
Holiday rentals with a kayak in Vaca Key
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Top-rated Accommodation with a Kayak in Vaca Key
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Chasing Sunrises | Family Style
This tranquil house is the perfect spot to relax and recharge. You’ll love watching the boats come and go with your morning coffee. Cast a line from the dock, enjoy a sunset by the water, or simply unwind with the sounds of nature all around you. 🛏️ A comfy, private room with everything you need to feel at home 📶 Fast Wi-Fi, ideal for remote work 🎣 Access to the dock for fishing or chilling 🚤 Fun boat-watching right from the window or yard 🍃 Quiet, relaxing atmosphere — the perfect unplug

Sunset Key Escape/Pool, Dock, Kayaks & Gulf Access
Welcome to Sunset Key Escape Your Private Waterfront Retreat in Marathon Bask in the beauty of the Florida Keys at Sunset Key Escape, a stylish and serene 3 bedrooms, 3 bathroom waterfront getaway designed for comfort, adventure, and unforgettable views. Whether you are unwinding poolside, launching a kayak at sunrise, enjoying dinner by the water under the stars, or challenging friends and family to a ping pong match, this home offers a true Keys escape surrounded by nature and coastal charm.

Oceanside, Fee-Less Pet, with kayaks - 60 FT Dock
This pet-friendly, waterfront home upgraded in 2021 (see notes) has two rooms with ample bedding - 1 king-size bed, one queen (pull-out sofa bed), and one full. The home has a cute kitchen that is well-equipped. A nice open area allows you to walk and enjoy the canal. Enjoy the ocean view or simply sunbathe in serenity. There is house parking in front for boats and trailers and covered parking for one car. It only takes minutes to access the ocean. We just completed construction of a 60FT dock.

Beach House Getaway - Kayaks - 2BR 2.5BA Villa
Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

Marathon Keys Escape • Pool • Hot Tub • Near Beach
Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sqft estate ⭑ Private home, deck, patio & backyard, overlooking a beautiful scenic landscape ⭑ Crystal pool, hot tub, movie theater, remote workspace, game room with arcade & more ⭑ Secure parking for up to six vehicles, boat trailer parking, RV and EV charging ⭑ 10 min to sombrero beach & just minutes to all island attractions ⭑ Fully stocked kitchen ⭑ Extremely safe neighborhood License #VACA-24-20 License #VACA-24-32

The Mini Coconut
Relax with your family at this peaceful location, steps away from the water. The beautiful lagoon that opens up to the Gulf of Mexico can be seen from the front of the home. You can fish, snorkel, kayak, stand-up paddle board and more, just 50 feet from the house. Please note that this is a single unit of a duplex property. It has a separate entrance and private yard for your pleasure. Centrally located, we are minutes away from the airport, restaurants, beach and shopping. VACA-22-371

Tiki Time! Private Pool~Tiki Hut~Kayaks~Grill!
Tiki Time ~ your private paradise in beautiful Marathon, heart of the Florida Keys! This is the perfect place for a family vacation or relaxing getaway. Gorgeous 3BR home with your own private salt water pool, Tiki Hut, space to park a 30' boat/trailer, and ocean views from the balcony~Kayaks, grill, beach toys await you for your beautiful day in the Florida Keys! Less than 5 min to Sombrero Beach, Dining & Local Bars! Experience the Florida Keys like a local and book Tiki Time today!

Waterfront Home 37.5-ft dock, Cabana Club Included
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

Viamarhe Cabin-Private beach, Kayak, yard games
If you are looking to enjoy the natural beauty, and romantic stay in a rear cabin with complete bath and kitchen independent of the main house but with a patio that shares the amenities of games and entertainment of a mini resort our Oceanfront small apartment is the place for you. You and your couple can enjoy the exclusivity this property will give you, like the 5 kayak and fishing rods, volleyball, chess, bowling, carbon and propane BBQ grill, and a fire pit.

b watervibe
Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales.Prueba de la expericiensa y ya ustedes diran.Esta casa flotante ofrece un espacio para 2 adultos. Está Esta es una experiencia de Acampada

Houseboat Getaway In Marathon
Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Florida Keys Resort-Style Home w/ Pool & Dock 5/3
Perfect for families, couples, groups, or solo travelers, this spacious home offers 5 bedrooms, 3 bathrooms, an open living room, and a fully stocked kitchen. Easy to reach and simple to access, it’s set in a peaceful neighborhood close to island fun and water adventures. Just a short walk to Sweet Savannah’s Ice Cream & Sweets Parlor, this retreat is ideal for relaxing or exploring. We look forward to hosting you!
Popular amenities for Vaca Key kayak rentals
Holiday House Rentals with a Kayak

Waterfront with Boat Lift/Kayaks and Hot Tub

Seaside Sunrise. Newly remodeled waterfront

Flamingo Palms-April availability

Yellowtail Getaway with Boat Dock and Pool 2

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!

Waterfront Private Home w/Pool-Family&Pet Friendly

Dream Vacation KCB Marathon with private pool !
Other holiday rentals with a kayak

"O" Fish Ally Paradise @Ocean Isle Fishing Village

The Pink Dolphin House.

Cabana Club Privileges! Paddleboards, Bikes, Kayak

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

Paradise Ocean Front 4/3Home Heated Pool

Tropical Dream Vacation - 3bdrm/2bath CANAL FRONT!

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool

Waterfront w/pool and hot tub
Destinations to explore
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- Rentals with a kayak Monroe County
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- Long Beach
- Conch Key
- Bahia Honda State Park
- Theater of the Sea
- Seven Mile Bridge
- Key Largo Kampground And Marina
- Calusa Campground
- Sunset Park
- Robbies Marina Of Islamorada
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Founder's Park
- History Of Diving Museum
- Harry Harris Beach and Park
- Ernest F. Coe Visitor Center




