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Guesthouse vacation rentals in Monroe County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Monroe County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite
A modern living area is featured, showcasing a blue sectional sofa adorned with decorative pillows. A wooden coffee table is centered on a patterned rug. Wall art and decorative shelves add character, complemented by a dining area with a textured tablecloth and various plants strategically placed.
Guesthouse in Homestead
4.85 out of 5 average rating, 144 reviews

The Farm Keys experience New and adorable Unit 2

Kick back and relax in this stylish space. Modern country decoration, separate bedroom, bathroom, fully equipped kitchen, common area with sofa bed, washer and dryer, patio, barbecue and seats for your enjoy. Everything you need to feel at home!This convenient location is near to the Bay Side Parks, Everglades Park (The largest subtropical wilderness in the United States) many great beaches and entertaining night life in the Florida Keys!! Perfect choice for those traveling to Miami or the Keys!

Top guest favorite
The exterior of a private guesthouse is showcased, surrounded by lush greenery and tropical plants. Screened windows provide a view of the outdoors while offering a sense of openness. The building is designed with a light-colored façade, blending harmoniously with the natural setting.
Guesthouse in Miami
4.98 out of 5 average rating, 219 reviews

Cozy private guest studio

Welcome! This is a private guesthouse located in a quiet neighborhood. Accommodations are with a private entrance and parking space to make you feel at home. We are located near a major expressway. We have a pool; The POOL is a SWIM AT YOUR OWN RISK. It is shared with Owner. Enjoy a smoke free cottage. Ashtrays are provided outside for those guest that do smoke. We provide a queen size bed and a couch/bed. This space is perfect and comfortable for two guest.Please NO children and NO animals.

Top guest favorite
A cozy studio space features a comfortable queen bed with a twin trundle underneath. A rustic wooden dining table is positioned nearby, complemented by black metal chairs. Large windows invite natural light and offer views of a lush outdoor area, framed by green drapes.
Guesthouse in Miami
4.94 out of 5 average rating, 681 reviews

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

The Atelier is a charming cottage inspired by an artist'studio. It’s a private, peaceful space— small yet fully equipped for solo travelers or couples (4 guests can sleep, though snugly). It offers a queen bed with a twin trundle & a foldable cot in the closet. Step outside to a lovely frontyard with a comfy sofa under the avocado tree — perfect for relaxing. Plenty of free street parking. The location is right in the heart of Miami, between Little Havana & Brickell, close to all attractions.

Top guest favorite
Guesthouse in Miami
4.93 out of 5 average rating, 255 reviews

Chic Guest house w/pool, hot tub, grill, mini golf

Discover your own private oasis at this centrally located retreat. Enjoy a stylish stay just minutes from everything Miami has to offer. Exclusive Amenities: During your stay, the pool, spa-style hot tub, fun mini golf, and outdoor grilling area are yours alone to enjoy. No sharing, complete privacy. Perfect Location: Only 7 minutes from the major cruise ship terminals (Virgin, Carnival, Royal Caribbean, Norwegian, and more). Easy Access: Just 10-15 minutes from Miami International Airport.

Guest favorite
A charming cabin is nestled among lush greenery, featuring a cozy porch with comfortable seating. The pathway is lined with vibrant tropical plants and palms, creating a serene and inviting entrance. Sunlight filters through the canopy, illuminating the peaceful surroundings.
Guesthouse in Key Largo
4.86 out of 5 average rating, 503 reviews

Romantic cozy peaceful Guesthouse beach Sunsets.

Private Romantic Bayside Cabin/Guesthouse, peaceful settings, lovely sunsets, beach, fishing pier, lush gardens surrounded by nature and wildlife, birds, iguanas, manatees, dolphin’s, eagles, the beach is just a short walk away from the Guesthouse enjoying a cocktail, fishing, boats cruising by, kayaking, snorkeling or an amazing sunset. *This Guesthouse is on bayside not Bayfront ! Same property but private from the residence! "No pets, Airbnb-granted pets Exemption cus allergies reasons"

Top guest favorite
A heated pool is surrounded by palm trees, offering a refreshing oasis. Comfortable outdoor seating arrangements include chairs and loungers, alongside a sun umbrella. The patio area is designed for relaxation and leisure, with vibrant greenery adding to the tranquil atmosphere.
Guesthouse in Miami
4.99 out of 5 average rating, 289 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.

Guest favorite
Vibrant bougainvillea flowers in shades of pink and deep red create a lush display against the greenery. The dense foliage adds a natural texture, while drops of water may suggest recent rainfall, enhancing the overall freshness of the scene.
Guesthouse in Key Largo
4.92 out of 5 average rating, 222 reviews

Seaside Bungalow

Very private entire Cottage brand new walking distance to world famous Tiki Bar jet ski rentals kayaks Extremely private surrounded by exotic flowers and orchids.Less than 2 miles from Baker's Cay and close to the Key Largo and Islamorada wedding venues. We have a fully stocked home size kitchen. All the condiments coffee creamers sugar ketchup mustard etc. Giant stone shower with shampoos and conditioner and plenty of plush towels. Beach towels and chairs as well as 2 bicycles.

Top guest favorite
A peaceful outdoor seating area is situated on a wooden deck, featuring a small table with a potted plant. Two wrought iron chairs provide a comfortable spot to enjoy views of the tranquil lake and surrounding palm trees.
Guesthouse in South Miami
4.97 out of 5 average rating, 398 reviews

Sweet Dreams Lakeside Cottage near U of M Gables

Sweet Dreams Lakeside Cottage is a separate private guest house for complete living. Located on a beautiful lake in a quiet private upscale neighborhood near University of Miami, Coral Gables and downtown South Miami. The private back yard on the lake is like a mini Resort, tranquil, relaxing and romantic, complete with Tiki Hut and a Hammock for 2 and the High Speed WiFi works outside also. Conveniently located near a Metro Station, Shopping, Beaches, Restaurants and attractions.

Guest favorite
A modern two-story residence is shown, featuring a neutral façade of light and dark materials. Large windows are visible on the upper level, and a sleek garage door is positioned on the right. A minimalist landscape design includes young trees and a scooter parked on the driveway.
Guesthouse in Florida City
4.98 out of 5 average rating, 141 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)

Guest favorite
A cozy sleeping area features a spacious bed dressed in crisp white linens. Flanking the bed are two modern lamps that provide gentle lighting. Above the bed, two framed images of serene landscapes add a touch of visual interest, complemented by a shaded window allowing filtered light.
Guesthouse in Miami
4.94 out of 5 average rating, 141 reviews

10 min from MIA |FREE Parking & Quiet Neighborhood

Welcome to your perfect Miami escape! Touch down and relax in this cozy, modern guesthouse just 10 minutes from MIA airport. Ideal for solo travelers, couples, or small families; perfect for layovers, quick getaways, work trips, or exploring the city. Inside, enjoy a clean and modern space with a cozy bed, a sofa bed, full kitchen, fast Wi-Fi, smart TV and free parking. Close to downtown, beaches and restaurants, this spot is your getaway to the best of Miami.

Guest favorite
A spacious living area features a large sectional sofa adorned with decorative cushions. Natural light filters through the plantation shutters on the windows, illuminating the warm wooden floor and white walls. A modern light fixture hangs from the ceiling, adding a sleek touch.
Guesthouse in Key Largo
4.89 out of 5 average rating, 289 reviews

SaltSpray Bungalow Oceanside, 1 bedroom

Canal front bungalow with beautiful views of the ocean. Private water front and pergola with steamer chairs and hammock. BBQ your fresh catch while lounging on the back porch, relaxing in the tropical landscape. One bedroom with Queen bed. Queen size pull-out couch in the living-room. Full kitchen boasting high-end appliances. One Car Parking by unit. Centrally located between shopping centers and destination activities.

Guest favorite
Guesthouse in Homestead
4.95 out of 5 average rating, 204 reviews

Villa Samsara - on a beautiful 5 acre farm

When you come and stay with us, it’s a deeply immersive experience with our horses. 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.

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