Holiday rentals with a kayak in South Venice

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Top-rated rentals with kayak in South Venice

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

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Guest favourite

Apartment in Sarasota

4.98 out of 5 average rating, 49 reviews

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

Gulf View, Top Floor Condo Beautifully renovated 2BR/1BA canal-front condo just 8 mins from Turtle Beach! Features 2 king bedrooms, full kitchen, Smart TVs, kayaks, paddleboards, heated pool & a sunset-view deck. Includes all beach gear, garage parking, BBQ lanai, and washer/dryer. Walk to restaurants or hop on the free trolley to Siesta Key Village & Downtown Sarasota. Relax, explore, and feel right at home! Feb 2026 2 week min Feb 1-14 or Feb 14-28 Mar 2026 2 week min Mar 1-16 or Mar 16-31

Superhost

Cottage in Englewood

4.84 out of 5 average rating, 113 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 favourite

Apartment in Nokomis

5 out of 5 average rating, 50 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 favourite

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!

Superhost

Bungalow in Siesta Key

4.89 out of 5 average rating, 9 reviews

Lagoon, pool, the Catamaran at Siesta Key Bungalow

The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. Featuring a bright and airy one bedroom space; experience an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed and a private bathroom you'll feel at home. The Catamaran Bungalow is stocked with linens, care essentials, plus eating & cooking utensils. An additional single-roll-away-bed allows accommodations for three guests.

Superhost

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 favourite

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 favourite

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

Apartment 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 favourite

Home in Englewood

4.98 out of 5 average rating, 53 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!

Guest favourite

Apartment in Sarasota

4.97 out of 5 average rating, 34 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 favourite

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