Holiday rentals in Florida Keys

King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!

Updated waterfront 2BR/2BA with King Master, 2nd Queen and pullout couch. 35' seawall—bring your boat! Enjoy a fully stocked quartz kitchen with stainless appliances. Located in Venture Out, a quiet, family‑friendly gated resort with fishing, lobstering, pools, hot tub, pickleball, tennis, basketball, rec center, bikes, kayaks, and SUPs. Between Key West (20 mi) and Marathon. Free WiFi; Roku TVs in both bedrooms and living room. Kayaks, SUPs and storage area with extra fridge and bait freezer.

Escape to the Seaside!

Our 2-story ocean front home is a quite and tranquil oasis. Centrally located in south Key Largo, allows for easy travel to the lower Keys. Our home is decorated in a casual coastal style to provide a comfortable and relax setting. Upstairs is 3 bedroom 2 baths and spacious open concept living room, dining room and kitchen. It provides all the comforts of home. Equipped with flat screen TV, complimentary Wi-Fi and premium cable programming. Here, you’ll have everything you need.

Gorgeous Ocean View Home!

Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer parking. Licensed and inspected by the city of Marathon Lic.# VACA-23-144

b watervibe

Disfruta de los sonidos de la naturaleza cuando te quedes en este lugar único. Es algo diferente para disfrutar con tu pareja de un momento romántico y divertido y así relajarse y olvidarse de la vida cotidiana. Puedes disfrutar de la pesca ,de paseos en kayak ,vivir una aventura y disfrutar de otras actividades locales.Prueba de la expericiensa y ya ustedes diran.Esta casa flotante ofrece un espacio para 2 adultos. Está Esta es una experiencia de Acampada

Waterfront w/pool and hot tub

Professionally decorated, spacious, canal view keys home located in Key Colony Beach, the “Gem” of the Florida Keys. Featuring 2BR 2BA accommodating up to 6 ppl in a large & open living room & backyard, provided w/2 bikes, 2kayaks, grill, and 2 minutes walk to Sunset park, it is the perfect Florida Keys getaway for your family. This location is in the heart of the Florida Keys only 45 minutes from Key West and 35 minutes to Islamorada.

“Have Fun at Hacienda Paraíso” Suite 1 | pool |

Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

Premium Floating Bungalow by Stay Ombi

Welcome to Stay Ombi, a fully off-grid escape on the gentle waters of Buttonwood Sound in the Florida Keys. Ombi offers three bungalows, crafted to immerse you in nature - without compromising on comfort. Guests are transported to the bungalow by boat (10-minute trip), which will be pre-stocked with all of your requested comforts. Our concierge team will work with you upon booking to plan one of the most unique experiences in the Keys.

P45 - Spacious 5 bedroom, 4 bath home with spectac

This spacious 5 bedroom, 4 bath home boasts spectacular open water views, abundant outdoor living space and a peaceful location. Boating guests are especially delighted by this homes 75 ft. of canal front dockage and ease of access to the Gulf. This homes tropical vibe makes it the perfect setting for a quiet family island vacation. - Maximum Occupancy: 12 guest with a max of 8 adults (includes adults and children of any age)

Coco Plum Waterfront Hideaway Home in Marathon

This Coco Plum home is the ultimate family getaway! With four bedrooms, two bathrooms, a modern living room with a 4K TV and surround sound, and an outdoor area that includes a fire pit, outdoor dining, and outdoor living space. The boat dock and breathtaking sunset views make this the perfect home for your fishing adventures. Beautiful Coco Plum beach is just a ten minute walk away. Make this home your next island adventure.

★Beautiful Gated Oasis★with private pool and patio

Enjoy a great family vacation with the conveniences of a modern home in this beautifully decorated gated house with private pool and patio, carport, 70" 4K Smart TV, high speed internet - 1,000 mbps, and fully equipped kitchen. Close to tropical activities and great restaurants. Relax, bond, and make new memories in the Florida Keys.

Gorgeous Moon Bay Condo Heated Pool Beach

NO AIRBNB FEES!! Spectacular Sunsets from this lovely condo on the 4th floor of Moon Bay; a beautifully kept, waterfront Keys community. There is endless fun in the sun for the entire family. You can catch some nice size fish right off the dock! This cozy condo is sure to become your favorite home away from home.

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

See our home on HGTV's "Vacation House for Free", (Rental Lisc#VACA-20-690) BRING YOUR BOAT TO OUR PRIVATE 60 FOOT DOCK WITH 30 AMP SHORE POWER OUTLET. We call our home "Bahama Breeze" because that's what you feel blowing in as you spend your vacation at this Oceanside single family home.