
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.

Sunrise Escape - Ocean Front Villa - Sleeps 10
Enjoy the sunrise while sitting on one of two terraces and sipping your morning coffee in the exclusive part of Kawama Yacht Club overlooking the Marina and Ocean. Enjoy the many choices for the day: Kayaking/paddle boarding just 20 steps from your door, walking to the south beach just 100 yards away, or walking to the beach jetty just across the marina. Or take a swim/snorkel in our swimmable lagoon or one of our two pools. Then bring a glass of wine to watch the breathtaking sunsets from our o

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.

Large Waterfront Home, w/Efficiency, Pool, Kayaks
Large Waterfront home completely renovated in gated upscale community. 2/2 upstairs and complete 1/1 efficiency downstairs. Highest Airbnb Rating in the area. Only 12 houses away from the Bay and near many restaurants and attractions. BRAND NEW POOL along with new GAZEBO and BBQ area (Not shown it some pictures). Enjoy sunset cruises, island hopping and dock-side dining. 60' of waterfront, large dock and 2 kayaks available. pontoon rental available for Bayside only. Must be 25 or older.

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!

NEW! CASA AZUL - Golf Cart, 2 Kings, 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, pools, one adult kayak, and three kids, kayaks, pickleball and tennis courts, and a unique swimming lagoon. Spend your days kayaking, fishing, boating, snorkeling, or visit the beach at John Pennekamp. Our villa has earned hundreds of 5-star reviews on all major platforms. No Hidden Fees!

Tropical Getaway
This light, airy two bedroom condo is located in the community of Kawama. Overlooks a small lake, where people swim, kayak and paddleboard. The condo community features two pools, tennis courts, playground, fishing, beach and marina. A long jetty extends out in the ocean where you can watch the beautiful sunrises or sunsets in the afternoons. Centrally located in Key Largo near restaurants, shopping and attractions. Come down and enjoy the peaceful atmosphere of our tropical area.

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.

Kawama J3 Pool & Lagoon View free bikes & kayaks
This modern and beautifully decorated three level townhome is the perfect spot for your next family vacation or couples' getaway. Located in the gated community of Kawama Yacht Club, you'll have access to a variety of amenities, including a saltwater lagoon, two heated pools, a kids' playground, tennis and pickleball courts, marina boat ramp, fire pits and we even provide two kayaks and two bikes to explore the area. Book now for your next getaway and indulge in the ultimate retreat.

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.

Key Largo Oceanside 3/3 Golf Cart & kayaks
Remodeled 3 bedroom/3 bath townhome located in a 24 hr gated community on the Oceanside of Key Largo, MM 100. The unit has 3 floors with 2 separate living rooms with sofas and smart TVs, 3 full bathrooms, 1 bathroom on each floor. Master bed room has a queen bed with TV closet and balcony. Guest room has 2 twin beds with a balcony and on the first floor you have a private room with Queen bed. Golf Cart, Bicycles and Kayaks included.
Popular amenities for kayak rentals in Key Largo
House rentals with a kayak

Tropical 2BR/2BA Getaway in Gorgeous Key Largo

Waterfront Miami Oasis w/ Kayaks | Heated Pool

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

Renovated Anglers Reef 2BR + Sleeper + Ocean Views

Waterfront Home 37.5-ft dock, Cabana Club Included

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!

Viamarhe House-Private beach, Kayak, yard games

Bay Sunsets Free Kayaks/Paddleboard Jacuzzi
Cottage rentals with a kayak

Cozy Tropical Cottage. Your new Happy Place!

Islamorada bungalow 2 bed & pool

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

Tropical House By The Shore at Largo Resort

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

Adventurers escape breathtaking off-grid houseboat

Keys Relaxing Getaway

Luxe 3BR/3BA Waterfront Retreat Heated Pool Oasis

Primo's RV Hideaway: Sun & Fun

Kawama R4 free Golfcart, Pool view & Kayaks

b watervibe

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $361 SGD | $373 SGD | $377 SGD | $346 SGD | $342 SGD | $361 SGD | $360 SGD | $360 SGD | $327 SGD | $320 SGD | $346 SGD | $383 SGD |
| 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 $128 SGD per night before taxes and fees

Verified guest reviews
Over 11,500 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Pet-friendly rentals Key Largo
- Rentals with beach access Key Largo
- Motorhome rentals Key Largo
- Rentals with pools Key Largo
- Flat rentals Key Largo
- Rentals with an EV charger Key Largo
- Rentals with a sauna Key Largo
- Holiday home rentals Key Largo
- Rentals with outdoor seating Key Largo
- Rentals with a patio Key Largo
- Townhouse rentals Key Largo
- Hotel rooms Key Largo
- Rentals with a fireplace Key Largo
- Rentals with a hot tub Key Largo
- Rentals with a washing machine and dryer Key Largo
- Apartment rentals Key Largo
- Fitness-friendly rentals Key Largo
- Rentals with lake access Key Largo
- Bungalow rentals Key Largo
- Smoking-friendly rentals Key Largo
- House rentals Key Largo
- Villa rentals Key Largo
- Waterfront rentals Key Largo
- Resort rentals Key Largo
- Family-friendly rentals Key Largo
- Tiny house rentals Key Largo
- Beach house rentals Key Largo
- Rentals with breakfast Key Largo
- Beach apartment rentals Key Largo
- Beachfront rentals Key Largo
- Rentals with a firepit Key Largo
- Rentals with a kayak Monroe County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Bayfront Park
- Bayside Marketplace
- Brickell City Centre
- Everglades National Park
- University of Miami
- Calle Ocho Plaza
- Sombrero Beach
- LoanDepot Park
- Dolphin Mall
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Key Biscayne Beach
- Crandon Beach
- CG Cosmetic Surgery
- Biltmore Golf Course Miami
- Florida International University
- Avana Plastic Surgery
- Coral Castle
- Fairchild Tropical Botanic Garden
- Mia Aesthetics Miami
- Schnebly Redland's Winery & Brewery
- Sea Oats Beach
- Matheson Hammock Park




