
Holiday rentals with a kayak in Don Pedro Island
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Top-rated rentals with kayak in Don Pedro Island
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Gulf Front Escape + Beach Access
"🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

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!

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
Whisk your favorite person away to BayDreaming! Escape to this quiet 1BR/1.5BA condo - just an 8-minute walk to Turtle Beach! Perfect for couples, it features a private deck with canal and Gulf views , a heated pool for sunset swims, 2 supyaks and a plush king bed for cozy nights in. Enjoy garage parking, beach gear, and a peaceful, welcoming community. Whether you're here to relax or reconnect, this coastal retreat offers the perfect mix of romance or just plain serenity on sunny Siesta Key!

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.

Unit #1 Free kayak/bikes/walk to beach/fullcottage
Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

Birds Nest with bay views!
Bay views. When you arrive, you can park your boat at dock 44 in front of the property at the public dock or get dropped off by the water taxi at Eldridge Marina. Short walk to the beach or rent a golf cart and cruise the island, see what nature has to offer. We pride ourselves on providing a clean and quiet home. 75in TV, corn hole, beach chairs, kayaks, dart board, gas grills and Adirondak chairs to relax in. We continue to upgrade your experience. This is on a barrier island.

Lux Home on Gulf w/Private POOL & 50ft Dock
Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 100 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

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.

Island Beachfront Cottage. Secluded! Lux! Extras!
Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

Blue Cottage Suite- Peaceful Old Englewood Charm!
This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The Front porch pictured is part of the main house and is NOT included for use while renting the Blue Cottage Suite. IF the main home is vacant during your stay, I will let you know and it can be used during that time.

Island Getaway Pool-Ferry-Grocery Delivery Incl.
*FREE Island Grocery delivery/staging Enjoy our Locally Owned and Operated, Newly Updated LGI Condo with Magnificent Views 2 private SW facing decks offer a.m Sun, Gulf, Palm & Pool Views. Beautifully furnished with everything to enjoy your Island time Gated Mainland Parking & Ferry to the Island incl. Walk the Uncrowded shelled beach with Birds, Dolphin and Manatee or Venture out for Prime Fishing & Kayaking SWFlorida has to Offer

Luxury Waterfront Oasis w/ Pool, Hot Tub & Dock
Soak up Florida luxury at this 6BR/5.5BA Englewood waterfront retreat! Perfect for families or groups, this luxury home features king beds in every room, 2 kitchens, elevator, private pool, hot tub, kayaks, and boat slip. Enjoy outdoor dining, smart TV, fast Wi-Fi, and screened balconies. Just minutes from Englewood Beach, top dining, and coastal attractions. A peaceful, upscale stay with space for everyone.
Popular amenities for kayak rentals in Don Pedro Island
House rentals with a kayak

"Everglades Breath"3bed 2 b ,BBQ, Kayaks, Hot tub

Englewood, Fl 2 bedroom home with heated pool.

Bayview: Waterfront sunsets, pool, hot tub, dock

Canal Home w/ Escape Room, Pool & Dock, Pets OK

Peaceful waterfront home

Fantastic! Luxury-Remodel-Sunny Heated Pool

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Lux Canal Front | Pool, Kayaks, Bikes, & Boat Dock
Cottage rentals with a kayak

Quaint Cottage w/access to Peace River canoe/kayak

Oystercatcher 3min walk to sunset, bikes, kayaks

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath

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

Great after Milton -Pool & Waterfall! Beach! im

Cape Lake House Lake Front

Captains Cottage

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

Waterfront 3BR – Pool, Dock, Kayaks & Beach

Fishing and Nature Paradise

Coastal Retreat ~ Near Beaches, Parks & Shopping

Private Beach, Fishing Dock & Heated Pool Paradise

Turtle Nest Retreat - Manasota Key (upper unit)

Waterfront Oasis with Boat Lift & Hot Tub

SunCoast Garden Family Retreat

Large Waterfront Getaway | Sleeps 14 w/ 9 Beds
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