
Holiday rentals with a kayak in Monroe County
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Top-rated rentals with kayak in Monroe County
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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.

Icon Brickell 1BR | W Tower + 16ft Ceilings
Cozy condo in the heart of Downtown. Located right above WholeFoods and walking distance from Bayside, restaurants, bars, Brickell City Center Mall witch parking access, this stunning unit is the perfect place to enjoy your stay. The dining area on the balcony offers magic water and city views. Equipped with modern and luxurious appliances, this unit also comes with many advantages such as the salt water pool, sauna, BBQ facilities, game room and fitness center that will make you feel like home.

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.

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.

*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.

Key Largo! Tavernier! Welcome to Paradise!
A perfect tropical getaway! Life is good today! Bright, airy, 500 plus sq ft., canal front studio, close to the bay. From the dock you can KAYAK to mangrove tunnels, fish, or just relax. Cold drink in your hand, life is good today! You are going to have an awesome vacation!! ( NOTE: THE POOL MAY BE SHARED ON OCCASION, WITH OUR FAMILY. A SIGNED LIABILITY RELEASE IS REQUIRED AT CHECK IN )

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 kayak rentals in Monroe County
House rentals with a kayak

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

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

Flamingo Palms-April availability

Waterfront Home 37.5-ft dock, Cabana Club Included

Key Colony Second Wind

Waterfront Paradise Key Largo. Casa Luna

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes

Tropical Waterfront, Boat Dock, Sunset View, Kayak
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 holiday rentals with a kayak

Best Location in Marathon & KCB!

Tropical Keys Retreat | Pool | Hot Tub | Cinema

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

Renovated Anglers Reef 2BR + Sleeper + Ocean Views

Boating Paradise Villa rental Lic# VACA-25-124

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

White House - Receive $400 towards a Boat Rental!

NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
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- 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
- Monkey Jungle
- Robbies Marina Of Islamorada
- Dolphin Research Center
- Founder's Park
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Homestead Bayfront Park
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