
Vacation rentals with a kayak in Key Largo
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Top-rated kayak rentals in Key Largo
Guests agree: these kayak rentals 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.

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.

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 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.

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.

Bay Sunsets Free Kayaks/Paddleboard Jacuzzi
Brand New Kitchen November 1, 2025. Enjoy one acre of privacy surrounded by swaying coconut palms and endless bayfront views. Located Key Largo, this 2-bedroom, 2-bath Florida Keys vacation rental offers spectacular sunsets, wildlife encounters, and direct boating access. Prime location for boaters – quick, easy access to the Intracoastal Waterway and a short ride out to the Atlantic Ocean.
Popular amenities for Key Largo kayak rentals
House rentals with a kayak

Pristine pool front home w/ocean views Anglers 148

Waterfront Miami Oasis w/ Kayaks | Heated Pool

Waterfront Key Largo Home - Tropical Paradise

Luxury Boating Paradise+Pool+Sailing Kayaks

The Fountain

Remodeled July 2025 2/2 Townhouse

Waterfront Paradise Key Largo. Casa Luna

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

Tropical House By The Shore at Largo Resort

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

Cottage Sunroom Waterfront Retreat 2 ppl

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

THE PARADISE
Other vacation rentals with a kayak

Keys Relaxing Getaway

Waterfront Tiny Home w/ Pool, Beach, Dock, Kayaks

Waterfront Key Largo Escape | Boat Slip Included

Delightful Waterfront Tiny Home

Oceanfront 3-Story Luxury, Dockage, Gameroom

3/3 Townhome On Atlantic Ocean, Marina, pickleball

Gallego deluxe rental key largo Florida

House boat unique experience!
When is the best time to visit Key Largo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,835 ZAR | R4,989 ZAR | R5,041 ZAR | R4,629 ZAR | R4,578 ZAR | R4,835 ZAR | R4,818 ZAR | R4,818 ZAR | R4,372 ZAR | R4,115 ZAR | R4,286 ZAR | R4,732 ZAR |
| 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 R1,372 ZAR 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 & 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

Wi-Fi availability
270 of Key Largo vacation rentals include wi-fi 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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