Vacation rentals with a kayak near Sombrero Beach

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Top-rated kayak rentals near Sombrero Beach

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Guest favorite

Home in Key Colony Beach

5 out of 5 average rating, 5 reviews

Huge Swim Spa~ Incredible Special Fall Pricing

3 Bedroom~ 2 Bath Duplex With Outdoor Solar Shower, on a Deep Water Canal in Key Colony Beach. Near The Vaca Cut Makes For Easy Access To The Gulf Of Mexico or Atlantic Ocean. Boat Dockage for up to a 34' Boat. Golf Course, Pickle Ball~Tennis Courts, and Great Playground. We have a Large Swim Spa in The Private Garden, Arcade Game Room~Ice Maker, Paddle Board, 2 Kayaks, 4 Fishing Rods & Bait, Margarita Machine, Outdoor Shower. Cabana Club Membership With Free Beach/ Ocean Access & Huge Pool.

Guest favorite

Home in Marathon

4.96 out of 5 average rating, 73 reviews

Oceanside, Smart Home with SUP/kayaks - 60 FT Dock

This pet-friendly, waterfront home upgraded in 2021 (see notes) has two rooms with ample bedding - 1 king-size bed, one queen (pull-out sofa bed), and one full. The home has a cute kitchen that is well-equipped. A nice open area allows you to walk and enjoy the canal. Enjoy the ocean view or simply sunbathe in serenity. There is house parking in front for boats and trailers and covered parking for one car. It only takes minutes to access the ocean. We just completed construction of a 60FT dock.

Top guest favorite

Cottage in Marathon

4.97 out of 5 average rating, 32 reviews

Catch n' Relax Canalfront Cottage in Marathon

Enjoy our cottage right on a deep canal with 50' dock. Step right into your boat to fish the Atlantic Ocean & Gulf or just relax & enjoy the view! Enjoy an outdoor kitchen space for fish fry & Happy Hour drinks. Tan on our loungers or enjoy dinner under the stars. Kayaks/Bikes for you too. A Perfect location Minutes from Airport, 7Mile Bridge, Sombrero Beach & other Attractions. Close to shops & restaurants. Easily launch your boat from a free public marina nearby. Rental License #VACA-22-85

Guest favorite

A private dock extends over calm water, surrounded by lush mangroves. White Adirondack chairs are positioned on the dock's edge, providing a serene spot to relax. The concrete path leads to two wooden posts, indicating a welcoming space for boating and fishing.

Home in Marathon

4.89 out of 5 average rating, 18 reviews

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

Inquire for monthly discounts. The happy house 339 at ghee mail. Quaint and charming home nestled in the Florida Keys. Secluded single family property with open water access. Private Dock, Beach, kayak launch area with kayaks and bikes available to use. Very private tranquil location. See manatees/fish swimming by. Enjoy endless sunsets from the front porch. Fantastic views from every room in the house. Beds: 1 King bed, 2 twins, 2 trundle Marathon Vacation Rental License#. VACA-22-375

Top guest favorite

Home in Big Pine Key

4.92 out of 5 average rating, 12 reviews

Island time on Big Pine

Recently remodeled, 4 bedroom/4 bath ground level, canal home overlooking Spanish Harbor on Big Pine Key in a quiet neighborhood with 100 ft.of sea wall. This KeyWest style cottage offers a spacious Florida room, and fully stocked kitchen with adjoining patio. 2 large waterfront bedrooms with private patio. 2 addt. bedrooms. WiFi, 2 Double kayak and 4 bikes available for you to use. Big pine is famous for the friendly key deer that wonder around the island. Bahia Honda park within minutes.

Guest favorite

The exterior of the duplex is shown against a vibrant sunset sky. The structure features large windows and a covered patio area, with modern seating visible. Lush greenery and decorative plants border the property, enhancing the inviting front entrance.

Home in Marathon

4.89 out of 5 average rating, 53 reviews

The Mini Coconut

Relax with your family at this peaceful location, steps away from the water. The beautiful lagoon that opens up to the Gulf of Mexico can be seen from the front of the home. You can fish, snorkel, kayak, stand-up paddle board and more, just 50 feet from the house. Please note that this is a single unit of a duplex property. It has a separate entrance and private yard for your pleasure. Centrally located, we are minutes away from the airport, restaurants, beach and shopping. VACA-22-371

Guest favorite

A modern two-story home features a clean white exterior with navy blue accents. A set of black stairs leads to a covered balcony adorned with potted plants. Large windows allow natural light to enter, while a gravel driveway provides ample space in front.

Home in Marathon

5 out of 5 average rating, 34 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Guest favorite

Home in Marathon

5 out of 5 average rating, 40 reviews

Yellowtail Getaway with Boat Dock and Pool 2

Beautiful remodeled house 3 bed, 3 bath in the heart of Marathon Key. Located on a flow-through canal you will enjoy quick Gulf and Ocean access from your 60ft concrete, step down dock(with 30ft available to dock a boat) After a day on the water, step inside the house and enjoy a spacious open floor plan with a beautiful sunroom overlooking the rear yard and canal. Wind down after a long day and enjoy the pool that is conveniently placed in a comfortable area for all guests to enjoy.

Guest favorite

Two lounge chairs are positioned by a wooden fence, overlooking a serene canal. Lush palm trees provide shade, while colorful waterfront homes are visible in the background. The clear blue sky adds to the vibrant setting, creating an inviting space for relaxation.

Home in Key Colony Beach

4.95 out of 5 average rating, 112 reviews

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.

Guest favorite

Two kayaks are positioned on a gravel surface, showcasing vibrant colors of orange and blue. Paddles lie nearby, and lush greenery provides a natural backdrop. The area is well-maintained, with additional seating visible in the distance.

Home in Key Colony Beach

4.92 out of 5 average rating, 66 reviews

Waterfront Villa Bring Your Boat Cabana Club Beach

Beautiful, clean 2/2 villa with 40ft dock- bring your boat up to 50ft. Open concept with water views, great location in beautiful Key Colony Beach, walk to the beach, pool and tiki bar at the Cabana Club (membership included with the rental), close to Marathon and centrally located between Islamorada and Key West. Relax and grill on the back patio or use of our ocean kayaks on the beautiful canal. 10 minute ocean and gulf access, close to restaurants, shopping and nightlife.

Guest favorite

The modern living area features a stylish glass-top coffee table made from natural wood pieces, surrounded by four bar stools at a sleek kitchen island. Soft lighting from the blue LED lights adds a subtle glow, while a fan and entertainment center contribute to the functional space.

Home in Marathon

4.89 out of 5 average rating, 73 reviews

Dream Vacation KCB Marathon with private pool !

Dream Vacation Duplex in Key Colony Beach. Private pool Brand New state of the art house with all commodities and amenities, 3 bicycles 2 kayaks near to restaurants, fast WIFI, washer ,dryer, blue tooth speakers, night mood lights. A modern lift for boat up to 18000 lb Main canal Use of electric golf car Gem and jet sky and boat can be arrange Electric Gem-4 car offered for a minimum extra charge Options of private boat or jet sky (ask) Heated pool on demand (extra cost)

Superhost

Home in Marathon

4.88 out of 5 average rating, 34 reviews

Waterfront&Dock/ kayaks,Hot tub/3mims to the beach

Waterfront Vacation Home just 1 minute from Publix & Winn-Dixie, and 3 minutes from Sombrero Beach! Beauty and The Sea beach house offers direct ocean access, 2 bedrooms, 2 bathrooms, a full kitchen, and spacious living room with queen sofa bed. Enjoy ocean views from your balcony, smart TVs in every room, high-speed internet, and local canals. Fully furnished with washer/dryer, kitchenware, towels, and more. Bring your boat or jetski—dock it right in your backyard!