
Vacation rentals with a kayak in Monroe County
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Top-rated kayak rentals in Monroe County
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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.

Floating Luxury Home-steps from Food Fun & Relaxin
Escape to the laid-back luxury of the Florida Keys aboard your own floating oasis. This fully equipped houseboat offers a unique blend of comfort, adventure, and waterfront living. Wake up to breathtaking sunrises, sip your morning coffee with all the marine life, and fall asleep to the gentle movement of the boat. Whether your celebrating something special or simply want a one of a kind getaway-it's the perfect home base for Keys adventures or peaceful retreats. An amazing experience Free park

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!

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

Modern Beach Lake-Front House in Miami !
Welcome to our stunning 5/4 beachfront lake house! This newly renovated property offers the perfect blend of modern amenities and natural beauty. Located in a central and peaceful neighborhood, guests can enjoy a range of water activities such as kayaking, paddle boarding, and swimming while taking in the views of the Blue lake. Seeking relaxation or adventure, this home has something for everyone.. ✔️15min from Miami International airport ✔️25min to Downtown Miami ✔️30min from Miami Beach

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 - Kayak 2/2.5 Villa - OS Slip/Ramp/Pkg
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.

Amazing houseboat with 2nd floor observation deck
Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Soencers boat yard Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

Waterfront Getaway | Kayaks, Private Dock & BBQ
Imagine yourself "Paradise Living" at this Modern Tiki Stay! Enjoy the beautiful Florida Keys in the relaxing community of Manatee Bay! This waterfront tiny home feels just like your home away from home. Are you planning to bring your Boat? We have a dock as part of the property that accommodates up to 25 ft. 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!

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.
Popular amenities for Monroe County kayak rentals
House rentals with a kayak

Discount Available! Pool 100' Dock, Fun Amenities!

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

Waterfront Oasis w/Private Pool-Dockage-Beach

The Roseate House at Grassy Key Lic. #VACA-25-222

Key Largo Waterfront: Tiki, Dock, Kayak & Pool

Jan. Save $!$ Oceanfront 4 Bikes/2Kayaks. KING bed

Viamarhe House-Private beach, Kayak, yard games

Waterfront Home Dock, Pool & Mini Golf Near 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 Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

Cottage Sunroom Waterfront Retreat 2 ppl

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

OCEANIA... water front cottage retreat ~

THE PARADISE
Other vacation rentals with a kayak

Off Grid Boat "Shanty Pineapple" Key West

Adventurers escape breathtaking off-grid houseboat

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

b watervibe

Discount - Jan 31! 3 Bed/3 BA Cabana Club Access!

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

Oceanfront 3-Story Luxury, Dockage, Gameroom

House boat unique experience!
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- Everglades National Park
- Sombrero Beach
- Zoo Miami
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