Holiday houses in Florida Keys

Oceanfront Sunsets | Kayaks-Pool-Dock-Putt Green

Paradise Point Escape to luxury in this oceanfront retreat for families and groups of friends. Enjoy stunning ocean breezes from the balcony, relax by the pool, or cast off from the 90-ft dock with a 3-ft control depth (Boat lift not for Guest use). A covered fish-cleaning station and bait freezer make it perfect for anglers. Just minutes from The Turtle Hospital, Pigeon Key, and Florida Keys Aquarium Encounters, this comfortable getaway blends relaxation and adventure in the heart of the Keys.

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock

Wake up to endless open-water views at your private Marathon oceanfront retreat. Designed for families, boaters and groups, this 4-bedroom Florida Keys home combines a private pool, spectacular sunset views and a 60 foot private dock with direct access to the water. Bring your boat, fish from the dock, cool off in the pool, or settle in with a drink. The dock includes water for rinsing boat and flushing engines, while the spacious two story layout gives everyone room to gather and room to relax.

Tiny Home on Waterfront | Bay Views | Deck | Pool

Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

Captain’s Quarters Ahoy Mateys! Florida, Keys

This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

The Cypress Cottage!

Welcome to the Cypress Cottage! A home designed with sportsmen & nature enthusiast in mind. Whether you are exploring inland in Big Cypress or Navigating through the Everglades & Ten-Thousand Islands you'll have a comfortable place to re-charge with panoramic views of mangrove jungle. Cypress Cottage offers parking for (4) vehicles with room left over for your boat or kayak trailer. Our dock offers the perfect place to keep your boat so you can make the most of your Everglades Adventure.

Key West Outpost: eco-vacation

The Outpost is a unique experience. This is a place where you can be completely off the grid, but still have all of the amenities. Private conch cottage on the backcountry waters surrounding Key West. Enjoy watching the amazing wildlife from your private deck. You can paddle board, kayak or do some light tackle fishing right off the boat. You can even add eco-tours to enhance the adventure. We will take you out for arrival and bring you back on your departure day, via one of our other boats.

Serenity Oasis~Pool!~Putt-Putt!~Kayaks~Bikes~Spa

Welcome to your dream Serenity Oasis! 🌊🌺 This 3 BR sanctuary in the heart of the Florida Keys has been redesigned so every detail lets you indulge in the ultimate getaway in Paradise🌴. Enjoy evening swims under the stars in your private heated pool✨, morning kayak adventures or bike rides 🚲, foosball or cornhole games, popcorn-filled movie nights 🍿, and unwind after a long day in your spa-like bathroom. At Serenity Oasis, every corner is made for joy, laughter, and relaxation 🍹☀️

My Little Oasis2 Waterfront Retreat, Key Largo

Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

Flakey's

Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

Starlight Serenity - Hideaway with Stunning Views

Escape to paradise at this serene 1-bedroom, 1-bath home in beautiful Sugarloaf Key sleeping up to four guests. Enjoy breathtaking views from the expansive wrap-around balcony, perfect for sunrise coffee or sunset cocktails. The spacious outdoor area is ideal for dining, lounging, and soaking in the tropical ambiance. Whether you're relaxing indoors or savoring the outdoors, this home offers the perfect blend of comfort and tranquility. Book your next getaway for 3 nights or more!

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

b watervibe

Enjoy the sounds of nature when you stay in this unique place. It's something different to enjoy a romantic and fun time with your partner, so you can relax and forget about everyday life. You can enjoy fishing, kayaking, adventure and other local activities. A full camping experience for guests who like things that are fun and different. Try it and you'll see. It offers space for 2 people.