Vacation rentals with a kayak in Islamorada

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Top-rated kayak rentals in Islamorada

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Guest favorite

Camper/RV in Key Largo

4.94 out of 5 average rating, 241 reviews

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, Sofa bed, 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 and first class Restaurants. Private nicely landscaped all-to-your-self lot approx. 26' x 56' and it's, conveniently near the pool, boat ramp w/ trailer parking, laundry area, toilet- bath house

Guest favorite

Vacation home in Key Largo

4.95 out of 5 average rating, 101 reviews

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.

Guest favorite

Tiny home in Key Largo

4.95 out of 5 average rating, 111 reviews

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.

Guest favorite

Houseboat in Tavernier

4.88 out of 5 average rating, 219 reviews

Clean Fully Remodled Houseboat Luxery on the water

Very spacious, Comfortable and "super clean" Houseboat. Rent daily “Baycation” is a 44'x15' triple level upper deck Houseboat completely remodeled. This is an adventure, unlike any hotel room! Live on the water, in an amazing marina, with so much to do you need to come back! Sleep like you never have before, all my guests tell me that! Bonus Lay on the upper deck and see the amazing star ambiance...... This is for everyone......Couples, families & just friends, Its perfect

Superhost

Home in Key Largo

4.9 out of 5 average rating, 105 reviews

NEW CASA PALMA VOTED BEST AIRBNB RENTAL! GOLF CART

NO HIDDEN FESS! CASA PALMA IS A LICENSED AND LEGAL VACATION RENTAL WITH HUNDREDS OF 5 STAR REVIEWS AND SUPER HOST STATUS ON ALL VACATION RENTAL SITES. VOTED #1 KEY LARGO VACATION RENTAL! LOCATED IN THE HEART OF KEY LARGO! IT'S THE PERFECT HOME BASE TO EXPLORE THE KEYS! 2 POOLS, BEACH, FREE GOLF CART, FAST WIFI, KAYAKS, TENNIS/PICKELBALL, MARINA WITH BOAT RAMP AND TRAILER PARKING! SLIP RENTAL AVAILABLE! SWIMMING LAGOON! 2 KING BEDS! PLAYGROUND! FREE PARKING! PACK AND PLAY AND BOOSTER SEAT!

Guest favorite

Home in Key Colony Beach

4.94 out of 5 average rating, 105 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

Superhost

Apartment in Key Largo

4.92 out of 5 average rating, 256 reviews

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!

Guest favorite

Cottage in Key Largo

5 out of 5 average rating, 67 reviews

My Little Paradise

Your slice of paradise. Brand new Cottage with all new appliances, bed, Sofa and TV's. This is a waterfront property located at Manatee Cove. Kayak and flotation devices included for you to use during your stay. Use our kayak at your own risk. By far the best place for Kayaking, Fishing and relaxing by the pool area or grill your catch of the day on the outdoor BBQ. Free internet is available and included with your rental. NO BOATS OR JET SKIS ALLOWED ON THIS PROPERTY.

Guest favorite

Home in Key Largo

4.97 out of 5 average rating, 147 reviews

Key Largo Waterfront Home with Tiki & Boat Dock

WATERFRONT Oceanside Keys delight In Key Largo Kampground- minimum stay 4 days. Your own private TIKI/ BOAT DOCK & swim ladder at the door; HOA boat launch. Bring or rent a boat up to 25' [ no jet skis] Snorkel in front of the house. Launch the PROVIDED tandem kayak from our beach down the street. 1 mile from the land base of Pennekamp State Park. Paddling, boating, fishing, snorkeling and diving are glorious in Pennekamp Park waters. No indoor smoking. No pets.

Guest favorite

Condo in Key Largo

4.96 out of 5 average rating, 159 reviews

KEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!

LICENSED 3/3 VACATION HOME ON THE OCEAN SIDE WITH LOTS OF OUTDOOR LIVING/DINING SPACE. TWO POOLS, FREE GOLF CART, FAST FREE WIFI, TWO ADULT KAYAKS, TWO KIDS KAYAKS, TWO BICYCLES, TWO TENNIS COURTS. MARINA FOR YOUR BOAT WITH FREE BOAT RAMP AND FREE PARKING WITH QUICK ACCESS TO THE ATLANTIC OCEAN. SLIP RENTAL AVAILABLE FROM THE DOCK MASTER. PIRATE SHIP PLAYGROUND! FREE PARKING! SANDY BEACH! SALTWATER SWIMMING LAGOON! PACK AND PLAY AVAILABLE AND A BOOSTER SEAT.

Superhost

Home in Marathon

4.88 out of 5 average rating, 16 reviews

Boaters delight! 1 min to open water, Dock & Beach

Inquire for monthly discounts. Quaint and charming home nestled in the Florida Keys. Secluded single family property with open water access. Private Dock, Beach, kayak launch area with kayaks and bikes available to use. Very private tranquil location. See manatees/fish swimming by. Enjoy endless sunsets from the front porch. Fantastic views from every room in the house. Beds: 1 King bed, 2 twins, 2 trundle Marathon Vacation Rental License#. VACA-22-375

Guest favorite

Houseboat in Marathon

4.88 out of 5 average rating, 102 reviews

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.