
Holiday rentals with a kayak in Key Largo
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Key Largo
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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.

Tropical Waterfront, Boat Dock, Sunset View, Kayak
Waterfront home in gated community & upscale area. For tropical island scenic views, boating, fishing, kayaking for 5, sun & water sports you've found the place! Only 1 hour from Miami airport. On a canal only a few houses in from the bay. 80 ft of dock space. Rent a boat or bring your own. Parking available for an RV, boat trailer & covered parking for your car. Watch boats go by, iguanas sun & manatee sightings without leaving home. Fish cleaning table, gated community, overlooking mangroves.

Ocean Shores Villa 3 with pool and boat slip
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.

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!

Bay Sunsets Free Kayaks/Paddleboard Jacuzzi
This unique property possesses easygoing charm & has been in the family since 1951. It was purchased by owners’ grandparents to use as a fishing cottage. It has since evolved, creating a classic Keys Conch house. (CONCH is a term used to describe a Florida Keys native & is derived from shell found in local waters). Guests enjoy 1 acre of waterfront privacy surrounded by coconut palms & endless bay front views and offers spectacular sunsets, wildlife encounters, & direct boating access.

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.

NEW! CASA PALMA - Golf Cart, 2 King-Size Beds, Pool, Kayaks
NO RESORT, GUEST OR MANAGEMENT FEES WHEN BOOKING MY HOMES! Welcome to your Key Largo vacation rental. This oceanside villa is family friendly and filled with amenities, including a private golf cart, one adult kayak and three kids kayaks, pickleball and tennis courts, multiple pools, and a unique swimming lagoon. Spend your days kayaking, fishing, boating, snorkeling, or the beach John Pennekamp. Our villa has earned hundreds of 5-star reviews on all major platforms. No hidden fees!

My Little Paradise North Key Largo
Your slice of paradise in North Key Largo. New Cottage with all new appliances, bed, Sofa and TV's. This is a waterfront property located at Manatee Cove. By far the best place for Kayaking, Fishing and relaxing by the pool area or grill your catch of the day on the outdoor BBQ. Free internet, Tesla charging station is available and included with your rental. Kayak is included with your rental, life jackets must be worn while kayaking. NO BOATS OR JET SKIS ALLOWED ON THIS PROPERTY.

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.

Kawama K1 Beautiful Lagoon View free bikes & kayak
Escape to paradise at Kawama Yacht Club, a private community featuring 24-hour security and an array of exclusive amenities: Salt water lagoon, 2 heated pools, Kids playground, Tennis courts, Marina boat ramp, boat parking, Jetty & Fire pits. We also provide kayaks and bikes so you can fully immerse yourself in the beauty of the surrounding area. Don't miss out on the ultimate Florida Keys getaway, book your stay at Kawama Yacht Club now.

5 O'clock Somewhere - Key Largo
Come enjoy the beautiful Florida Keys in our renovated townhouse. Our 2 bedroom/2 bath townhouse is located in a family friendly gated community oceanside in Key Largo, FL. You'll have ocean access, a marina with ramp to drop in your boat, two heated pools, tennis/pickle ball courts, and a salt water lagoon. Choose to relax by the pool or stay active snorkeling reefs, fishing off the jetty, and kayaking through the mangroves.
Popular amenities for kayak rentals in Key Largo
House rentals with a kayak

Tropical 2BR/2BA Getaway in Gorgeous Key Largo

Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

Renovated Anglers Reef 2BR + Sleeper + Ocean Views

Waterfront Key Largo Home - Tropical Paradise

Waterfront Home 37.5-ft dock, Cabana Club Included

Key Largo Waterfront: Tiki, Dock, Kayak & Pool
Cottage rentals with a kayak

Waterfront Getaway | Kayaks, Private Dock & BBQ

Islamorada bungalow 2 beds & pool

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

Kampground Paradise w/Kayaks, Heated Pool & Marina

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

Cottage Sunroom Waterfront Retreat 2 ppl

Keys Waterfront Oasis • Tiki • Private Pool • Dock

Beautiful 3 bedroom cottage with private rooftop
Other holiday rentals with a kayak

Beachfront Luxe Corner Penthouse|Gym|Heated Pool

Newly Renovated Piece ofParadise

Beautifully Updated Kawama Townhouse.

Primo's RV Hideaway: Sun & Fun

Boater’s Paradise: Key Largo Home w/ Dock

b watervibe

The Cove at Kawama : Cozy 2/2 Haven in Key Largo

NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £216 | £239 | £234 | £201 | £199 | £210 | £209 | £209 | £190 | £186 | £201 | £223 |
| Avg. temp | 20°C | 22°C | 23°C | 25°C | 27°C | 28°C | 29°C | 29°C | 28°C | 27°C | 24°C | 22°C |
Quick stats about holiday rentals with a kayak in Key Largo

Total holiday rentals
Explore 290 holiday rentals in Key Largo

Nightly prices starting at
Key Largo holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 12,650 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Holiday rentals with a pool
180 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
280 of Key Largo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Key Largo rentals

4.9 Average rating
Key Largo stays are highly rated by guests – averaging 4.9 out of 5!
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- Bayfront Park
- Bayside Marketplace
- Brickell City Centre
- Everglades National Park
- University of Miami
- Sombrero Beach
- LoanDepot Park
- Dolphin Mall
- John Pennekamp Coral Reef State Park
- Zoo Miami
- CG Cosmetic Surgery
- Florida International University
- Biscayne National Park
- Key Biscayne Beach
- Crandon Beach
- Biltmore Golf Course Miami
- Dadeland Mall
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Mia Aesthetics Miami
- Homestead-Miami Speedway
- Miami International Mall
- Fairchild Tropical Botanic Garden
- Miami Seaquarium





