Waterfront vacation rentals in Sunset Key

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Top-rated waterfront rentals in Sunset Key

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Guest favorite

A covered porch offers views of the tranquil waterway, framed by palm trees and lush greenery. Seating is provided with wooden chairs, allowing for relaxation while enjoying the scenic surroundings under a bright sky with scattered clouds.

Townhouse in Marathon

4.97 out of 5 average rating, 166 reviews

Marathon Keys Coral Lagoon Unit 2 Waterfront Villa

*Currently the seawall repair is not affecting our side of the property, our view is unobstructed and not affected. Also, our marina is 100% open and operational should you need to rent a slip during your stay Welcome to paradise! We are proud to offer you one of the nicest waterfront units in Coral Lagoon! Please Note: For your safety, the entire house is sanitized prior to your arrival. Along with our standard cleaning practices we have a local company that comes in and fogs the entire house

Guest favorite

Villa in Marathon

5 out of 5 average rating, 10 reviews

Waterfront Home w/Dock, Pool, Bikes & SO MUCH MORE

Looking for the perfect home for your next Florida Keys vacation? Our Waterfront home with over 30 feet of dock space is Just a short boat ride out to open water for a day of fishing, snorkeling, or cruising around. Our home features your own private dock & private pool... complete with chaise lounges, outdoor dining, gas grill, Adirondack chairs, fish cleaning station, bait freezer & so much more! Lastly, everyone is sure to enjoy water views & sunsets from our balcony that never disappoint.

Superhost

A charming cottage is positioned along a serene waterfront, featuring a covered porch with seating. Two kayaks are stored upright next to the seawall. Sun loungers are arranged neatly along the edge of the water, with palm trees providing a tropical backdrop.

Cottage in Cudjoe Key

4.86 out of 5 average rating, 35 reviews

Tidewater Views at Venture Out

FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! ** Last Key Realty requires a credit card on file for all reservations. ** TIDEWATER VIEWS is a cozy 800 square foot cottage that has everything you want for the perfect tropical vacation: open water views from a covered porch, a private 35-foot boat slip, kayaks, bikes and access to the wonderful amenities at Venture Out Resort: a heated 80-foot pool with large Jacuzzi and Kiddie Pool,

Guest favorite

A sunlit pool area is surrounded by tropical landscaping, featuring a clear blue pool with lounge chairs positioned nearby. Shade is provided by a large umbrella and two thatched umbrellas are visible. A yellow float rests on the water's edge, inviting relaxation.

Home in Marathon

5 out of 5 average rating, 23 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

Aerial view of a waterfront property featuring a covered outdoor seating area, surrounded by palm trees and tropical landscaping. The dock extends into the water, with a buoy visible nearby. Gravel pathways lead to the home, which has a light blue exterior.

Cottage in Little Torch Key

4.9 out of 5 average rating, 164 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

Guest favorite

Home in Key Colony Beach

4.94 out of 5 average rating, 106 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

Condo in Key West

4.88 out of 5 average rating, 146 reviews

Aruba - Downtown Waterfront 2/2 Dock, Pool, Pet

Time to relax! Bring your family & friends to this 1200 sqft Waterfront home. Boat slips available on site with commercial ice machine, fish cleaning station and BBQ grills. Located in historic Downtown Key West. Walk/Bike everywhere less 1mi to Duval Street, Historic Seaport, Hemingway House, etc. On-site amenities: heated pool, boat slip, tiki bar & grills, parking, secure keyless entry, & private elevator. Large Park adjacent with tennis courts. 10min from airport (EYW).

Superhost

A two-story waterfront home is showcased, featuring a wraparound balcony with railings and steps leading down to the beach. The property includes a private swimming pool with lounge chairs nearby, alongside a designated dock area for a boat.

Home in Marathon

4.69 out of 5 average rating, 16 reviews

#7 Waterfront 4Bed 3Bath Pool Home

🌸Home #7 "BEACHY🏖KEEN" Full WATERFRONT View over the docks and beach and Ocean!🌸 Totally Private😉- Turn-Key and fully Stocked- Single Family Home 4BR/3BA with your own Heated-Cooled Private Swimming Pool 🤿and BBQ Patio. Includes Private Guest Beach🏖 with Kayaks and Paddle boards and Private powered ⛵Boat Dock right on the Gulf of Mexico! 🌅🥂 Kick back and completely🍷 relax in our Beautiful and 🍹comfortable home! Perfect for 🍻Adults and kids of all Ages!

Superhost

A comfortable living area features a light-colored sofa adorned with decorative pillows. Large windows provide abundant natural light and showcase views of the water and surrounding greenery. A dining space is visible to the right, furnished with a white table and chairs.

Home in Marathon

4.88 out of 5 average rating, 16 reviews

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

Inquire for monthly discounts. 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

Guest favorite

The image captures a serene waterfront scene featuring a well-maintained dock with two boats stationed nearby. Palm trees provide shade along the walkway, with a glimpse of a seaside porch visible in the foreground. Clear blue skies enhance the tranquil atmosphere.

Home in Marathon

5 out of 5 average rating, 9 reviews

Boaters Dream- 40FT Deep Dock Home- M#13

Deep 40Ft Dock Waterfront home on a large lot with seaside porch. Easy quick access to the Ocean, Bay or 7 mile bridge. Enjoy the Tiki & BBQ. The bedrooms and 2 baths sleep 6 . The home is located in a Island community that is one the most unique places in the world. Living area also has sofa sleeper. In minutes you can fish the Bay, Ocean or 7 Mile Bridge, Best boat access in Marathon. You a short drive to sandy Sombrero Beach & local plazas.

Guest favorite

Home in Marathon

4.91 out of 5 average rating, 152 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

Guest favorite

An aerial view captures the waterfront property with a heated pool and Turkish marble pavers. The deck extends towards Bonefish Bay, complemented by boats at the dock. Lush greenery borders the property, enhancing the scenic waterfront setting.

Home in Marathon

5 out of 5 average rating, 29 reviews

Amazing Bayfront Newer House with Dock and Pool!

NEW TO MARKET! This newer construction has everything. This concrete house is waterfront with great views of Bonefish Bay. The dock is built in 10-12 foot water. It is frequented by manatee, dolphin, and numerous mangrove snapper. The large heated pool is surrounded by Turkish marble pavers that are cool to your feet. House has double master suites with en suite bathrooms and every necessity to make our home feel like yours.