
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.

Tiny Home on Waterfront | Bay Views | Deck | Pool
Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 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!

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.

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.

Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.
✨Bring the whole family to this great located house with a nice pool with spa, combo game table and lots of room for fun, and enjoy the beach, restaurants and entertainments around the area. ✨5BRs with smart TVs and comfortable mattresses and pillows. 3BR upstairs/2BR downstairs. ✨3 bathrooms, 1BR downstairs/2BR upstairs. ✨2 kitchens fully equipped with everything you may need. ✨Nice and quite neighborhood. ✨Sunsets are amazing at The Florida Keys. ✨Guest are always our priority.

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!

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

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

OceanView 2/2.5 w Beach Pool & Marina Islamorada

Waterfront Key Largo Home - Tropical Paradise

Waterfront Home 37.5-ft dock, Cabana Club Included

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

WatersEdge, TropicalHideaway, FLL, MIA, Port, Pool

Waterfront Paradise Key Largo. Casa Luna

Modern Beach Lake-Front House in Miami !
Cottage rentals with a kayak

Waterfront Getaway | Kayaks, Private Dock & BBQ

Islamorada bungalow 2 beds & pool

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

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
Cabin rentals with a kayak

Viamarhe Cabin-Private beach, Kayak, yard games

New Waterfront 2/1 Cabin With Loft at Bonefish Bay

4BR Oceanfront Dog Friendly | Dock | Deck | W/D

2 BR/2 BA Oasis Kayaks, Pool, Beach & Dock Rental
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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- 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
- Dolphin Mall
- Zoo Miami
- John Pennekamp Coral Reef State Park
- CG Cosmetic Surgery
- Biscayne National Park
- Florida International University
- Key Biscayne Beach
- Crandon Beach
- Jose Marti Park
- Coral Castle
- Mia Aesthetics Miami
- Dadeland Mall
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Miami International Mall
- Fairchild Tropical Botanic Garden
- Miami Seaquarium





