Vacation rentals in Monroe County

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Top-rated vacation rentals in Monroe County

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Guest favorite

A vibrant scene of numerous boats anchored in clear turquoise waters. The sunlit surface reflects shades of blue, creating a serene atmosphere over the inviting sea. The sandy shoreline is visible in the background, contributing to the natural beauty of the location.

Guest suite in Homestead

4.9 out of 5 average rating, 411 reviews

Honeymoon Suite~full kitchen & free parking

🌴Come and relax in our clean and cozy private guest suite, nested within a beautiful and safe gated community. Located just north of Key Largo, near Everglades National Park and Biscayne National Park. Whether you plan on exploring the fun city of Miami or enjoy the gorgeous Florida Keys, you will be in a great central location! Our guest suite has a luxurious and comfortable bed, high end amenities and a Smart TV. Everything you need to unwind, relax and recharge after a fun day of exploring! 😴

Top guest favorite

Tiny home in Cutler Bay

4.97 out of 5 average rating, 233 reviews

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

Guest favorite

Farm stay in Homestead

4.95 out of 5 average rating, 228 reviews

Beautiful getaway in the heart of the Redlands

Come and enjoy the tranquility of the agricultural Redlands, FL. located just minutes away from everything. Your relaxing oasis is located on a 5 acre tropical fruit farm, with over 10 different varieties of tropical and exotic fruit trees. During your stay you will be able to sample some of the exotic fruits that are in season such as longan, lychee, sugar apples, starfruit, watercoconuts, and avocados just to name a few . So come and Forget your worries in this spacious and serene space.

Top guest favorite

A wooden dock extends over calm waters, flanked by white pilings and gently swaying palm trees. The warm hues of twilight fill the sky, reflecting softly on the water's surface, creating a serene atmosphere perfect for evening relaxation.

Guest suite in Key Colony Beach

4.99 out of 5 average rating, 106 reviews

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!

Superhost

A modern houseboat is anchored on calm waters during sunset. The structure features large windows and a spacious front deck with a grill station. The warm glow of the setting sun illuminates the exterior, reflecting off the water, creating a serene atmosphere.

Boat in Marathon

4.79 out of 5 average rating, 265 reviews

Paradise awaits on this cozy houseboat!

Our vision is for you to kick back, relax, and find your home away from home! Wether you want to celebrate with your loved one or retreat by yourself this floating home offers comfortable space for 2 adults. Located near the 7 mile bridge in Marathon Florida on the Atlantic Ocean nestled in a quiet, reserved mangrove area. This spot is fantastic because you have unparalleled access to out of this world sunset/sunrise views. Kayak through the mangrove and explore the surrounding areas.

Top guest favorite

Home in Miami

5 out of 5 average rating, 328 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 favorite

The image features a distant houseboat silhouetted against a vibrant sunset, reflecting shades of orange and purple on the water's surface. The view is taken from a skiff, with gentle ripples seen in the foreground, creating a serene atmosphere.

Boat in Islamorada

4.93 out of 5 average rating, 346 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 favorite

Guest suite in Miami

4.98 out of 5 average rating, 202 reviews

Peaceful & Private Miami Getaway

Escape to tranquility at our lovely Miami space. Our private space offers a serene 1 bed / 1 bath haven. Immerse yourself in a peaceful retreat adorned with modern comfort. Our kitchen invites culinary adventures, while our cozy bedroom assures restful nights. Relax in the tastefully furnished living area, complete with a TV for entertainment & a dining table meant to share moments between all guests. With a great location close to city attractions, we have the space for you!

Guest favorite

Three colorful Adirondack chairs, yellow, turquoise, and green, are positioned on a sandy beach facing a calm blue ocean. A rocky shore and sparse greenery surround the seating area, while fluffy white clouds drift in a bright sky, enhancing the serene water view.

Villa in Marathon

4.91 out of 5 average rating, 309 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Guest favorite

Guesthouse in Florida City

4.99 out of 5 average rating, 67 reviews

Luxury Loft

Kick back and relax in this calm, stylish space. A private suite with your own entrance, your personal parking space and no shared space with others! Safe neighborhood close to the Florida Keys, Outlet mall, Miami, the Everglades and so much more. Equipped with all the essential to make your stay comfortable. Just 3 minutes away from Walmart, 25 minute drive to the Keys & 27 to Miami! Nearby Everglades (5 min ) Key Largo (30 min) Miami (20 min) Hospital ( 10 min)

Top guest favorite

A well-appointed bedroom features a spacious bed dressed in crisp white linens, complemented by a light green throw. Large windows provide views of the marina and ocean, while a Samsung 4K Smart TV is mounted on the wall. A dresser and a small seating area are also present.

Guest suite in Miami

4.96 out of 5 average rating, 109 reviews

Double King Room, Balcony Sea View, FREE Park/Pool

-Beautiful lateral views of the marina and the ocean (1 min. walk). -Really FAST internet, Samsung 4K Smart TV. -Convenience fridge -Washer and dryer in-unit -Free bottled water*, a bottle of wine+, towels, linens, laundry soap*. -Personal amenities: conditioner*, shampoo*, shower gel*, hand soap*. -Pool, hot tub, gym, 2 squash courts. -24-hour security and front desk at your service. -FREE Self-Parking included *(initial supplies) ALL THE ABOVE, FREE

Guest favorite

Barn in Homestead

4.88 out of 5 average rating, 180 reviews

Glamping Farmstyle - on a beautiful 5 acre farm!

When you come and stay with us, it’s a deeply immersive experience with our horses and chickens. Often you will find them in your front door or window. There is something profoundly impactful about being around horses and sharing close-quarters with them. You are in their energy field, receiving all that they have to offer. Without even realizing it, your energies are being grounded and regulated through their presence.