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

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

Large Waterfront Home, w/Efficiency, Pool, Kayaks
Large Waterfront home completely renovated in gated upscale community. 2/2 upstairs and complete efficiency downstairs. You're 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. Ask me about discounted pontoon rental rates, to be used bay side only. Must be 25 or older to book.

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!

Fun the Keys! Pool, Marina, Clubhouse, Fishing & m
Spend your vacation on the bayside of Key Largo, with the best sunsets to end your day. Steps away from the heated swimming pool and kiddie pool. Walk to a strip of restaurants on the water and enjoy a gorgeous sunset. We have the best fishing, snorkeling, kayaking, paddle boarding and diving the world has to offer. Come enjoy the island life in your comfortable and clean vacation house, on a property with everything you need, just bring your groceries! Two bedrooms with private bathrooms.

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.

Key Largo Waterfront Retreat | Tiki, Dock & Pool
This waterfront retreat is perfect for couples, families, or boaters looking to explore the best of the Keys. Snorkel right from the dock, paddle through mangroves with the included kayak, or relax with a drink while the sun sets over the canal. Steps from two heated pools, a playground, and a sandy beach, plus only 0.3 miles from groceries and restaurants. Whether you’re fishing, diving famous reefs, or just unwinding under the tiki, this home puts paradise at your doorstep.

NEW! CASA PALMA – Golf Cart, 2 Kings, Pool, Kayaks
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 visit the nearby beach at John Pennekamp State Park. Our villa has earned hundreds of 5-star reviews and Superhost status on all major platforms. No Hidden Fees!

Oceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Enjoy a Key Largo adventure in our deluxe oceanfront condo WHICH INCLUDES 2 KAYAKS, 2 PADDLEBOARDS, 2 BIKES, TENNIS RACKETS/BALLS AND FISHING GEAR in a private beach resort community with a fishing jetty, a 24/7 boat ramp & a 3-acre salt-water lagoon for swimming, snorkeling, kayaking & paddleboarding. The condo sleeps 6 & is in the gated Kawama Community of Key Largo, surrounded by JOHN PENNEKAMP CORAL REEF STATE PARK. Marina boat slips may be available for rent.

Modern beach tiny house/Tiki hut/ boat dock 20ft
Modern beach 'Tiny House" cottage on Canal in key largo. Great location for boaters, fisherman and includes 20ft private dock. Great area to kayak, paddle board or fish. Private Tiki hut just steps from the water. Two kayak's included for your use. This is great community which includes private ramp and associotion pool for homeowners. Very close to private beaches only accessible by boat. Well behaved pets allowed

Ocean Shores Villa 2 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 (boatslip,kayaks,bikes,fire pit,hammock and heated pool). 32ft dock slip and trailer parking are included in the rental. Conveniently located near Sandbars, State Parks and many attractions.
Popular amenities for Key Largo kayak rentals
House rentals with a kayak

Pristine pool front home w/ocean views Anglers 148

Paradise found!Key Colony Beach,Cabana Club.

Waterfront Miami Oasis w/ Kayaks | Heated Pool

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

The Roseate House at Grassy Key

Waterfront Home 37.5-ft dock, Cabana Club Included

The Fountain

Tropical Waterfront, Boat Dock, Sunset View, Kayak
Cottage rentals with a kayak

Waterfront Getaway | Kayaks, Private Dock & BBQ

Islamorada bungalow 2 bed & pool

Kampground Paradise w/Kayaks, Heated Pool & Marina

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

Cottage Sunroom Waterfront Retreat 2 ppl

Luxurious Oasis on: 2BR w/Private Pool, Tiki, Dock

THE PARADISE

Welcome to the Islands- Pool-Marina-Kayak
Other vacation rentals with a kayak

Kokomo - Waterfront Tiny House/Tiki/Boat Lift/Dock

Primo's RV Hideaway: Sun & Fun

Delightful Waterfront Tiny Home

The HMH House

Panoramic Oceanside Luxury, Dockage & Gameroom

Gallego deluxe rental key largo Florida

House boat unique experience!

Beautiful Kawama Townhouse
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $395 CAD | $408 CAD | $412 CAD | $379 CAD | $374 CAD | $395 CAD | $394 CAD | $394 CAD | $357 CAD | $336 CAD | $350 CAD | $387 CAD |
| 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 vacation rentals with a kayak in Key Largo

Total vacation rentals
Explore 270 vacation rentals in Key Largo

Nightly prices starting at
Key Largo vacation rentals start at $112 CAD per night before taxes and fees

Verified guest reviews
Over 10,630 verified reviews to help you choose

Family-friendly vacation rentals
240 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
170 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
270 of Key Largo vacation 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 Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- RV rentals Key Largo
- Pet-friendly rentals Key Largo
- Condo rentals Key Largo
- Beach condo rentals Key Largo
- Townhouse rentals Key Largo
- Rentals with a sauna Key Largo
- Vacation home rentals Key Largo
- Rentals with beach access Key Largo
- Rentals with an EV charger Key Largo
- Rentals with a fireplace Key Largo
- Beachfront rentals Key Largo
- Rentals with a firepit Key Largo
- Rentals with outdoor seating Key Largo
- Rentals with a patio Key Largo
- Rentals with breakfast Key Largo
- House rentals Key Largo
- Villa rentals Key Largo
- Waterfront rentals Key Largo
- Rentals with a hot tub Key Largo
- Rentals with a washer and dryer Key Largo
- Beach house rentals Key Largo
- Fitness-friendly rentals Key Largo
- Bungalow rentals Key Largo
- Apartment rentals Key Largo
- Family-friendly rentals Key Largo
- Rentals with pools Key Largo
- Smoking-friendly rentals Key Largo
- Tiny house rentals Key Largo
- Hotel rooms Key Largo
- Rentals with lake access Key Largo
- Rentals with a kayak Monroe County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Bayfront Park
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Key Biscayne Beach
- Crandon Beach
- Biscayne National Park
- Biltmore Golf Course Miami
- Coral Castle
- Cocoa Plum Beach
- Hobie Island Beach Park North
- Cannon Beach
- Fairchild Tropical Botanic Garden
- Matheson Hammock Park
- Miami Seaquarium
- Conch Key
- Theater of the Sea
- Far Beach
- Deering Estate
- Venetian Pool
- Monkey Jungle
- Virginia Beach
- Sea Oats Beach




