
Holiday rentals with a kayak in Florida Keys
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Top-rated rentals with kayak in Florida Keys
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

LIC. MGR. - 2/2 VILLA - OCEANFRONT BEACH RESORT!
If you want to experience the true meaning of a Key Largo Island Vacation, then look no further than our spacious Villa on the ocean side of the world-famous Key Largo, Florida... ..The Dive Capital of the World! This Villa is located inside Kawama Yacht Club, a beautiful Hawaiian Island style resort that is situated along the southern border of John Pennekamp National Underwater Park. This is the only resort in Key Largo with a Saltwater Lagoon and Oceanfront Swimming Beach/Tiki Huts and Palms

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.

King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!
Updated waterfront 2BR/2BA with King Master, 2nd Queen and pullout couch. 35' seawall—bring your boat! Enjoy a fully stocked quartz kitchen with stainless appliances. Located in Venture Out, a quiet, family‑friendly gated resort with fishing, lobstering, pools, hot tub, pickleball, tennis, basketball, rec center, bikes, kayaks, and SUPs. Between Key West (20 mi) and Marathon. Free WiFi; Roku TVs in both bedrooms and living room. Kayaks, SUPs and storage area with extra fridge and bait freezer.

Oceanfront Lookout Point w/two Kayaks & Deck
Lookout Point is Wide open breathtaking Water View , Amazing Sunrises with a cup of Morning coffee, Refreshing breeze, Sound of water and Rustle of palm trees will start your day… Fishing right from the property, Kayaking. Taking sunbath on Chaise lounges or Reading books or just sitting under Tiki having a nice conversations and enjoying beautiful scenery of the view. You will see fishes jumping out of water, seagulls trying to catch up it , you might see manatee swimming by or dolphins.

Waterfront Studio 1| Kayaks | Pool |Bay View |Wifi
Escape to Northern Key Largo for a relaxing vacation! Discover great restaurants, beautiful state parks, and marine life. This bright, modern studio boasts excellent views of Manatee Bay, free kayaks and paddle boards, and a full kitchen. With access to a swimming pool and docks, there’s always something to do. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

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 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.

Oasis2 in Key Largo With a million dollar view
Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

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 Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

Kawama N2 Relaxing Lagoon View free bikes & kayaks
Relax and enjoy our family friendly 3 bedroom/3 bathroom Villa Lago in Key Largo! Salt water swimming lagoon, Pools, the Ocean, fishing pier, Marina, Tennis, Bikes, fire pit and playground. Enjoy resort like amenities in the comfort of a home. This beautifully decorated villa sleeps 8 and is conveniently located in a very central location in Key Largo. Close to some great restaurants, diving, fishing, boat tours, State Park. Kawama is fun for all ages.

Key Largo! Tavernier! Welcome to Paradise!
A perfect tropical getaway! Life is good today! Bright, airy, 500 plus sq ft., canal front studio, close to the bay. From the dock you can KAYAK to mangrove tunnels, fish, or just relax. Cold drink in your hand, life is good today! You are going to have an awesome vacation!! ( NOTE: THE POOL MAY BE SHARED ON OCCASION, WITH OUR FAMILY. A SIGNED LIABILITY RELEASE IS REQUIRED AT CHECK IN )
Popular amenities for kayak rentals in Florida Keys
House rentals with a kayak

Waterfront Oasis w/Private Pool-Dockage-Beach

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

Luxury Boating Paradise+Pool+Sailing Kayaks

NEW! CASA AZUL - Golf Cart, 2 Kings, Pool, Kayaks

Golf Coast Oasis near Sombrero Beach,

Tropical Waterfront, Boat Dock, Sunset View, Kayak

Tiki Time! Private Pool~Tiki Hut~Kayaks~Grill!

Oceanfront Hot Tub. Sunset Escape. January Special
Cottage rentals with a kayak

Islamorada bungalow 2 bed & pool

Ocean Breeze @ VO - Kayaks, Bikes, 30 Min from KW

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

OCEANIA... water front cottage retreat ~

THE PARADISE

Welcome to the Islands- Pool-Marina-Kayak

Waterfront View Cottage
Other holiday rentals with a kayak

Keys Relaxing Getaway

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Chasing Sunrises | Family Style

Sea Glass Beach Bungalow in Key Colony Beach!

Saltwater Social ~ Game Room ~ Pool ~ Dock ~ Views

Waterfront w/pool and hot tub

Waterfront Paradise Key Largo. Casa Luna

The Mini Coconut
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- Bayfront Park
- Bayside Marketplace
- Brickell City Centre
- Kaseya Center
- Everglades National Park
- University of Miami
- Sombrero Beach
- LoanDepot Park
- Florida International University
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Dolphin Mall
- Key Biscayne Beach
- Biscayne National Park
- Crandon Beach
- Biltmore Golf Course Miami
- Phillip and Patricia Frost Museum of Science
- Coral Castle
- Fairchild Tropical Botanic Garden
- Sea Oats Beach
- Miami Seaquarium
- Deering Estate
- Matheson Hammock Park
- Everglades Alligator Farm
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