
Holiday houses in Monroe County
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Top-rated holiday rentals in Monroe County
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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.

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.

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

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.

Azure Villa | 11 PPL| Pool |EV Charger | Mini Golf
Welcome to Azure Villa, a luxury home in Miami! -Infinite Pool -Game Room with Pool Table & Foosball -Mini Golf & Basket Games Outdoor -BBQ, Fire Pit & Outside furniture -11 PPL (1 KING, 1 QUEEN, 1 Full Bunk Bed & 1 Sofa Bed) -Private Patio & Terrace -WIFI -Fully equipped kitchen -Free parking -Safe neighborhood -Best area of Kendall, Miami -Washer & Dryer -Kids friendly & Travel Crib -Self-check in -Hosts available 24/7 Text us any questions! We would love to host you!

Lakefront Lux Home • Pool_Spa_BBQ, Games & Fun
Lake/Heated Pool/Jacuzzi/Play Ground/Mini Golf/Ping Pong table/Hammock/BBQ area/Basketball hoop/Volleyball/Badminton/Kayak/Fire Pit/Arcade Game/Pool Table/Foosball Welcome to Your Dream Getaway! Experience the perfect blend of modern luxury and natural beauty at our newly renovated lakeside retreat. With a spectacular design that exudes comfort and style Book now and make unforgettable memories in a home that's as inviting as it is beautiful.

b watervibe
Enjoy the sounds of nature when you stay in this unique place. It's something different to enjoy with your partner of a romantic and fun moment and thus relax and forget about the everyday life. You can enjoy fishing, kayaking, adventure, and other local activities. A great camping experience for guests who like something fun and different. Try it and you'll tell me. It offers a space for 2 people

Tiki Suites ~ Original Tiki ~ Floating Bungalows
Stay on the water in this one-of-a-kind Tiki Suite in Key West. This private floating bungalow blends boat life with comfort, featuring a custom bed, panoramic views, and direct access to the ocean. Swim, paddle, or relax in a hammock surrounded by nature. A peaceful, off-grid glamping experience you won’t find anywhere else. Accessible by boat only.

Wake Up On The Water | Luxury Marina | Key West
Wake up to the rhythm of the water and experience Key West from a completely different perspective. Stay aboard a 45-ft sailing yacht at the Perry Hotel & Marina. Enjoy 2 pools, gym, fine dining, and a free shuttle to Old Town. Ideal for couples or close knit groups: intimate, memorable, and all part of the yacht lifestyle.

Modern Downtown Studio | Walk to Kaseya Center
"Perfect location with lovely people." This studio residence offers a seamless stay in Downtown Miami. You are just a 2-minute walk from Bayfront Park and a 3-minute walk to Kaseya Center. Our apartment is built for solo travelers seeking a peaceful, functional base for short stays or temporary housing.

Beach House in Marathon with Amazing Backyard!
Dive into paradise where relaxation meets fun. Soak in the hot tub, take a refreshing dip in the pool, or enjoy drinks at the outdoor bar with TV, perfect for game nights or movie marathons under the stars. Rinse off in the outdoor shower after a day in the sun, and let your tropical getaway begin.
Popular amenities for Monroe County holiday rentals
Other great holiday rentals in Monroe County

Lakefront pool house, jacuzzi Beachfront

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

Villa Gaviota

Beach House, Private Pool, Dock, Gulf View Sunsets

Relax at Miami 2BR Condo with Pool & Garden View

Lake Of Dreams Miami House - The Perfect Place

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Cozy Tiny Houseboat: Find Your Peace and Balance
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Schnebly Redland's Winery & Brewery
- Calusa Campground
- Coral Castle
- Homestead-Miami Speedway
- Bahia Honda State Park
- Robbies Marina Of Islamorada
- Theater of the Sea
- Seven Mile Bridge
- Everglades Alligator Farm
- Ernest F. Coe Visitor Center
- Key Largo Kampground And Marina
- Monkey Jungle
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- History Of Diving Museum
- Conch Key
- Homestead Bayfront Park
- Everglades Safari Park
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