Vacation rentals with a kayak near Crescent Beach

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Top-rated kayak rentals near Crescent Beach

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Superhost

A serene saltwater pool reflects the surrounding palm trees and evening sky. Lounge chairs are positioned along the deck, offering comfort beside the tranquil water. The dock is visible in the background, enhancing the waterfront ambiance.

Home in Longboat Key

4.88 out of 5 average rating, 120 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

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.

Superhost

Home in Bradenton

5 out of 5 average rating, 4 reviews

Kingfisher Cay-Canal-Pool-Kayak-Luxury Home

This property is in the ideal location for access to both Anna Maria Island and the shopping and amenities of Bradenton. Less than 1-mile to Causeway Beach and 3-miles to Anna Maria Island and located on canal, this property provides access to several water activities. Take the kayaks out to Palma Sola Bay where you may be surrounded by dolphins and rays, or load up the wagon and beach chairs and head over to Holmes Beach, or stay at home and relax by the heated pool and play in the games area.

Guest favorite

The exterior of a wooden house is seen from the river, surrounded by trees and tropical foliage. A spacious deck wraps around the home, furnished with outdoor seating. The calm water reflects the structure and nearby greenery, conveying a serene atmosphere.

Home in Bradenton

4.93 out of 5 average rating, 81 reviews

Rambling River Retreat on the Manatee River

Secluded 3.8 acres,1000 feet river frontage, luxurious 3 bdrm 2 bath 2013 sq ft central air, A home in a peaceful relaxing area with Manatees, otters, owls in an old Florida setting. Private drive thru large oak trees to a beautiful home with surrounding decks away from the city noise, yet close to dining and gulf beaches. Fishing, kayaks, canoe, lounging on the decks or relax in the hammock next to the river. Beautiful sunsets and river views in a peaceful setting. Mosquitonix system for bugs.

Superhost

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

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.

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.

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

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!

Top guest favorite

An aerial view reveals a cozy tiny home surrounded by vibrant greenery. A stone pathway leads to a circular fire pit area with wooden chairs. The screened-in outdoor lounge features large windows and a light roof, blending with the natural landscape.

Tiny home in Sarasota

4.96 out of 5 average rating, 343 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)

Guest favorite

A large screened-in patio surrounds a sparkling Gunite pool, with a pink float in the water. Comfortable seating is provided at the bar area and poolside loungers, while palm trees and greenery are visible in the background.

Vacation home in Venice

4.84 out of 5 average rating, 134 reviews

🌟Venice Cute Pool Villa with bikes Kayaks 🌈🐬

Escape to our charming Venice pool home, where relaxation meets adventure! Perfectly located near the water, this tranquil three-bedroom retreat is nestled on a quiet, palm-lined street. Enjoy easy access to bikes and kayaks for exploring, plus all the beach essentials: cooler, umbrella, and chairs. The pool awaits for sunny days and peaceful evenings (note: a brand-new pool cage is on its way, expected in December). Book now to experience Venice’s beauty from your private oasis!

Guest favorite

Home in Venice

4.95 out of 5 average rating, 137 reviews

MCM Waterfront Getaway w/ Private Dock + 4 Kayaks

Welcome to our Mid Century Modern waterfront getaway on the highly sought after Curry Creek. Perfectly situation between Nokomis Beach (2 miles) and Venice Beach (3 miles). Enjoy spending time fishing on the private dock or getting out on the water with our 4 kayaks and slip. We're located a half mile away from The Legacy Bike Trail (we have 6 bikes for guest use). large firepit, charcoal grill, cornhole, tons of supplies for shark teeth hunting and days spent at the beach

Top guest favorite

The two-story home is situated along a river, surrounded by lush greenery and mature trees. A quiet outdoor area extends to the water's edge, while a light-colored exterior reflects sunlight. The building features a balcony on the upper floor, enhancing the scenic view.

Home in Bradenton

5 out of 5 average rating, 85 reviews

River House with Kayaks. Relax on the River.

Grab a kayak, and hop on the river for a chance to see some of Florida's wildlife. Birds, otters, and alligators! The Riverhouse is a one of a kind vacation home. A fully equipped kitchen, living Rm with leather couches and a dining area. 3 bdrms- a King in the Master, 2 twins in 2nd and a bunk rm, 2 full baths, a balcony, and 2 patios. Situated on a quiet cul-de-sac, only 5 mins from I-75 and 10 mins from UTC Mall, Benderson race park, and exceptional dining experiences.