
Vacation rentals with a kayak near Sombrero Beach
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Top-rated kayak rentals near Sombrero Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

New Private 4/3 Single Family - Kayaks & Bicycles+
Blue Treasure at Sombrero Beach is a 2020 built single-family home in a private community within walking distance to the beautiful Sombrero beach and 5 minute boat ride to the ocean. This house is a private fully equipped 4/3 that has three king memory foam beds and one queen memory foam & queen sofa memory foam. All the rooms have a TV w/ cable & Netflix. We also have a separate downstairs area that we provide kayaks, paddle boards, and bicycles at no additional cost. License #:VACA-20-150

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.

Waterfront Oasis3/2 Direct Ocean
Welcome to our stunning vacation rental property located on the waters of the ocean, where you can enjoy the ultimate tropical getaway. Our property boasts of an exceptional location, featuring a private dock that provides direct access to the ocean. This beautifully furnished property has three spacious and comfortable bedrooms that can accommodate up to eight guests, making it perfect for families or friends. The two modern bathrooms are fully equipped with all the necessary amenities

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks
Indulge in this luxurious 4BR 4BA house nestled on a gorgeous waterfront property in Marathon, FL. This 3-story estate offers the perfect retreat from bustling crowds with its modern design, high-end comforts, and scenic outdoors with heated pool, private dock, rooftop deck, and Pac-Man arcade. ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Chef's Kitchen ✔ Heated Pool ✔ Yard (BBQ, Games, Bikes, Kayaks) ✔ 36ft Dock (Fishing Station, Water) ✔ 3 Decks ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking

Tiki Time! Private Pool~Tiki Hut~Kayaks~Grill!
Tiki Time ~ your private paradise in beautiful Marathon, heart of the Florida Keys! This is the perfect place for a family vacation or relaxing getaway. Gorgeous 3BR home with your own private salt water pool, Tiki Hut, space to park a 30' boat/trailer, and ocean views from the balcony~Kayaks, grill, beach toys await you for your beautiful day in the Florida Keys! Less than 5 min to Sombrero Beach, Dining & Local Bars! Experience the Florida Keys like a local and book Tiki Time 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.

Waterfront Luxury Condo | Pool + Tiki Bar
Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

Dog-Friendly • Pool & Boat Dock • Sombrero Beach
"We were welcomed by a manatee in the channel when we arrived." That's what guests keep saying about 61 Sombrero, our dog-friendly single-level home at the end of a quiet Marathon canal, a five-minute walk from Sombrero Beach. Cast off from the dock at sunrise, watch manatees drift past over coffee, then bike to Publix or back to the sand. Two kings, a queen on the quiet side, and a daybed-and-trundle room for the kids. Heated saltwater pool, gas grill, fenced yard, no pet fees.

Sombrero Beach Home w/ Heated Pool, Kayaks & More
3 bed/2.5 bath home a block from Sombrero Beach - walk to beach, avoid parking fee! 3 bedrooms (2 ensuite): 1 king, 1 queen, 2 XL twins. Cook's kitchen, open plan living/dining room. Enjoy heated pool, incredible outdoor shower, chaise lounges, gas grill, outdoor dining, hammock, and sunsets over the ocean from our dock. House comes with beach chairs, sand toys, pool floaties, kids books and games. Strong Wifi, cable & streaming TV. 2 kayaks for your use. NO DOCKING FOR BOATS.

Private Dock| 5min beach| Kayak| Sunset view|RV
Relax in this serene beach house, just a 5-minute walk from Sombrero Beach and a quick drive to Publix. Located in the heart of Marathon, FL, this home features its own boating dock, perfect for water adventures. The master bedroom includes a king bed, full bathroom, and closet. The second bedroom offers a king bed, bunk bed with pullout, and a nearby full bathroom. Enjoy a fully equipped kitchen, washer/dryer, kayaks (3) and trailer parking. Your perfect vacation getaway

SeaEsta! Bring your boat & 1 block to the beach!
Take a 1 Block walk to Sombrero Beach, dock your boat at this waterfront home or simply relax on the patio. 3 Bedrooms 3 baths. Large deck for cooking out. Direct access to the Atlantic. 65" TVs in all rooms. Enjoy your mornings by starting at our Coffee bar. Our home is fully furnished with all the essentials. We even include Kayaks, Bikes and Fishing Poles as well as Corn Hole and Giant Jenga. Boat Rental is offered at an additional cost. - VR License No: VACA -20-147

b watervibe
Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales.Prueba de la expericiensa y ya ustedes diran.Esta casa flotante ofrece un espacio para 2 adultos. Está Esta es una experiencia de Acampada .
Popular amenities for kayak rentals near Sombrero Beach
House rentals with a kayak

Villa Serenity At Sombrero Private Pool Spa Dock

Waterfront Oasis w/Private Pool-Dockage-Beach

Flamingo Palms-JUNE Dates available at a discount!

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!

Waterfront Private Home w/Pool-Family&Pet Friendly

Luxury Boating Paradise+Pool+Sailing Kayaks

Waterfront Heated Pool 120 ft Boat Dock
Other vacation rentals with a kayak

Waterfront with Boat Lift/Kayaks and Hot Tub

Experience the Ultimate Florida Keys Getaway.

Waterfront, dock, easy ocean access, heated pool!

Your vacation Dome is here!

Pier Pressure~ Waterfront Pool Home, 100' Dock

Marathon Paradise

Waterfront w/pool and hot tub

Golf Coast Oasis near Sombrero Beach
Quick stats about vacation rentals with a kayak near Sombrero Beach

Total vacation rentals
Explore 40 vacation rentals in Sombrero Beach

Nightly prices starting at
Sombrero Beach vacation rentals start at G$62,741 GYD per night before taxes and fees

Verified guest reviews
Over 750 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Sombrero Beach vacation rentals include wi-fi access

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

4.9 Average rating
Sombrero Beach stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with beach access Sombrero Beach
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- Waterfront rentals Sombrero Beach
- Rentals with outdoor seating Sombrero Beach
- Rentals with a patio Sombrero Beach
- Pet-friendly rentals Sombrero Beach
- Beachfront rentals Sombrero Beach
- Family-friendly rentals Sombrero Beach
- Rentals with a washer and dryer Sombrero Beach
- Rentals with a hot tub Sombrero Beach
- Villa rentals Sombrero Beach
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- House rentals Sombrero Beach
- Rentals with a kayak Marathon
- Rentals with a kayak Monroe County
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- Rentals with a kayak United States
- Everglades National Park
- Smathers Beach
- Ernest Hemingway Home & Museum
- Theater of the Sea
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- The Turtle Hospital
- Conch Key
- Florida Keys Aquarium Encounters
- Fort Zachary Taylor Historic State Park
- Key West Butterfly & Nature Conservatory
- Dolphin Research Center
- Founder's Park
- Southernmost Point
- Key West Lighthouse Museum
- History Of Diving Museum
- Harry Harris Beach and Park
- The Rain Barrel Village
- Mel Fisher Maritime Museum
- Curry Hammock State Park
- Key West Aquarium
- Truman Little White House





