
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.

Welcome to Paradise! Private Pool, Kayak, SUPs
Paradise Awaits You!! With a Beautiful Private Pool, 40â Dock, Kayaks, SUPs, & Bikes; Welcome to Paradise is the Perfect Place to Stay & Play in the Sun & on the Water! Our home w Breezy Palms is centrally located w Beaches, Boating, Fishing, Diving, Swimming, Dining & Refreshing Cocktails just minutes away! We are owners, Luis & Aysie. We put all our love of the Keys into our home, & we just know you will love it too. Message us or book instantly & start planning your trip to Paradise!

Beach House - Kayak 2/2.5 Villa - OS Slip/Ramp/Pkg
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 youâre 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.

Waterfront with Boat Lift/Kayaks and Hot Tub
This 2 bed/2 bath Duplex home is located on the water just 4 homes away from the open Atlantic Ocean. Bring your boat or rent one! Paddle with our 4 comp kayaks right from our dock. Go 8 min drive to Sombrero Beach. We have you covered with comp beach towels and beach chairs. We have fishing rods, nets, underwater green light, outdoor freezer and bait station for you to use while staying in our home. Fish right from your very own dock and cook the fresh catch in our BBQ. VACA-24-53

Waterfront Escape -VACA-23-408
Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Sunset Views, Pool and Dock
Beautiful two bedroom two bath single family home with pool and spa with dock right on the water! Enjoy the beautiful sunset and bay views from our dock, deck or pool! Bring your boat and bathing suits and enjoy this wonderful home in the Heart of the Florida Keys! Pool heat is an additional fee Kayaks and golf carts rental available upon request Saturday to Saturday during busy months except September and October. And you can always ask 7 night minimum no exceptions VACA-22-34

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.

360 DEGREE WATERVIEW HOUSEBOAT
IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

The Hideaway~Pool~Pickleball~Putt-Putt~Kayaks!
Welcome to The Keys Hideaway! đ´đ The â¨ONLY⨠house in Marathon with its own private Pickleball Court and 4-Hole Putt-Putt Course!! Live your dream getaway in this Gorgeous 3BR Paradise in the heart of the Florida Keys. Sip a cold drink by your private pool đš, play Pickleballđž, enjoy Putt-Putt âł, paddle out on a Kayak đ , or play Ping-Pong đ, end the day with a family cookoutđĽ. At The Hideaway, youâll have it all, adventure, relaxation, and unforgettable memories!â¨

The Bent Coconut
A modern masterpiece in the heart of the Florida Keys. Breathtaking views of the Gulf from every room. Stunning rooftop, with outdoor bar, seating, lounge chairs, and shower. One of a kind infinity edge pool on the second floor, and a second mini-pool on the ground level with a second outdoor kitchen. Glass elevator with a floating staircase surrounding it brings you up to the second floor great room. The open layout is perfect for entertaining. VACA-23-114

b watervibe
Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar Ăşnico. Es algo diferente para disfrutar con tu pareja de un momento romĂĄntico y divertido y asĂ 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. EstĂĄ 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! đ´đ 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. đ 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, itâs set in a peaceful neighborhood close to island fun and water adventures. Just a short walk to Sweet Savannahâs 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

Pristine pool front home w/ocean views Anglers 148

Oceanside, Smart Home with SUP/kayaks - 60 FT Dock

Key Colony Paradise

Experience the Ultimate Florida Keys Getaway.

Twin Dolphin Marathon Deep Water Canal, 100â Yard!

Waterfront home w/pool, dock & close to beach

Sea Glass Beach Bungalow in Key Colony Beach!

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

Summer Sale~New 4/3/pool/40f dock

Islamorada bungalow 2 bed & pool

Sombrero beach vacation paradise, great location

Waterfront, dock, easy ocean access, heated pool!

Paradise Ocean Front 4/3Home Heated Pool

Panoramic Oceanside Luxury, Dockage & Gameroom

New Private 4/3 Single Family - Kayaks & Bicycles+

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Cocoa Plum Beach
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Theater of the Sea
- Conch Key
- Far Beach
- Sea Oats Beach
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Sandspur Beach
- Bahia Honda State Park
- Long Beach
- Keys' Meads