch to the serene setting.

Hotel room in Punta Gorda

4.85 out of 5 average rating, 20 reviews

Punta Paradise Waterfront Condo 3

Welcome to My Punta Paradise! Waterfront view Newly remodeled 1 bedroom with Queen bed Queen Sleeper sofa in the living room New tile floors New bathroom remodel with full tiled shower, easy to walk into All new kitchen cabinets, appliances, coffee & tea pots, crockpot, pots, pans, plates, silverware and more. All new furniture and accessories throughout! Nice beach area, with sand, chairs, picnic tables, barbques, corn hole, bocce ball We also have canoes and kayaks for your free use

Superhost

Colorful Adirondack chairs are arranged on a sandy beach with a clear view of the ocean. A wooden signpost displays various destinations, indicating distances in miles, adding a charming focal point to the scenic coastal setting.

Home in South Gulf Cove

4.75 out of 5 average rating, 16 reviews

"Everglades Breath"3bed 2 b ,BBQ, Kayaks, Hot tub

"Everglades Breath" Modern 3 bedroom 2 bath house, 1300 sf just build in 2022 with, quartz kitchen corner tops, 75 in TV ,lanai with 30 jets Hot Tub ,BBQ ,the back yard, is shareable. South West Florida prime boating and beaching communities with the Myakka River, Charlotte Harbor and The Gulf of Mexico min away. The community offers public sidewalks, parks, witch include a public boat ramp, picnic area, linear walkway and playground. Which provide place for kayaking, boating, fishing.