
Vacation rentals with a kayak in Vaca Key
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Top-rated accommodations with a kayak in Vaca Key
Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

3Bed 2Bath~Kayaks~Cabana Club~Swim Spa~Fish Equip
3 Bedroom~ 2 Bath Duplex With Outdoor Solar Shower, on a Deep Water Canal in Key Colony Beach. Near The Vaca Cut Makes For Easy Access To The Gulf Of Mexico or Atlantic Ocean. Boat Dockage for up to a 34' Boat. Golf Course, Pickle Ball~Tennis Courts, and Great Playground. We have a Large Swim Spa in The Private Garden, Arcade Game Room~Ice Maker, Paddle Board, 2 Kayaks, 4 Fishing Rods & Bait, Margarita Machine, Outdoor Shower. Cabana Club Membership With Free Beach/ Ocean Access & Huge Pool.

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!
Don’t miss this one! Dock your boat & relax in the swimspa pool at this deep water, canal home in Marathon’s Boot Key Harbour! Walking distance to ocean front tiki bars, restaurants and attractions! Quiet, residential street at MM 48.5, just off US 1, this one level home is in the heart of the Florida Keys. 2 queen bedrooms plus a sleeper sofa in the living area. With no neighbors on either side of the home, this is the ideal spot for personal space at our 100 foot wide lot. 2 kayaks provided!

Viamarhe House-Private beach, Kayak, yard games
If you are looking to enjoy the natural beauty and the captivating views of the Florida Keys, our charming Oceanfront house is the place for you. Enjoy the breathtaking views of the sunrise and the starry night show over the beautiful Atlantic ocean. You and your family can enjoy the exclusivity this property will give you, Viamarhe is its own little resort, 5 kayak and fishing rods, volleyball, chess and bowling ground, Domino, Billiards, Ping-Pong, and Football. the propane BBQ grill, fire pit

Water Views | Private Pool Oasis + Gazebo + Kayaks
Modern 4BR/4.5BA waterfront getaway in Marathon’s Coco Plum, set on a wide open canal with gorgeous water views—perfect for boaters, families, and friend groups. Spend your days in the huge private pool, relax under the gazebo, and come home to a newer, beautifully kept 2012 house designed for easy Keys living. 🏊 Huge private pool + gazebo (with poolside bathroom) 🛶 Kayaks included + big open-canal view ⚓ Pier-style dockage for your boat or rental boat 🌅 Wraparound covered porch for sunrise/

Private Pool! Luxury Paradise Pointe, Pet Friendly
Beautiful Key Colony Beach waterfront duplex with a private pool! Featuring a newly updated, 3/2, spacious 1440 sf home, deep water private boat slip & lift, Tiki Hut w/TV, kayaks, pet friendly, ice machine, bait freezer, large kitchen, Cabana Club, restaurant, and beach access. Family friendly location w/Golf, a playground, and dog park. Sit under the tiki hut, watch the game on the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

Welcome to Paradise, Private Pool, SUPs, Kayak!
Paradise Awaits You!! With a Beautiful Private Pool, 40’ 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 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.

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes
Cozy FL Keys stilted beach house ideally located in Sombrero Beach w/ 50’ private dock & large SPA whirlpool & attached bar. Walk/bike to beautiful Sombrero Beach down paved path. 4 bikes, 2 paddle boards, 2 kayaks included. Renovated home with new central A/C unit, new bathrooms & kitchen. Near supermarkets, liquor stores, pharmacy, great restaurants & more. Near Dolphin Research, Aquarium Encounters, Turtle Hospital, Bahia Honda State Park Beaches & more. Key West less than 1 hour away.

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.

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.

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
Sleeps 5 adults. 3rd bed is si sofa bed with a queen mattress. Indulge in the ultimate tropical retreat at our captivating bungalow Castaway Island, showcasing over 120 perfect guest reviews across multipl venues. Your hosts' extensive hospitality experience is evident in the restoration and thoughtful amenities, guaranteeing an exceptional vacation experience. Discover your ideal home away from home, where every detail is carefully designed to surpass expectations.
Popular amenities for Vaca Key kayak rentals
House rentals with a kayak

World-Class Oceanfront Pool/Hottub Sunset Escape

Experience the Ultimate Florida Keys Getaway.

Flamingo Palms-April availability

Waterfront Private Home w/Pool-Family&Pet Friendly

Sea Glass Beach Bungalow in Key Colony Beach!

Paradise Ocean Front 4/3Home Heated Pool

Reel Knotty ~ Waterfront Pool Home, 35' Dock

Golf Coast Oasis near Sombrero Beach
Other vacation rentals with a kayak

Oasis Canal-Front Home: Pool, Dock, BBQ, and more!

Sombrero beach vacation paradise, great location

Direct to Ocean! Private Pool, Bikes, Paddleboards

Cabana Club Privileges! Paddleboards, Bikes, Kayak

Renovated Anglers Reef 2BR + Sleeper + Ocean Views

Dream Vacation KCB Marathon with private pool !

SeaEsta! Bring your boat & 1 block to the beach!

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




