Vacation rentals with breakfast in Key Colony Beach

Standard 1 Bedroom King Suite with Balcony

Our Standard King One Bedroom Suite offers you with all the comforts of a home with a private balcony overlooking the hotel grounds. All Standard Suites have a private bedroom with a King-sized bed with memory foam mattress and a Sleeper Sofa in the living room area. Each suite is equipped with a full living and dining room area, with two 42’’ flat screen TV’s and a desk with USB charging stations. The fully equipped kitchenette provides you with dinner & silver ware, cups & glasses, a mini fridge, microwave and a coffee maker. The private bathroom has custom tiled showers and designer bath amenities by Hydra Spa.

Happy Manatee - 3 bed/2 bath 1/2 duplex home water

Happy Manatee Florida Keys Waterfront Retreat | 37' Dockage | Tiki Hut | Cabana Club Access with Private Beach, Pool & Tiki Bar Welcome to Happy Manatee, your slice of paradise in the heart of the Florida Keys, where island time slows down and life revolves around the water. This beautiful 3-bedroom, 2-bath waterfront home is designed for laid-back coastal living, offering the perfect blend of comfort, sunshine, and classic Keys charm. With 37 feet of dockage, you can bring your boat and spend

Paradise Place in Grassy Key

Are you looking for a place in paradise? Paradise Place is located in Marathon, FL surrounded by excellent places where you can spend an unforgettable vacation, ample parking, canal with access to the Gulf of Mexico. Can comfortably sleep 6 people, has 4 bedrooms, 2 bathrooms, kitchen, dining room, and Florida room. Just 1 hour and a half from the historic city of Key West Minimum 7 nights as well as long term rentals more than 28 night. RESERVE NOW, and get ONE night FREE on your NEXT booking

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

Oasis in The Keys, as the name implies, is a haven for guests looking to escape the everyday and enjoy the relaxing peace and beauty of The Florida Keys. Sit back and relax in this spacious and luxurious amenity filled waterfront home with floor to ceiling views of the turquoise blue Caribbean waters. This home has everything you need to enjoy your vacation without having to go far, though should you venture out it's central location makes it ideal for anyone looking to explore the middle keys!

*4 YR New* Private Dock/Cabana Club/Bikes & Kayak

Key Colony Beach Duplex, 2 Bedrooms (w/4 beds) 2 baths w/Cabana Club Access & Private 37.5 ft Dock on 100 ft wide Canal. This home has been recently remodeled, includes new furnishings, coastal décor, bedding, appliances and cookware. Master bedroom has an en-suite bathroom with a shower, flat screen TV, King bed, ceiling fan, and hairdryer. The second bedroom offers a bunk bed w/full size on the bottom and twin on top, flat screen TV is adjacent to a full bath with a hairdryer and a sofa bed.

Marina View Escape | Pool, Tiki Bar & Boats

Step into a brand-new luxury 1 BR/1BA Waterfront Suite on scenic Boot Key Harbor, where sleek coastal design meets effortless Florida Keys living. Wake up to stunning marina views & boat slips just outside your door, then spend your days enjoying resort-style amenities—pool, tiki bar, restaurant, pickleball, gym, breakfast & more. Perfectly located midway between Islamorada and Key West, this is your refined home base for boating, beaches, fishing charters & unforgettable island adventures.

Villa Casa Cayo

Beautiful Marathon vacation home in the Sombrero Beach area, this waterfront vacation rental is surrounded by lush tropical gardens and a newly constructed pool. Only 300 meters from beautiful Sombrero Beach. Open concept home with wrap around balconies and views of the water. Hurricane impact doors and windows and new metal roof just completed in 2022. It's a 5 star! Tie your boat or kayak up for easy access to the Atlantic Ocean. Family friendly, just 45 minutes from Key West.

Sitting at the Dock on the Bay Waterfront Pool Hom

Welcome to Sittin at the Dock on the Bay, a waterfront pool home in the quiet Coco Plum area of Marathon. Enjoy canal views, a private pool, covered outdoor dining, and kayaks for exploring the water. The home offers a comfortable ground level living space designed for a relaxed Keys getaway. The upstairs level is not part of the rental and remains closed during guest stays. Close to restaurants, boating, beaches, and everything Marathon has to offer.

Luxury 4/3 Waterfront/Private Heated Pool/Dock/Ice

Located on Sombrero Beach Road, Paradise Cove is a new and luxurious 4 bedroom and 3-bathroom Villa with plenty of space to comfortably accommodate up to 10 guests. The spacious Villa offers three Master King Suites, one on the first floor and two on the second floor. You will find a fourth Bedroom with full bunkbeds on the second floor as well! Daily rate includes unlimited use of Pool Heater, Ice Machine, and multiple amenities during your stay.

New! Waterfront Views | Pool & Tiki Bar

Be our first guest at the MYSTIC MERMAID a brand new built 1BR/1BA Waterfront Villa that sleeps up to 4 guests! This luxury retreat is located on a scenic canal with marina slips right outside its' door! Enjoy amazing resort amenities including a pool, Tiki Bar, restaurant, pickleball & volleyball courts, fitness center, complimentary breakfast & more. Perfectly situated in the middle of the FL Keys making it the ultimate Florida Keys escape!

Daily Housekeeping, Waterfront Suite, Pool, Marina

Welcome to Mellow Marlin—a brand-new 1BR/1BA luxury Waterfront Suite with stunning views of Boot Key Harbor. Step outside to your private boat slip, unwind by the resort’s sparkling pool, or enjoy the lively Tiki Bar and chef-inspired restaurant. With an on-site marina and a prime location in the heart of the Florida Keys, it’s the perfect spot to explore the islands or simply soak in the serene waterside atmosphere.

Sunset Harbor ~ Waterfront ~ Dock ~ Cabana Club

Step into this 3BR 2Bath waterfront getaway in the tranquil area of Key Colony Beach! Escape the crowds and relax on the screened lanai or private dock with kayaks, then enjoy Cabana Club membership with private beach, heated/cooled pool, tiki bar & tennis. ✔ 3 Comfortable BRs (King Suite + 2 Queens + Air Mattress) ✔ Open Design Living with Harbor Views ✔ Full Kitchen & BBQ Patio ✔ Private Dock + Kayaks