Vacation rentals with a kayak in South Venice

4.84 out of 5 average rating, 111 reviews

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

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.

5 out of 5 average rating, 49 reviews

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

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.

4.89 out of 5 average rating, 9 reviews

A private dock extends over calm waters, framed by lush greenery and tall trees. Four lounge chairs are positioned on the dock, providing a serene view of the sunset across the lagoon, with vibrant colors reflecting on the water's surface.

Bungalow in Siesta Key

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.

5 out of 5 average rating, 3 reviews

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

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.

5 out of 5 average rating, 36 reviews

The image captures a two-story island home along a serene waterway, featuring a spacious dock with seating. A covered patio is seen on the ground level, while balconies are visible on the upper floor. Lush palm trees surround the property, enhancing its coastal setting.

Home in Matlacha

The White Egret On Matlacha

Island home with direct access to Matlacha Pass. A 2-story property equipped with a pool and spa, high-speed internet, smart TV's, and smart home applications. Enjoy the balconies with sunrise and sunset views. Kayak directly off the back dock from the properties private kayak launch . You can fish right off the back dock, bike, or walk to the local shops/restaurants and the world famous Matlacha bridge, which is less than half a mile away. 2 Kayaks and 2 bicycles are included in the rental.

4.98 out of 5 average rating, 44 reviews

Two bright yellow kayaks are positioned on a gravel surface beside a wooden fence. The kayaks are designed for versatility and stability, featuring storage compartments and padded seats, ready for water adventures in the nearby Pine Island Sound.

Home in Matlacha

Fisherman's Cottage at Matlacha

Take it easy at this unique and tranquil getaway. Incredible Pine Island Sound waterfront home on Matlacha Island in SW Florida. The absolute best sunset views in all of Florida. Watch the manatees and dolphins play under the pelicans, osprey, eagles and rosetta spoonbills. Catch snook, trout, tarpon and redfish off the dock or untie your boat and head out to some of the most beautiful, fish infested waters in the world! Don't have a boat? Hop on the provided kayak or our guide's boat.......

4.93 out of 5 average rating, 88 reviews

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

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

4.9 out of 5 average rating, 10 reviews

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

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

4.92 out of 5 average rating, 26 reviews

A serene dock extends over calm water, featuring two brightly colored chairs in teal and light green. The reflection of the sky can be seen on the water's surface, while lush greenery outlines the distant shoreline.

Home in Cayo Costa

Cayo Costa Paradise Found

•This stunning home will be for sale as my wife and I transition to full retirement. • 360”views! • On the beach! • Artsy! .• Sleeps 6 (2 Queen, 2 Twin) • Additional unit on 1st fl. . Hot tub! • Beach combing! • kayaks! • Fishing poles! • Swimming, dolphins,manatees! . Books! . Grill, Utensils, fridge, microwave, plates, cups, glasses • 2 Full bath, 2 1/2 bath, 2 outside showers! • Towels, linens, soap, shampoo! • Fire pit!

4.98 out of 5 average rating, 53 reviews

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

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!

Hotel room in Punta Gorda

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.

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