Holiday rentals with a kayak in Siesta Key

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Top-rated rentals with kayak in Siesta Key

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

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Top guest favourite

Home in Apollo Beach

4.93 out of 5 average rating, 102 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

Top guest favourite

Apartment in Nokomis

5 out of 5 average rating, 46 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 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.

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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, king size bed/ queen 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.

Guest favourite

Home in Englewood

4.98 out of 5 average rating, 50 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 favourite

Houseboat in Palmetto

4.89 out of 5 average rating, 19 reviews

Serenity with Kayaks Fishing Beach Gear & Sunsets

Escape to tranquility and experience the magic of life on the water. Whether you're seeking relaxation, adventure, or a bit of both, we welcome you with open arms. Let the gentle waves, fresh sea breeze, and waterfront views create the perfect getaway. Living the dream has never been this easy! Come aboard and make unforgettable memories. ⚓ 📢 Special Offer: * First two nights—No cleaning fee! * After three nights—$75 cleaning fee applies. * Four guests $75 cleaning fee will apply.

Superhost

Townhouse in Ruskin

4.94 out of 5 average rating, 224 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.

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Bungalow in Englewood

4.62 out of 5 average rating, 130 reviews

Good after Milton -Kayaks & Steps to Beach sa

Great news! We've reopened after Milton! 3 Restaurants, stores, our beach access & Stumpy's Free Ride now open! In a prime Manasota Key location, our talented interior designer created this beach bungalow gem with 2 bedrooms, Tv's & kitchen with dining set. Walk only 1 minute to delightfully uncrowded beach! Swim Spa with waterfall & massage therapy jets in common area. Free kayaks. Login to your favorite streaming service with Smart TVs.

Superhost

Flat in St. Petersburg

4.81 out of 5 average rating, 133 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

Top guest favourite

Home in Englewood

4.98 out of 5 average rating, 87 reviews

20 Steps to Water! Dock, Sunsets, and Hot tub!

• Gorgeous Sunsets: Enjoy stunning dock 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

Guest favourite

Cottage in Ruskin

4.91 out of 5 average rating, 111 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.

Top guest favourite

Home in Punta Gorda

5 out of 5 average rating, 10 reviews

Stunning! Luxury waterfront home

STUNNING!! LUXURY WATERFRONT HOME - HEATED POOL- Close to Harbor/Fish Village -PREMIER HOST reviews averaging 5.0 since 2018 on other site. -Modern, newly updated home with open layout allowing for enjoyment of the cool waterfront breezes. -Boat dock with very close Harbor access within 10 minutes. -Southern exposure, full sun, heated pool, and waterfront. Oversized pool extends along large portion of rear of home.