
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.

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

New Tinyhouse RV, Kayak, Beach, Fish, Marina, Pool
Newly replaced RV, lot# 19 at Key Largo Kampground and Marina Resort W/ 24 hour security. 1 Queen Bed in loft, living room Sofa bed, lounging basement, Full Kitchen and Full Bathroom, Cable TV and Wi-Fi. In walking distance to Publix Supermarket, John Pennekamp State Park, deep sea Fishing, Diving and Snorkel Charter boats, Restaurants. Private nicely landscaped all-to-your-self lot approx. 40' x 60' and it's, conveniently near the pool, boat ramp w/ trailer parking, laundry, toilet- bath house

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.

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.

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.

Waterfront Studio 2| Couples Oasis | Kayaks | Pool
Enjoy gorgeous sunsets and excellent views of Manatee Bay from this beautifully upgraded studio apartment. The perfect spot for couples and small families, this modern studio comes with kayaks and paddle boards so you can get out on the water like a local. The ideal location offers easy access to the Bay, great restaurants, and local beaches. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park Experience Key Largo With Us & Learn More Below!

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 Waterfront: Tiki, Dock, Kayak & 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 tandem 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.
Popular amenities for kayak rentals in Key Largo
House rentals with a kayak

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

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

Renovated Anglers Reef 2BR + Sleeper + Ocean Views

Bay Sunsets Free Kayaks/Paddleboard Jacuzzi

WatersEdge, TropicalHideaway, FLL, MIA, Port, Pool

Waterfront Paradise Key Largo. Casa Luna

Modern Beach Lake-Front House in Miami !

Keezy Dream House+Beach, Pool & Kayaks at Anglers
Cottage rentals with a kayak

Waterfront Getaway | Kayaks, Private Dock & BBQ

Islamorada bungalow 2 bed & pool

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

THE PARADISE

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

Newly Renovated Piece ofParadise

The Lazy Turtle Inn

Delightful Waterfront Tiny Home

The property has a breath taking view of the bay

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom

Premium Floating Bungalow by Stay Ombi

3/3 Townhome On Atlantic Ocean, Marina, pickleball
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $359 SGD | $370 SGD | $374 SGD | $344 SGD | $340 SGD | $359 SGD | $358 SGD | $358 SGD | $325 SGD | $318 SGD | $344 SGD | $381 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 $127 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!
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- Rentals with a kayak Monroe County
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- Bayfront Park
- Bayside Marketplace
- Brickell City Centre
- 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
- Coral Castle
- Fairchild Tropical Botanic Garden
- Sea Oats Beach
- Miami Seaquarium
- Deering Estate
- Matheson Hammock Park
- Everglades Alligator Farm
- Schnebly Redland's Winery & Brewery
- Conch Key




