Vacation rentals with a kayak in Vaca Key

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Top-rated kayak rentals in Vaca Key

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Guest favorite

Boat in Tavernier

4.92 out of 5 average rating, 347 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.

Feb 10 – 17

ﺩ.ﺇ1,147 per night

Guest favorite

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.

May 13 – 20

ﺩ.ﺇ573 per night

Guest favorite

Home in Marathon

5.0 out of 5 average rating, 17 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. ++++

Apr 5 – 12

ﺩ.ﺇ3,867 per night

Guest favorite

Home in Marathon

4.97 out of 5 average rating, 58 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.

Sep 7 – 14

ﺩ.ﺇ858 per night

Guest favorite

Home in Marathon

4.95 out of 5 average rating, 21 reviews

Paradise in the Keys

Welcome to Pura Vista otherwise known as Pure Views. Come enjoy a delightful stay at this beautiful direct waterfront property in the Florida Keys for your getaway. Breath taking views of the Atlantic Ocean and direct ocean access to the best boating activities in the warm turquoise waters of the Florida Keys. Well equipped with commodities to help your stay be the best. A great location to discover everything the Florida Keys has to offer. We look forward to hosting your stay! VACA – 22 - 376

Oct 5 – 12

ﺩ.ﺇ3,262 per night

Guest favorite

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

Nov 4 – 11

ﺩ.ﺇ1,095 per night

Guest favorite

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!

Nov 17 – 24

ﺩ.ﺇ2,280 per night

Guest favorite

Home in Marathon

4.95 out of 5 average rating, 22 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.

Oct 24 – 31

ﺩ.ﺇ1,226 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.

Nov 21 – 28

ﺩ.ﺇ729 per night

Guest favorite

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.

Aug 10 – 17

ﺩ.ﺇ1,297 per night

Guest favorite

Boat in Islamorada

4.92 out of 5 average rating, 327 reviews

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.

Dec 14 – 21

ﺩ.ﺇ701 per night

Guest favorite

Villa in Marathon

5.0 out of 5 average rating, 19 reviews

Sombrero Beach house with dock and tropical pool

Casa MarBella @ Sombrero Beach offers plenty of indoor and outdoor space. Enjoy our beautiful pool with flowing waterfall which can be heated for an additional fee. Please inquire before booking. Dock on deep water canal with shore power and commercial ice maker in the garage. Weber gas grill, convenient outdoor counter with built-in ice chest and sink. Large yeti cooler with wheels, paddle board, 12ft fishing kayak, beach tricycle, pedal boat and 4 bikes.

Mar 9 – 16

ﺩ.ﺇ3,574 per night