Holiday houses 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.

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Top Guest favourite
The eco-friendly two-story River Queen vessel is anchored in a calm harbor, showcasing a modern design. The structure features large windows and a rooftop terrace, with a wind turbine on the left. The surrounding landscape includes lush greenery, complementing the serene water view.
Boat in Tavernier
4.92 out of 5 average rating, 396 reviews

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.

Top Guest favourite
Guesthouse in Miami
4.99 out of 5 average rating, 288 reviews

Guesthome w/ Heated Pool 5 mins from Miami Airport

This home is located just 5 minutes from the Miami Airport and is central to many attractions here in Miami. Take a walk down Calle Ocho, swim at Miami Beach, enjoy a game at Marlins baseball stadium or American Airlines Arena (home to the Miami Heat), and dine at one of the many popular restaurants such as Versailles. These are all within 15 minutes of this private comfortable home. Come enjoy a location that provides a rich experience into the vibrant hispanic culture that Miami radiates.

Top Guest favourite
A spacious backyard is showcased, featuring a clean saltwater pool surrounded by lounge chairs and tropical landscaping. A covered patio area is visible, with a stone countertop and decorative plants. The bright blue sky complements the serene outdoor setting.
Home in Miami
5 out of 5 average rating, 439 reviews

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

Top Guest favourite
A sunset view is captured from a covered outdoor seating area, showcasing a tranquil waterway. Silhouettes of kayaks and a table are visible, while the setting sun creates a warm glow across the horizon. Natural textures are evident in the thatched roof above.
Tiny home in Key Largo
4.97 out of 5 average rating, 201 reviews

Oasis2 in Key Largo With a million dollar view

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.

Guest favourite
A solar and wind powered houseboat is moored on calm waters, featuring bright yellow shutters and a roof deck. Wind turbines and an American flag adorn the top, contrasting with the soothing blue sky and fluffy clouds in the background.
Boat in Islamorada
4.93 out of 5 average rating, 380 reviews

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.

Top Guest favourite
The outdoor area features vibrant green synthetic grass and a large shade tree. A playground set with swings is visible alongside a colorful slide. A chess set on the lawn adds a playful touch, while various seating options are arranged nearby in a spacious backyard.
Home in Miami
4.96 out of 5 average rating, 163 reviews

Tropical Getaway | Hot Tub | King| 10 mins Airport

⭐️Relax in a vibrant city with full access to top attractions, dining, nightlife and unforgettable adventures. Self check in (SMART LOCK)🔐 DEDICATED WORKSPACE 💻 EV 2 CHARGER 🚗🔌 HOT TUB🛁 BLUETOOTH SPEAKER🎵 BLACKOUT CURTAINS🌅 Bluetooth Victrola 🎼 Smart TVs in every room📺 Backyard 🏡 Piano 🎹 Fast WIFI📶 KARAOKE 🎤 Fully equipped kitchen🍽️ Pool Table and Games🎱 FREE AMPLE parking🅿️ BBQ / Outside dining table😋 FREE Washer & Dryer👚 Kids👶/Pets 🐶 Friendly

Guest favourite
Apartment in Miami
4.96 out of 5 average rating, 101 reviews

Lux apartment in Miami downtown

The best location in Miami Downtown, with a unique view of the bay and the City. Spacious and with high quality details The apartment has large spaces, a living room with a large sofá, a queen bed. It also has smart tv and internet, and coffee in capsules, tea, some bottles of water and other quality details are also offered. Guest access grill and entertainment area pool, online meetings and work sector, different offices and of course a full equipped gym.

Guest favourite
A modern exterior of the house showcases a private pool with a surrounding patio featuring loungers. Tall, elegant arches and windows allow for ample natural light, while tropical leaves in the foreground add a vibrant touch to the inviting outdoor space.
Home in Miami
4.99 out of 5 average rating, 115 reviews

Eva | 12 ppl HOT Pool |Top Location | Piano | Golf

Renovated family home with 5 bedrooms and 4 full bathrooms. Heated pool year-round, mini golf, BBQ area and swing. Modern design with piano and Smart TVs. Parking for 5 cars. Prime location near airport, beaches and nightlife. Sleeps up to 16: 1 king, 2 queen, 2 full, 2 twin and 2 sofa beds (full & queen). Please confirm total guests. Add pets to reservation. Notify us if traveling with children for pool fence.

Top Guest favourite
A sailboat is anchored in calm waters during sunset, with vibrant orange and purple hues reflected on the surface. The silhouette of the boat, featuring a tall mast and a shaded cockpit area, contrasts against the colorful sky. Nearby boats are visible in the distance.
Boat in Miami
4.99 out of 5 average rating, 886 reviews

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.

Top Guest favourite
A spacious outdoor tiki living area features a thatched-roof gazebo overlooking the ocean. Two kayaks rest on the dock, with a fishing rod and tackle box nearby. The scene captures a serene sunset, reflecting light across the water and creating a tranquil ambiance.
Cottage in Key Largo
4.97 out of 5 average rating, 140 reviews

Oceanfront Getaway | Kayaks, BBQ & Stunning View!

Imagine yourself "Paradise Living" at this completely remodeled modern Oceanfront Tiki Stay! Enjoy the beautiful Florida Keys in the relaxing community of Manatee Bay! This oceanfront tiny home feels just like your home away from home. Located right at the entrance of Monroe County, this hidden gem is just off Mile Marker 112 in Key Largo, FL. Booking relaxation is just a click away!

Superhost
The houseboat is anchored in the Cow Key Channel, featuring a sunlit exterior with a white finish. A deck extends from the entrance, complemented by a hammock and kayaks nearby. Clear blue skies and calm waters create a peaceful setting.
Houseboat in Key West
4.92 out of 5 average rating, 226 reviews

Beautiful Houseboat in Key West

Enjoy a unique and peaceful stay on our cozy houseboat in Key West. Perfect for couples or small families who want a relaxing water experience close to town. Comfortable sleeping area, deck space, and beautiful sunset views. Check-in is by appointment with personal captain meet-and-greet and boat transfer from the marina. A memorable island stay surrounded by nature and ocean air.

Top Guest favourite
Apartment in Miami
4.91 out of 5 average rating, 280 reviews

Early Bird Deal:Miami Studio w/Marriot Club Access

Welcome to your NEW studio at The Elser — a modern, resort-style tower in the heart of Downtown Miami. Stay steps from Kaseya Center, Bayside, Bayfront Park, and the waterfront. Enjoy the energy of the city outside and a calm, private space inside. ✨ 11+ years hosting · 10K+ 5-star reviews · 50K+ guests — we focus on clean spaces, smooth check-ins, and stays that simply work.

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