
Vacation rentals with a kayak in Monroe County
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Top-rated kayak rentals in Monroe County
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Enjoy our Beautiful Home on a Fun Canal! Hot tub!
Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

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!

Florida Keys Houseboat, unique waterfront stay-
Escape to the laid-back luxury of the Florida Keys aboard your own floating oasis. This fully equipped houseboat offers the perfect blend of comfort, adventure and true waterfront living. Wake up to breathtaking sunrises, sip your morning coffee as the marine life glide by, and fall asleep to the gentle sway of the water. Whether you’re celebrating something special or simply craving a one-of-a-kind getaway, this houseboat is the ideal home base for both keys adventures and peaceful retreats 💫

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.

Beach House Getaway - Free Kayaks 2/2.5
Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

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.

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.

The Lighthouse - Beach Houses Key West
If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

*Emerald Seas*-Florida Keys Ocean Front Paradise!
Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

Hunter 26 Sailboat
A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Oceanfront Getaway | Kayaks, BBQ & Stunning View!
Imagine yourself "Paradise Living" at this completely remodeled modern Oceanfront Tiki Stay! Enjoy the beautiful Florida Keys in the relaxing community of Manatee Bay! This oceanfront tiny home feels just like your home away from home. Located right at the entrance of Monroe County, this hidden gem is just off Mile Marker 112 in Key Largo, FL. Booking relaxation is just a click away!
Popular amenities for Monroe County kayak rentals
House rentals with a kayak

NEW! CASA PALMA - Golf Cart, 2 King-Size Beds, Pool, Kayaks

Waterfront Key Largo Home - Tropical Paradise

Boating Paradise Villa rental Lic# VACA-25-124

Ocean~View w/ Dock, Pool, Kayaks, King Bed

White House - Receive $400 towards a Boat Rental!

Luxury Boating Paradise+Pool+Sailing Kayaks

Bay Sunsets Free Kayaks/Paddleboard Jacuzzi

Golf Coast Oasis near Sombrero Beach
Cottage rentals with a kayak

Islamorada bungalow 2 bed & pool

Ocean Breeze @ VO - Kayaks, Bikes, 30 Min from KW

FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO

King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!

Cottage Sunroom Waterfront Retreat 2 ppl

Keys Waterfront Oasis • Tiki • Private Pool • Dock

OCEANIA... water front cottage retreat ~

THE PARADISE
Other vacation rentals with a kayak

New Waterfront Views | Pool & Tiki Bar

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

Renovated Anglers Reef 2BR + Sleeper + Ocean Views

Tiki Time in Cudjoe Key 136

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

Viamarhe House-Private beach, Kayak, yard games

SeaEsta! Bring your boat & 1 block to the beach!

Oceanside home 109, dock,kayaks,bikes,pool,fishing
Destinations to explore
- Serviced apartment rentals Monroe County
- Loft rentals Monroe County
- Villa rentals Monroe County
- Townhouse rentals Monroe County
- Beachfront rentals Monroe County
- Bungalow rentals Monroe County
- House rentals Monroe County
- Rentals with a patio Monroe County
- Condo rentals Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Boat rentals Monroe County
- Guesthouse rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Rentals with lake access Monroe County
- Fitness-friendly rentals Monroe County
- Waterfront rentals Monroe County
- Bed and breakfasts Monroe County
- Rentals with a sauna Monroe County
- Smoking-friendly rentals Monroe County
- RV rentals Monroe County
- Vacation home rentals Monroe County
- Apartment rentals Monroe County
- Tiny house rentals Monroe County
- Campsite rentals Monroe County
- Luxury rentals Monroe County
- Rentals with a washer and dryer Monroe County
- Rentals with a fireplace Monroe County
- Rentals with beach access Monroe County
- Rentals with a home theater Monroe County
- Resort rentals Monroe County
- Aparthotel rentals Monroe County
- Cottage rentals Monroe County
- Rentals with an EV charger Monroe County
- Rentals with a fire pit Monroe County
- Rentals with an accessible height bed Monroe County
- Rentals with pools Monroe County
- Boutique hotels Monroe County
- Rentals with breakfast Monroe County
- Houseboat rentals Monroe County
- Hotel rooms Monroe County
- Farmstay rentals Monroe County
- Family-friendly rentals Monroe County
- Ski-in/ski-out rentals Monroe County
- Rentals with outdoor seating Monroe County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Long Beach
- Coral Castle
- Homestead-Miami Speedway
- Schnebly Redland's Winery & Brewery
- Sea Oats Beach
- Bahia Honda State Park
- Theater of the Sea
- Everglades Alligator Farm
- Conch Key
- Calusa Campground
- Sunset Park
- Key Largo Kampground And Marina
- Seven Mile Bridge
- The Turtle Hospital
- Dolphin Research Center
- Homestead Bayfront Park
- Florida Keys Aquarium Encounters
- Robbies Marina Of Islamorada
- Monkey Jungle
- Founder's Park
- Things to do Monroe County
- Nature and outdoors Monroe County
- Sightseeing Monroe County
- Entertainment Monroe County
- Tours Monroe County
- Food and drink Monroe County
- Art and culture Monroe County
- Sports activities Monroe County
- Things to do Florida
- Tours Florida
- Wellness Florida
- Art and culture Florida
- Entertainment Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Nature and outdoors United States
- Sightseeing United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Food and drink United States
- Entertainment United States
- Tours United States





