
Vacation rentals with a kayak near Sombrero Beach
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Top-rated kayak rentals near Sombrero Beach
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Waterfront Oasis w/Private Pool-Dockage-Beach
Our beautiful spacious home has been recently renovated & features 3 bedrooms & 3 bathrooms, making it perfect for families or groups of friends. The open floor plan and large windows allow for plenty of natural light and stunning views of the water. The kitchen is fully equipped for all your cooking needs and the large private backyard provides the perfect spot for outdoor dining & relaxing poolside. Book your stay at our home today & get ready for an unforgettable vacation in the Florida Keys!

Chasing Sunrises | Family Style
This tranquil house is the perfect spot to relax and recharge. You’ll love watching the boats come and go with your morning coffee. Cast a line from the dock, enjoy a sunset by the water, or simply unwind with the sounds of nature all around you. 🛏️ A comfy, private room with everything you need to feel at home 📶 Fast Wi-Fi, ideal for remote work 🎣 Access to the dock for fishing or chilling 🚤 Fun boat-watching right from the window or yard 🍃 Quiet, relaxing atmosphere — the perfect unplug

Salt&Seaglass. Key Colony. Screen Porch. Pool Club
This Key Colony Beach home is a welcoming, modern canal-front duplex home provides a relaxing and comfortable atmosphere for your vacation in the Florida Keys! The home features 2 large bedrooms and 2 bathrooms, a modern kitchen with large island and granite counter tops, a master bedroom with private bathroom and modern, plank flooring tile throughout the home. Enjoy the relaxing 9 X 20 ft porch & comfortable furniture. Outside: Lounge chairs & other seating, a kayak, a 37 foot dock

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.

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes
Cozy FL Keys stilted beach house ideally located in Sombrero Beach w/ 50’ private dock & large SPA whirlpool & attached bar. Walk/bike to beautiful Sombrero Beach down paved path. 4 bikes, 2 paddle boards, 2 kayaks included. Renovated home with new central A/C unit, new bathrooms & kitchen. Near supermarkets, liquor stores, pharmacy, great restaurants & more. Near Dolphin Research, Aquarium Encounters, Turtle Hospital, Bahia Honda State Park Beaches & more. Key West less than 1 hour away.

Waterfront with Boat Lift/Kayaks and Hot Tub
This 2 bed/2 bath Duplex home is located on the water just 4 homes away from the open Atlantic Ocean. Bring your boat or rent one! Paddle with our 4 comp kayaks right from our dock. Go 8 min drive to Sombrero Beach. We have you covered with comp beach towels and beach chairs. We have fishing rods, nets, underwater green light, outdoor freezer and bait station for you to use while staying in our home. Fish right from your very own dock and cook the fresh catch in our BBQ. VACA-24-53

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.

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
Popular amenities for kayak rentals near Sombrero Beach
House rentals with a kayak

Waterfront, dock, easy ocean access, heated pool!

Marathon Keys Escape • Pool • Hot Tub • Near Beach

Twin Dolphin Marathon Deep Water Canal, 100’ Yard!

Kon Tiki ~ Waterfront Pool Home, 30' Dock

COZY Family Home- 5 minutes from sombrero beach

Get Hooked private pool and dock, ample parking

Pet Friendly (Fee-Less) Half-Duplex Cottage

The Mini Coconut
Other vacation rentals with a kayak

b watervibe

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

Waterfront Private Home w/Pool-Family&Pet Friendly

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Luxury Boating Paradise+Pool+Sailing Kayaks

Tropical Dream Vacation - 3bdrm/2bath CANAL FRONT!

Waterfront Suite w/ Marina, Pool, Tiki Bar

Private Pool! Luxury Paradise Pointe, Pet Friendly
Destinations to explore
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- Everglades National Park
- Smathers Beach
- Calusa Beach & Loggerhead Beach
- Sea Oats Beach
- Long Beach
- Conch Key
- Bahia Honda State Park
- Theater of the Sea
- Fort Zachary Taylor Historic State Park
- Seven Mile Bridge
- Ernest Hemingway Home & Museum
- Robbies Marina Of Islamorada
- Sunset Park
- Dolphin Research Center
- Florida Keys Aquarium Encounters
- Founder's Park
- The Turtle Hospital
- Key West Lighthouse Museum
- Key West Butterfly & Nature Conservatory
- Southernmost Point
- History Of Diving Museum
- Boyd's Key West Campground
- Harry Harris Beach and Park




