
Holiday 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.

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!

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

NEW-Luxury Waterfront Island Home-BEACH, Pool Dock
Dreaming of that elusive Keys home with a incredible waterfront views, a private pool, a great beach, and a dock for your boat? Look no further... this newly built 2026 home on a gated Tingler Island might be just for you. Just one block from Sombrero Beach (Trip Advisor Top 10 Beaches in N. America). This spacious 3000+ sq ft home was finished is 2026 and has all the luxury finishes you'd expect. Take advantage of today's discounted pricing on the brand new home completed in January 2026.

Beach House Getaway - Free Kayaks 2/2.5 Villa
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

Waterfront Condo, daily housekeeping & breakfast!
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.

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. Toda una experiencia de camping para los huéspedes que les gusta lo divertido y diferente. Prueben y ustedes dirán. Ofrece un espacio para 2 personas

Houseboat Getaway In Marathon
Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Florida Keys Resort-Style Home w/ Pool & Dock 5/3
Perfect for families, couples, groups, or solo travelers, this spacious home offers 5 bedrooms, 3 bathrooms, an open living room, and a fully stocked kitchen. Easy to reach and simple to access, it’s set in a peaceful neighborhood close to island fun and water adventures. Just a short walk to Sweet Savannah’s Ice Cream & Sweets Parlor, this retreat is ideal for relaxing or exploring. We look forward to hosting you!
Popular amenities for kayak rentals near Sombrero Beach
Holiday House Rentals with a Kayak

Summer Sale~New 4/3/pool/40f dock

Blue Heaven Marathon

Waterfront, dock, easy ocean access, heated pool!

Villa Serenity At Sombrero Private Pool Spa Dock

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Waterfront Private Home w/Pool-Family&Pet Friendly

Blue Ocean Bungalow-LAST MIN July17-24 Deal!

Kon Tiki ~ Waterfront Pool Home, 30' Dock
Other holiday rentals with a kayak

Beach House, Private Pool, Dock, Gulf View Sunsets

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

Golf Coast Oasis near Sombrero Beach

Waterfront Heated Pool 120 ft Boat Dock

Boaters delight! 1 min to open water, Dock & Beach

Boot Key Bungalow Deep Water Canal with Beach Lot!

Waterfront home, Pool, Dock & Hot Tub-3min Beach

Canalfront Home Ocean accessible
Quick stats about holiday rentals with a kayak near Sombrero Beach

Total holiday rentals
Explore 50 holiday rentals in Sombrero Beach

Nightly prices starting at
Sombrero Beach holiday rentals start at $287 AUD per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Sombrero Beach holiday 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 a patio Sombrero Beach
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- Rentals with pools Sombrero Beach
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- Rentals with a washing machine and dryer Sombrero Beach
- Rentals with a kayak Marathon
- Rentals with a kayak Monroe County
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- Everglades National Park
- Smathers Beach
- Bahia Honda State Park
- Ernest Hemingway Home & Museum
- Robbies Marina Of Islamorada
- Theater of the Sea
- Seven Mile Bridge
- Fort Zachary Taylor Historic State Park
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- Southernmost Point
- History Of Diving Museum
- Key West Butterfly & Nature Conservatory
- Conch Key
- Key West Lighthouse Museum
- Mel Fisher Maritime Museum
- Truman Little White House
- Key West Aquarium
- Curry Hammock State Park
- The Rain Barrel Village





