Vacation rentals with a kayak in Longboat Key

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

Apollo Beach Waterfront Amazing PoolOasis w kayaks

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

WOW-King Bed w/86° Pool, Turf Golf green, Beaches

Location! Have fun with the whole family at this stylish home. Just minutes to Anna Maria Island beaches. This incredible newly built home sets the highest standards of luxury living. It’s the ideal retreat with its expansive views of the outdoors from the moment you enter. Open concept with large French doors throughout the home creates the perfect indoor-outdoor lifestyle. Spend the day lounging by the heated pool with a cold drink in your hand. Fun turf yard area with games and putting green

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

5 Bed/4 Bath Waterfront Pool Home in Apollo Beach

Apollo Beach Waterfront Pool Home, 4 bedroom-4 private baths & elevator. Theater room-murphy bed (5th bedroom). Game room- pool, air hockey.. Enjoy kayaks, paddle boards, fish at the dock, book a boat charter with owner. 3 restaurants, Bakery, Cigar Bar and Coffee/Ice Cream-walking distance. Apollo Beach - 1/2 mile away! Bahia Beach -2 restaurants and EG Simmons Beach - 20 min away. Bring your boat, dock at house, Apollo Beach Marina - 2 min. away. Animal-free home due to severe allergies.

Rita Retreat - Beautiful 2/2 with private pool

Welcome to your dream vacation home! This charming rental offers a private pool and a lush green area for relaxation and fun. Situated just 4.6 miles away from the stunning Siesta Key beach, you'll have easy access to sun-kissed sands and sparkling waters. Seafood lovers will be delighted to find the renowned Phillippi Creek Oyster Bar nearby, offering some of the best seafood in town. Embrace the Florida lifestyle and make cherished memories in this wonderful retreat!

Waterfront Coastal Condo 2 Blocks 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! 🌅🏝️🚤

*New* Waterfront Retreat: Pool, Spa, Dock & Views

*Brand New Listing from a Superhost* Experience elevated canalfront luxury with breathtaking views, a private pool, spa, and modern, stylish design throughout. Lounge by the pool, unwind in the spa, or paddle the canals with provided kayaks. Minutes from Apollo Beach’s beaches, waterfront dining, and lively local spots. Bringing a boat? Enjoy direct Tampa Bay access from your private dock. A perfect upscale waterfront escape for couples and friends.

Discounted 20% - Two open August weeks w/Dock-Pool

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. *Less than a 3 minute walk to Bay Beach and a 15 minute walk to Bean Point.