
Vacation rentals with a kayak in Marathon
Find and book unique kayak rentals on Airbnb
Quick stats about vacation rentals with a kayak in Marathon

Total vacation rentals
Explore 370 vacation rentals in Marathon

Nightly prices starting at
Marathon vacation rentals start at €103 per night before taxes and fees

Verified guest reviews
Over 10,710 verified reviews to help you choose

Family-friendly vacation rentals
350 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Vacation rentals with a pool
300 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
370 of Marathon vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Marathon rentals

4.9 Average rating
Marathon stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated kayak rentals in Marathon
Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Beach House, Private Pool, Dock, Gulf View Sunsets
You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

Luxury Boating Paradise+Pool+Sailing Kayaks
Captains Quarters, Your 4BR Waterfront Oasis on a deep-water ocean canal. This meticulously remodeled home provides a unique unforgettable Florida Keys experience for your entire family. 🏊♂️ Luxury heated pool & spillover spa ⛵ Private 75ft dock with sailing kayaks for ocean adventures 🕹️ Epic game room with Golden Tee, Pack Man, foosball table, Ping Pong & Infinity Game Table 🍳 Outdoor patio with BBQ grill & waterfront dining 💻 High-speed Wi-Fi for streaming & remote work 🛏️ Comfortable

Sunset Key Escape/Pool, Dock, Kayaks & Gulf Access
Welcome to Sunset Key Escape Your Private Waterfront Retreat in Marathon Bask in the beauty of the Florida Keys at Sunset Key Escape, a stylish and serene 3 bedrooms, 3 bathroom waterfront getaway designed for comfort, adventure, and unforgettable views. Whether you are unwinding poolside, launching a kayak at sunrise, enjoying dinner by the water under the stars, or challenging friends and family to a ping pong match, this home offers a true Keys escape surrounded by nature and coastal charm.

Boating Paradise Villa rental Lic# VACA-25-124
Stunning beautiful 3-bedroom, 2 bath home. House has a 50' of private dock and canal. The dock has room for a 22ft boat. House is minutes from the ocean. Great for fishing or lobster's enthusiast. Conveniently located in the center of Marathon, Florida. Home is fully furnished with all kitchen utensils and appliances. Includes 4 kayaks, 1 paddle board, 2 bicycles, boat dock, and spa. Also, each room has a smart tv with internet. The house also has a washer and dryer for your convenience.

Discounts all Fall! Private Pool, SUPs, Kayak!
Paradise Awaits You!! With a Beautiful Private Pool, 40’ Dock, Kayaks, SUPs, & Bikes; Welcome to Paradise is the Perfect Place to Stay & Play in the Sun & on the Water! Our home w Breezy Palms is centrally located w Beaches, Boating, Fishing, Diving, Swimming, Dining & Refreshing Cocktails just minutes away! We are owners, Luis & Aysie. We put all our love of the Keys into our home, & we just know you will love it too. Message us or book instantly & start planning your trip to Paradise!

Sombrero beach vacation paradise, great location
Your family will be close to everything when you stay at this centrally-located home. Close to Sombrero beach you can walk ride a bike, kayak or take a short drive there. Many attractions near by. Publix and winn dixie and many restaurants near by. Key West just one hour away for any day trip. House has an ice maker, refrigerator and freezer downstairs to keep bait or fish .Private pool and Dock, back yard oasis There is a paddle board and 4 bikes and 2 kayaks for your use. Amazing location!

Tiny Home Aqua Lodges 2/1
This memorable place is anything but ordinary. Stay in our fully equipped aqua lodge with private surroundings. This lodge has 1 queen bed, 1 full bed, a sofa sleeper full size on the main floor, and 1 twin in the loft. It has a full kitchen, mini split ac, and full bathroom with hot water. This location has great sunset views and private BBQ waterfront area. All lodges have all bedding and dishes and cooking utensils. You will also have access to the Cabana Club located in Key Colony Beach.

Best Marathon House - Heated Pool and Spa - Canal
Best Marathon House. Beautiful 3 bedrooms, 2 bath house in Marathon, Florida Keys. Direct access to the ocean, with 37 feet of dock. House set up for fishing and relaxing. We have a fish cleaning station with full electric and plumbing, a freezer is provided for your bait as well as an industrial ice maker at your disposal. Just minutes to the reef and off-shore fishing. Close to Sombrero Beach, to Bahia Honda State Park. We have a heated pool with JACUZZI a TIKI HUT with a picnic table.

Tropical Keys Retreat | Pool | Hot Tub | Cinema
Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sqft estate ⭑ Private home, deck, patio & backyard, overlooking a beautiful scenic landscape ⭑ Crystal pool, hot tub, movie theater, remote workspace, game room with arcade & more ⭑ Secure parking for up to six vehicles, boat trailer parking, RV and EV charging ⭑ 10 min to sombrero beach & just minutes to all island attractions ⭑ Fully stocked kitchen ⭑ Extremely safe neighborhood License #VACA-24-20 License #VACA-24-32

*NEW!*Life is a Marathon~VIEWS!~Pool~Dock~HotTub!
🏖️Welcome to Life is a Marathon!🌴☀️ This peaceful 4-BR sanctuary has everything you need for the perfect getaway. Enjoy open-water views, a dock just steps from the home, and a prime location minutes from the Ocean or the Gulf⛵. Relax by the pool, fire up the grill for a sunset BBQ, challenge friends to cornhole, and set off on a kayak adventure!🌅🐟 Life is a Marathon is the retreat you and your family have been looking for. Don't wait until it's booked, secure your stay today!✨🌊

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.

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.
Popular amenities for Marathon kayak rentals
House rentals with a kayak

The Hemingway - Beach Houses Key West

Private Pool! Luxury Paradise Pointe, Pet Friendly

Villa Serenity At Sombrero Private Pool Spa Dock

🏝BEAUTIFUL🏖WATER VIEW🌅POOL🏊♀️GYM🏋️Room Private⛵️Dock⚓️

Waterfront Keys Home | Pool, Hot Tub & 35’ Dock

Coastal Keys Escape - New Pool, Dock & Quick Ocean

Yellowtail Getaway with Boat Dock and Pool 2

Fall discounts! Best Location in Marathon & KCB!
Cottage rentals with a kayak

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

Islamorada bungalow 2 bed & pool

OCEANIA... water front cottage retreat ~

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

THE PARADISE

My Little Paradise North Key Largo

2Bd/1Ba Waterfront Retreat w/35’ Dock

Ocean Breeze @ VO - Kayaks, Bikes, 30 Min from KW
Cabin rentals with a kayak

2 BR/2 BA Oasis Kayaks, Pool, Beach & Dock Rental

New Waterfront 2/1 Cabin With Loft at Bonefish Bay

Viamarhe Cabin-Private beach, Kayak, yard games

New Waterview 2/1 Cabins w Boat Ramp (No Loft)
When is the best time to visit Marathon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €383 | €418 | €418 | €357 | €325 | €351 | €352 | €328 | €278 | €280 | €307 | €399 |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
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- Rentals with a kayak Monroe County
- Rentals with a kayak Florida
- Rentals with a kayak United States
- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Robbies Marina Of Islamorada
- Theater of the Sea
- Key Largo Kampground And Marina
- Southernmost Point
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Harry Harris Beach and Park
- Founder's Park
- Key West Butterfly & Nature Conservatory
- History Of Diving Museum
- Key West Lighthouse Museum
- Calusa Campground
- Conch Key
- Mel Fisher Maritime Museum
- Truman Little White House
- Curry Hammock State Park
- Key West Aquarium





