House holiday rentals in Sunset Key

4.99 out of 5 average rating, 131 reviews

Sea Ray Cove, Mini Lobster week NOW OPEN!

2025 - New concrete dock, fenders & fish filet table. This ground level waterfront home has received a new face lift. Completely remodeled 3 bedroom with bonus room in the well known Sombrero Beach neighborhood. Just a short block walk to the sandy beach shore. Home has an open floor plan overlooking the in-ground pool deck and new tiki hut. Enjoy your morning coffee and happy hour in the screened-in porch with views of the wide lagoon. Come and create your family memories in the fabulous Keys.

4.83 out of 5 average rating, 24 reviews

Dock Pool Ramp Jacuzzi Ocean Views Kayaks

Newer constructed private home with a 65 ft. dock, pool, jacuzzi, ramp, instant ocean access, stunning ocean views. The house includes 3 bedrooms with 2 bathrooms. The master bedroom has a queen bed and a private bathroom, the second bedroom has a queen bed, and the third bedroom has a queen bed with a full-size trundle. The property boasts a spacious kitchen and living area, with a BBQ overlooking the ocean and canal from the covered patio. Plenty of parking for trucks and trailers. VACA-22-31

4.83 out of 5 average rating, 30 reviews

Yellow Home Free Pontoon Rental! See details

If you book your stay for the days shown below March 30th - April 15th, 2025 April 23rd - May 3rd, 2025 May 17th - May 31st, 2025 June 6th - June 13th, 2025 Receive a free 2 day boat rental for a week reservation, 1 day for a 3 days or more reservation. Please reach out before booking for boat availability. Beautiful 3 bedroom 2 bath home nestled off of US 1. Kayaks included with the rental. Private heated pool and deck with a view of the Atlantic Ocean. Boat dockage available with parking.

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

4.9 out of 5 average rating, 31 reviews

Oceanview Oasis! Screened Porch & Outdoor Theater

Getaway to Paradise in Sunny Marathon! Furnished in comfort and opulence, this private, well-appointed 2 bed 2 bath house boasts: +5-Star OCEANVIEWS +Cozy Screened-in Porch +Outdoor Theater +Jumbo Nest Chairs over lush beach sand +Shade and Sun Loungers +Full Kitchen +Electric Smoker Grill Ready for Adventure? 5 Minutes from the Keys' best public sandy beaches (Sombrero and Bahai Honda State Park), Theater of the Sea, Marathon Aquarium, Dolphin Research Ctr, Turtle Hosp'l and 7-Mile Bridge!

Superhost

4.91 out of 5 average rating, 110 reviews

Sunrise Beach Escape

For your next vacation, come stay in this resort home, where you'll enjoy a cocktail at sunset alongside the Cudjoe bay overlooking the Atlantic Ocean. This beautiful and luxurious home is part of the Sunrise Beach Resort, an exclusive 11 home gated community overlooking the Atlantic Ocean & Cudjoe Bay. A community that is only 17 miles north of Key West. Make yourself at home in this tastefully decorated 1200 sq foot living space, which offers countless amenities such as kayaks and bikes.

Top guest favourite

4.94 out of 5 average rating, 53 reviews

Paradise Found! Oceanfront home & amazing sunrises

License :VACA-22-182 Escape to our tropical oasis in the Florida Keys! Our vacation house offers a whimsical adventure with fantastic outdoor amenities: balcony, charcoal grill, private pool/spa, hammock, outdoor furniture, and an outdoor freezer for your catch. Stay connected with high-speed internet, enjoy entertainment with a Smart TV and iPhone dock, and rest assured with outdoor security cameras. Book now for an extraordinary getaway!

4.89 out of 5 average rating, 104 reviews

*Emerald Seas*-Florida Keys Ocean Front Paradise!

Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

4.9 out of 5 average rating, 232 reviews

Newly Renovated Oceanside House with Pool

This home is on the Atlantic side of US 1. It is part of Sunrise Beach Resort, a gated community built in 2007 with only 10 other homes. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on one of two balconies, dock or poolside, where you can soak up the sun steps from the house. Breathtaking southwest views of the blue-green ocean and sunsets can be seen from the pool and dock.

Top guest favourite

4.94 out of 5 average rating, 185 reviews

Avail. Now! 70ft Dock, Close to Beach VACA23-16,

Enjoy the boutique decor of our large, spacious home. Our place is a short distance from Sombrero Beach, with bicycles available to ride there. Our property is on a wide and deep canal, with both ocean and gulf access. Our dock is 70 ft, so ideal place for large boats, or you can even bring 2 boats. Free parking, with space to park boat trailer. We include free passes to the Sea Turtle Hospital to guests.

5 out of 5 average rating, 9 reviews

Marathon Paradise

Newly renovated beach house with boat access. In this house you will find everything you need for the perfect vacation. A place to kick your feet up and watch the sunset or sit around the table and enjoy dinner with your family. You can find everything you need locally with either a quick car ride or taking your boat. Minimum of 7 nights, maximum of 28 nights.