Holiday rentals with a kayak in Vaca Key

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Top-rated rentals with kayak in Vaca Key

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Guest favourite

Boat in Tavernier

4.92 out of 5 average rating, 346 reviews

Island Sanctuary Islamorada

Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

6–13 Feb

£273 per night

Guest favourite

Home in Marathon

4.91 out of 5 average rating, 54 reviews

Blue Ocean Bungalow $295 3BR/3.5BA fully remod.

Start planning your perfect escape to the Florida Keys! Blue Ocean Bungalow is ideally located on a wide, deep-water canal with easy access to world-class fishing in the Atlantic and the Gulf. Enjoy all the amenities needed for a perfect island vacation: airy open living areas with canal views, cozy sunroom with office nook, updated kitchen and two renovated bathrooms, a shaded outdoor happy hour deck, gas grill, parking for 3 cars and a boat trailer. City of Marathon License #VACA-21-344.

19–26 Nov

£344 per night

Guest favourite

Home in Marathon

5.0 out of 5 average rating, 16 reviews

Horizon

Horizon is a bright beautiful upscale home, custom designed to take full advantage of its unique ocean location. Every room, has a wide sliding glass door to oceanfront balconies. Every bedroom has a private bath. Pool with Spa, Observation Platform for those sunrises on open water, ping pong, corn toss, kayaks and paddle boards, multiple dining areas, WIFI, quality appliances, comfy cotton bedding, crib, high chair multiple TV's poolside loungers, rocking chairs & bird watching. ++++

31 Aug – 7 Sept

£784 per night

Guest favourite

Home in Key Colony Beach

5.0 out of 5 average rating, 15 reviews

Coral House: 2/2 Waterfront in KCB w/ King Beds

Dog-friendly canal-front home with waterfront patio, water views, king size beds, & a washer/dryer! Welcome to the heart of the Florida Keys. Come relax, play, and stay in Key Colony Beach. Our house is perfect for families, couples, & small groups looking to experience the Keys. Walk to nearby atttractions such as dining, live music, water sports rentals, marinas, fishing charters, private boat rentals, shopping, and more. Have a small boat or jet ski? We have a 20 foot dock that you can use.

7–14 Aug

£261 per night

Guest favourite

Home in Marathon

4.96 out of 5 average rating, 57 reviews

Oceanside, Smart Home with SUP/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.

8–15 Sept

£252 per night

Guest favourite

Cottage in Marathon

4.95 out of 5 average rating, 22 reviews

Catch n' Relax Canalfront Cottage in Marathon

Enjoy our cottage right on a deep canal with 50' dock. Step right into your boat to fish the Atlantic Ocean & Gulf or just relax & enjoy the view! Enjoy an outdoor kitchen space for fish fry & Happy Hour drinks. Tan on our loungers or enjoy dinner under the stars. Kayaks/Bikes for you too. A Perfect location Minutes from Airport, 7Mile Bridge, Sombrero Beach & other Attractions. Close to shops & restaurants. Easily launch your boat from a free public marina nearby. Rental License #VACA-22-85

29 Oct – 5 Nov

£282 per night

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 36 reviews

Waterfront Private Home w/Pool-Family&Pet Friendly

Welcome to Casa Pina! Located right in the heart of Marathon. Enjoy your trip to the keys in this stunning custom canal-front, 3 bed/3 bath private house comfortably accommodating 8 ppl, with soaring 25 ft wood ceilings, your own private pool, large yard, 40 ft dock, kayaks, paddle boards, grill. Plus a huge screened in Patio and game room with a pool table. Driveway with Ample parking, enough for four cars+ or three and a boat. This house has everything you need for your Florida Keys getaway!

6–13 Oct

£466 per night

Guest favourite

Home in Marathon

4.98 out of 5 average rating, 49 reviews

Great Sombrero beach house, many amenities!

Your family will be close to everything when you stay at this centrally-located home. Close to Sombrero beach you can walk ride a bike, kayak or take a short drive there. Many attractions near by. Publix and winn dixie and many restaurants near by. Key West just one hour away for any day trip. House has an ice maker, refrigerator and freezer downstairs to keep bait or fish .Private pool and Dock, back yard oasis There is a paddle board and 6 bikes and 2 kayaks for your use. Amazing location!

10–17 Dec

£551 per night

Guest favourite

Apartment in Tavernier

4.87 out of 5 average rating, 126 reviews

Reel Large END Unit in Ocean Point Suites

Paradise awaits you in this large END unit, 2 BR/2BA in the highly desirable community of Ocean Pointe Suites! Newly renovated Modern Beach decor unit with breathtaking views from our Private beach and Marina are just a few highlights of this island retreat. A short walk to the Jr Olympic pool and jacuzzi. Pool area has a bar staffed with its own bartender. Tennis courts/Pickleball. Ocean Front beautiful onsite marina, beach, gazebo, boat ramp, onsite restaurant views of the Atlantic

4–11 Oct

£281 per night

Guest favourite

Home in Marathon

4.95 out of 5 average rating, 21 reviews

Comfortable 2/2 With Outdoor Shower~Bikes~Kayak

Enjoy the island life in this comfortable and modern 2/2 with Outdoor Shower, Bikes, Kayak, Full Kitchen & Space for 26’ boat trailer. Located in the beautiful neighborhood of Little Venice in the heart of Marathon, this house gives you easy access to beaches, state parks, restaurants, shops, marinas, and local attractions like the 7 Mile Bridge and Florida Keys Aquarium Encounters. Bahía Honda State Park and Sombrero Beach offer the best beaches in the keys and are just a few minutes away.

6–13 Oct

£299 per night

Superhost

Cottage in Islamorada

4.81 out of 5 average rating, 143 reviews

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. Each unit is private, and the neighborhood is tucked off the beaten path. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! A 5% lodging tax will be charged on arrival.

29 Sept – 6 Oct

£177 per night

Guest favourite

Home in Key Colony Beach

4.95 out of 5 average rating, 79 reviews

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.

27 Jul – 3 Aug

£340 per night