
Holiday rentals in Monroe County
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Top-rated holiday rentals in Monroe County
Guests agree: these stays are highly rated for location, cleanliness and more.

Island Sanctuary Islamorada
Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

Turtle-By-The-Sea: the Best Deal in KCB!
A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

Blue Diamond | 7 PPL| Pool | 5 mins NU Stadium|BBQ
Welcome to Blue Diamond Villa, a luxury home in Miami! - Pool - Top Location - 5 mins to Miami International Airport - 7 mins to NU Stadium - 10 mins to Coral Gables - 20 mins to Miami Beach - Stunning view from Master Bedroom - BBQ, TV & Outside furniture - 7 PPL (1 KING, 1 QUEEN BUNK BED & 1 TWIN) - Washer & Dryer - Kids friendly & Travel Crib - Private Patio - Dedicated Workspace - WIFI - Fully equipped kitchen - Free parking - Safe neighborhood - Self-check in - Hosts available 24/7

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

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.

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.

Biscayne Bay Studio: Resort Pool & Beach Access
Guest verdict: "A perfect apartment, super responsive hosts, 1000% clean, and amazing amenities and location. We might not ever stay in Miami Beach proper ever again!" This modern studio features a gorgeous view overlooking Downtown Miami & Biscayne Bay. Just steps from Bayfront Park and a 4-minute walk to Bayside Marketplace, its great location provides immediate access to attractions. Ideal for April travelers seeking convenience and a vibrant Miami experience.

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 .

3 Bedroom Home - Perfect Location & Private Pool
The historic William Skelton Home is ideally located on Eaton Street in Old Town Key West, steps from Duval Street and all major attractions. This rental listing includes the second and third floors of the home, which features three bedrooms, a private swimming pool, spacious living areas inside and outside, off-street parking, and a newly renovated chef's kitchen to prepare meals. The first story of the home will be left vacant when this listing is rented.

“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.

Tropical Retreat Miami 5BR w/Pool, BBQ & GameRoom
Perfect escape in paradise. This majestic 5-bedroom home combines luxury, comfort, and entertainment . Dive into a private, heated pool, relax in the spacious social areas, fully equipped with a pool table, and more. Accommodating large families or groups of friends, each room has been designed with style and comfort. Enjoy a modern kitchen, outdoor lounge areas, a barbecue grill, and details that will make you never want to leave.

Hunter 26 Sailboat
A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.
Popular amenities for Monroe County holiday rentals
Other great holiday rentals in Monroe County

Family Oasis: Pool, Spa, Sauna + Kids Play Area

Cozy Tiny Houseboat: Find Your Peace and Balance

Beach House in Marathon with Amazing Backyard!

Lake Of Dreams Miami House - The Perfect Place

3/2 Home with Pool & Bbq near Dadeland Mall

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Escape to Miami/Heather+Pool/9pl/BBQ/pool table.

Villa Castillo Oasis | Luxury Pool Home & BBQ.
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Calusa Campground
- Homestead-Miami Speedway
- Bahia Honda State Park
- Theater of the Sea
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Seven Mile Bridge
- The Turtle Hospital
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Monkey Jungle
- Dolphin Research Center
- Harry Harris Beach and Park
- Key Largo Kampground And Marina
- History Of Diving Museum
- Conch Key
- Founder's Park
- Homestead Bayfront Park
- Things to do Monroe County
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