Vacation rentals with a kayak in Holmes Beach

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Top-rated kayak rentals in Holmes 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

Three kayaks are positioned on the sandy shore, ready for use. A bright yellow kayak stands next to two blue kayaks, creating a vibrant contrast against the natural surroundings. In the background, palm trees and a dock are visible, indicating access to the water.

Home in Apollo Beach

4.93 out of 5 average rating, 104 reviews

Apollo Beach Waterfront Amazing Pool Oasis

Forget your worries in this spacious and serene space. You are invited to our private oasis waterfront home in Apollo Beach. Enjoy our backyard, from the outdoor living space, dining area, sun loungers, games, and the amazing pool overlooking the canal; Watch dolphins & manatees as you relax in the pool. Home equipped with a large kitchen, dining room, 2 bathrooms, 2 bedrooms and an additional living room with a closet and sleeping sofa that can be used as a private 3rd bedroom. LIC#DWE3913431

Superhost

Home in Tampa

4.78 out of 5 average rating, 113 reviews

Waterfront Oasis! Kayaks,Hot Tub

This one of a kind waterfront home is the perfect oasis while still being close to everything Tampa Bay has to offer. 10 minutes from TPA, downtown Tampa, Bush Gardens, Raymond stadium and 30 min to St Pete/ Clearwater Beach/ Dunedin. The natural canals right behind the house are some of the most memorizing natural areas you’ll find in all of Florida! We have 2 tandem kayaks for some epic exploring, a private dock w/ lounger & fire pit, and a screened lanai with hot tub over looking the water!

Top guest favorite

Bungalow in Oldsmar

4.98 out of 5 average rating, 101 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Superhost

A wooden dock extends over calm water, providing clear views of the natural surroundings. Lush greenery borders the shoreline, while bright blue skies above enhance the serene atmosphere. The dock features a wide pathway, inviting exploration along the tranquil lake.

Guesthouse in St. Petersburg

4.83 out of 5 average rating, 125 reviews

Guest House by the Lake

Large guest suite less than 10 minutes to both downtown St Pete and St Pete Beach. Walk out the back and you'll find yourself only a minute away from a large lake and a beautiful park. There is a golf range and practice green area located in the same park. The space is large and completely private. You will find everything you need - full bathroom, large closet, full table/desk, kitchenette, wifi/Netflix, yard/grill, etc. Also available to use: kayak, golf clubs, beach towels, fishing poles

Superhost

A shaded seating area is positioned on lush green grass next to calm waters, with a large tree providing cover. A small boat can be seen in the distance on the water, surrounded by greenery along the shore.

Condo in Ruskin

4.74 out of 5 average rating, 155 reviews

Little Harbor Resort #109 Tampa Bay FL Beach, Pool

Little Harbor Resort is a paradise packed with amenities. Enjoy 2 pools, Jacuzzi, Beach on Tampa Bay (not Gulf), 2 restaurants, Tiki Bar, tennis, pickleball, basketball, playground, fishing charters, sightseeing cruises, and Freedom Boat Club. The Inn at Little Harbor River Delight Studio is a ground-floor, non-smoking studio which features a kitchenette, fridge, microwave, sink, in counter hotplate, dishwasher, coffee maker with two luxurious queen beds, and captivating island decor.

Superhost

A private heated pool is surrounded by a spacious deck featuring lounge chairs and a dining area. Palm trees provide shade while boats are visible at the dock. String lights overhead create a relaxed ambiance, and the tranquil water reflects the blue sky.

Home in Indian Rocks Beach

4.97 out of 5 average rating, 115 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

Superhost

Two red kayaks are positioned on yellow wheeled carts, ready for transport. Each kayak is equipped with paddles, secured on the deck, and features blue gear neatly stored inside. The surface beneath is paved, indicating an easy launch area.

Townhouse in Ruskin

4.94 out of 5 average rating, 226 reviews

Waterfront Townhome w/ Heated Pool & Balconies

Relaxation awaits you the moment you step in to Bahia Bungalow, a 2 Bedroom, 1.5 Bath town home nestled in Little Harbor Resort. Little Harbor is located on a partially private guest reserved beach in Ruskin, a short drive from Tampa, Sarasota & St. Pete. The resort overlooks Tampa Bay & features a heated outdoor pool, basketball and pickleball courts, fitness area, a playground & a marina. Dining within the Resort include a bay-view restaurant, a poolside bar/grill.

Superhost

A well-lit living area features large windows allowing natural light to fill the space. A small dining table accompanies four chairs, while a comfortable seating arrangement includes a blue sofa and an accent chair. Artwork adorns the walls, enhancing the inviting atmosphere.

Condo in Clearwater Beach

4.83 out of 5 average rating, 118 reviews

Direct Waterfront "The Lily Pad" Walk to Beach

🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴‍♂️🏄‍♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more—all available right from the property! This is the perfect spot to make unforgettable beach memories! 🌅🏝️🚤

Superhost

Two kayaks, one orange and one beige, are stored beneath a wooden staircase. A rack holds multiple bicycles, hinting at recreational options nearby. The scene is framed by wooden fencing and soft gravel underfoot, creating a relaxed outdoor environment.

Apartment in St. Petersburg

4.81 out of 5 average rating, 135 reviews

Sunshine St. Pete | 400ft² | bikes | kayak|netflix

♡ 400ft² private craftsman studio apartment on shared property ♡ ☞ Walk Score 82 (walk to cafes, dining, shopping..) ☞ Bike Score 75 (2 bikes provided) ☞ Memory foam mattress + sofa couch ☞ Fully equipped + stocked kitchen ☞ Free kayaks + beach gear ☞ Beach gear provided ☞ Onsite parking ☞ Swivel Smart TV w/ Netflix ☞ 214Mbps Wi-Fi ☞ AC & Heat 5 min → Salvador Dall Museum, Vinoy Park, St. Pete Pier 15 min → Airport & St Pete Beach

Guest favorite

A serene sunset over the Little Manatee River is captured, with vibrant hues of orange and pink reflecting on the water surface. The dark outline of trees defines the horizon, creating a peaceful natural backdrop.

Cottage in Ruskin

4.91 out of 5 average rating, 113 reviews

Little Manatee River Cottage

This cottage is located on the Little Manatee River. Sun City Center 10 min Aquatic rentals walking distance. The cottage is updated. Abundant fishing charters, Little Harbor, manatee viewing center and Simmons Park all within minutes. Fully furnished, linens, kitchen utensils; bath towels; blankets pillows comfy furnishings. View sunsets out on the river, on the dock or at Little Harbor sipping your favorite drink.

Superhost

Two charming structures are situated by the water's edge, surrounded by lush greenery. A patio with red chairs invites relaxation, while the reflection in the calm water enhances the serene surroundings. The area is ideal for outdoor enjoyment and exploration.

Apartment in Old Seminole Heights

4.77 out of 5 average rating, 101 reviews

Kayaks & Firepit Mins to Dwntwn!

River Front One Bedroom Apartment in Trendy Seminole Heights, the best Restaurant District In Tampa -Fast Wifi and Smart TV -Includes Use of Kayaks and Canoes -Wood Burning Fire Pit -15 Minutes from Cypress Point Park Beach and the Airport and YBOR City, the Mid Florida Ampitheatre, and the Seminole Casino -10 Minutes from Downtown, the Convention Center, RiverWalk and Armature Works, and Julian Lane Park