
Vacation rentals with a kayak in Don Pedro Island
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Top-rated kayak rentals in Don Pedro Island
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Water View 3bdr,2ba, Close to Beaches Golf/Fishing
If you are looking for a perfect location to rent a place in Florida, this is it. This is 2022 construction villa close to 5 beaches, golfing or fishing. Boca Grande Island is within minutes, enjoy the Island relaxed beaches. We provide everything you need, beach chairs beach umbrella and bikes. Enjoy BBQ on the patio and relax in enclosed lanai with beautiful lake view, sit down to a great movie or board game in the living room. Ann&Chuck Pool 5min Sasy tarts coffee pls &multiple places to eat

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath
Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

#8) Heated Pool, Bikes, Kayaks, Sups, Corn Hole
Welcome to Stump Pass Place! A perfect mix of comfort, nature and unmatched amenities. Just a 3 minute walk to our beautiful neighborhood beach or a just 4 minute walk to Stump Pass State Park at the end of our street. Here you can go to the beach, launch the water toys, and make some lifelong memories. Stump Pass State Park has one of the most beautiful pristine beaches in all of Florida! FREE Kayaks, Sups, beach cruiser bikes, beach chairs, umbrellas, boogie boards, coolers and so much more!

LG Beach Bungalow on Gulf w/Bay Access & deck too!
Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

"Everglade Kiss" 3b 2b BBQ, hot tub
"Everglade Kiss"3 bed 2 bath 1 car garage villa, quartz kitchen corner tops ,65 inch TV in living room, lanai has 16 jets hot tub , BBQ Back yard is shareable.South West Florida's prime boating and beaching communities with the Charlotte Harbor and The Gulf of Mexico minutes away.Community offers public sidewalks, parks, with boat ramp, picnic area, playground. The waterways provide place for kayaking, paddle boarding, and fishing. Enjoy a memorable visit when you stay in this unique place.

Sea La Vie
Escape to 3 acres of tropical bliss on exclusive Palm Island, where luxury meets seclusion. This beautifully updated 5-bedroom, 4-bathroom retreat offers breathtaking views of a serene pond and the Gulf of America. Heated pool & jacuzzi, 50-ft private boat dock, Home theater & game room, Kayaks, bikes, pool table, ping pong, and more, Fire pit, basketball court, volleyball, Steps from a private beach. Accessible only by private ferry, this is more than a getaway; it’s your slice of paradise.

Island Estate. Beach, Bay, Nature. Lux! Extras!
Little Gasparilla Island. Main house of 5-acre, beach-to-bay "old FL" estate. Bay in front, pristine beach in back. Very private, natural setting on the bay Florida Blueway KayakTrail and Aquatic Preserve, bordering Don Pedro nature preserve parkland. Kayaks & SUPs for exploring the bay, beach gear and games. Abundant birds, fish, shells, & wildlife. Manatee and dolphin are common. Accessible only by boat/water taxi. No stores, few people. 2 ensuite bedrooms. Bunk bedroom & loft.

Elegant heated pool canal home in very quiet area.
Great location! Bring your dog, bring your boat and enjoy the Florida sun in your heated saltwater swimming pool. Fish off your private dock while watching for dolphins or manatee. You can meet the rest of the opacarophiles who walk to the beach to view the sunset. Relax in the jacuzzi with your favorite beverage. NOTE: Beach is sandy but the water is BRACKISH, not clear. This is mostly a retirement neighborhood. This is NOT a party house and not suitable for unattended children.

AMAZING Cape Haze Location -community kayak launch
Ready for warm sunshine, tropical breezes and lush landscaping? Spaniard's Retreat is the ideal location for your get away. This home is set in the charming Old Florida neighborhood of Cape Haze. Old banyan and pin-oak trees line the picturesque streets where homes are spaciously placed. Upon entering you will be greeted by the panoramic sliding doors overlooking the heated pool and spa. This truly feels like a private oasis. 3 bedrooms and 2.5 baths offer generous accommodations.

Island Getaway•Beach House•Dock•Pet Friendly
Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

Peaceful waterfront home
Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Canal Home w/ Escape Room, Pool & Dock, Pets OK
"Start your stay with something totally unexpected: our QR Clue mystery adventure, included with every booking. As you settle into the home, you’ll discover hidden clues containing interactive puzzles woven through the living spaces. Make it to the end to solve a long-standing mystery and win a take-home prize as a keepsake. It's an escape room-style challenge designed for all ages to create fun, memorable moments without ever leaving the comfort of the house.
Popular amenities for Don Pedro Island kayak rentals
House rentals with a kayak

Tropical Retreat-HeatedPool Tennis PickleBall Golf

Golden Hour Retreat on a Sailboat Canal

Waterfront 3BR – Pool, Dock, Kayaks & Beach

Canal Front Vacation Oasis

Turtle Nest Retreat - Manasota Key (upper unit)

NEW 4BR/2BA Modern Waterfront Home Pool, Dock Boat

Large Waterfront Getaway | Sleeps 14 w/ 9 Beds

MCM Waterfront Retreat • Dock, Kayaks & Beaches
Cottage rentals with a kayak

Manasota Key Beach Bungalow

Unit #1 Free kayak/bikes/walk to beach/fullcottage

Oystercatcher 3min walk to sunset, bikes, kayaks

Unit #3 Free Kayaks/bikes/beach/pet friendly

Captains Cottage

2BR Beach Cottage-Steps to Beach, Heated Pool

Seaside Studio Cottage Retreat

2 bedroom, walk to beach-bikes-kayaks-grill-picnic
Other vacation rentals with a kayak

Walkin on Sunshine

Dockside Delight:Waterfront/Gulf Access/4minsbeach

Heated Pool, Sleeps 10. Walkable to Restaurants

Harbor Side Retreat

The perfect retreat with canal view

Location! 1-Block To Fish Ville; Heated Salt Pool

Waterfront 3 Bedroom Condo with Beach Access

Daze Inn Between: lagoon pool ½ mi to beach ferry!
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