Beach house holiday rentals in Key Colony Beach

Paradise awaits.

Looking for the perfect spot to get away? Look no further! Beautiful home on the water in the quiet Key Colony Beach resort area. Pull your boat out back after a day of wonderful boating then sit and relax on the comfortable furniture out back or on the porch as the sun sets or rises. Maybe stroll across the street to the beach or even get in the pool over there. Or maybe you want to enjoy a quiet family night watching a movie on the big screen tv after cooking in the big kitchen... This is it!

Location · Family · Walkability

Grassy Key Ocean Front Beach House

HEATED POOL $150 weekly. Experience relaxed island luxury with no neighbors within a block of the property, located on Grassy Key in the Middle Keys. Perched directly on the Atlantic with an unobstructed view, the property sits on private acreage and was designed to maximize the ocean panorama from every level. Whether you want to watch sunrise from the balcony, dine under the tiki hut, beside the oceanfront pool while listening to the surf, this is a place to reconnect with family and friends.

Location · Family · Indoor spaces

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

Location · Value · Sleep quality

Grouper Getaway @ Ocean Isles Fishing Village

Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautiful brand new fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic Ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.

Family · Value · Hospitality

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

Location · Value · Beach

Waterfront Villa & Sunset Views

Come and relax on your own veranda that overlooks the turquoise waters of the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay local to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

Family · Location · Decor

P01 - New 3 bed, 3 bath with private pool

This beautiful new home offers 3 bedrooms, 3 baths and a comfortable open floorplan. Additionally, this property boasts and abundance of fabulous outdoor living space and is ideally located minutes from Coco Plum Beach. - Maximum Occupancy: 6 guests (includes adults and children of any age) (*children of any age, including infants, count toward occupancy) - No day guests or visitors allowed above the advertised max. occupancy. - Parking: 3 vehicle max - 3 bedroom/3 bathroom

Location · Family · Backyard

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

Location · Value · Access

A Suite Escape

Welcome to The Suite Escape 🌴✨—a private 2 bed, 2 bath waterfront townhome in Marathon, Florida Keys 🏝️. Enjoy complete privacy with no shared spaces, bright coastal interiors 🤍, and a full private dock 🚤 on a peaceful canal with direct access to open waters 🌊. The marina and gas station are less than 5 minutes away by car 🚗 and about 10 minutes by watercraft ⚓. Publix 🛒 and local dining 🍽️ are under 10 minutes away—perfect for a refined, relaxing Keys escape ☀️💙

Location · Family · Sleep quality

Ocean Dream – Your Private Beach + Pool (M#31)

Luxury Oceanfront Oasis w/ Private Beach, Pool & Jacuzzi Enjoy the ultimate retreat with a private pool, Jacuzzi, and wrap-around porch overlooking the ocean. Relax on your own sandy beach, fish, or kayak in total seclusion. Inside, enjoy a 75" Smart TV, high-speed Wi-Fi, pool table, and full kitchen. The king master suite and two queen guest rooms offer comfort and style for your tropical escape. Boats under 25 can tie up to the pier or moore at the beach. Sorry no pets

Location · Comfort · View

Island Breeze

Private dock to fish. Key Colony Beach is walking distance to some of the very best restaurants, harbor, parks, & aquarium but best of all is located on one of the rare private white sandy beaches in the Keys. Enjoy the beautiful sunrise and sunsets without leaving your unit. 2+2 both ensuite, fully furnished, kitchen gourmet ready with plenty of counter space. Washer & dryer, under cover 2 car parking, elevator, pool and more. 7 day minimum City requirement.

Family · Location · Quiet

Beach Home and Boater’s Paradise Sombrero

Your Private Florida Keys Paradise Steps to Sombrero Beach Waterfront • Private Pool • 50 ft Dock • Direct Ocean Access Welcome to your dream escape in Marathon, the heart of the Florida Keys and the world’s fishing capital. This 2-bedroom, 2-bathroom coastal home offers everything guests come to the Keys for sun, sand, boating, and pure relaxation. Renta Lic: VACA-2025-205

Location · Family · Sleep quality