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Guesthouse holiday rentals in Monroe County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Monroe County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite
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
4.97 out of 5 average rating, 154 reviews

Luxury Retreat | Near the Florida Keys

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, Florida Keys Outlet Mall, Homestead Miami Speedway, AMR Homestead Miami Motorplex, Robert is Here Fruit Stand & Farm, The Everglades, Fasulo Parkand so much more. Equipped with all the essential to make your stay comfortable. Everglades (5 min ) Key Largo (30 min) Miami (20 min) Hospital ( 10 min)

Top Guest favourite
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, 690 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.

Guest favourite
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
4.98 out of 5 average rating, 301 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 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
4.95 out of 5 average rating, 163 reviews

Modern & Cozy Hidden Gem•10 min MIA•Free Parking

Welcome to your Miami Escape Guesthouse, your easy, restful stay just minutes from MIA🌴 Why book with us? 🔐 Private entrance, smart-lock self check-in 24/7 ✈️ 10 min from Miami International Airport 🅿️ Free parking — driveway + gated 🛏️ Sleeps 3 (queen bed + full sofa bed) ❄️ Two split A/C units 🚿 Modern bath with rain shower 🍳 Fully stocked kitchen 📺 Smart TV with streaming · 🛜 fast Wi-Fi 🌳 Private patio — morning coffee in the Miami sun 🧼 Spotless. Every stay. No exceptions.

Guest favourite
Guesthouse in Homestead
4.95 out of 5 average rating, 101 reviews

Modern Casita w/ Pool Near Everglades & Keys

✨ALL-INCLUSIVE PRICE! Rate includes cleaning & Airbnb fees—no hidden charges. Relax with the whole family at this peaceful, private Modern Casita guest house. Near Everglades National Park & Gateway to the Florida Keys. In the city of Homestead. The Modern Casita features an open-concept studio layout with two queen beds, a living area, kitchenette, and a private full bathroom, plus access to the pool and hot tub. (Pool not heated. Hot tub heating available for an additional daily fee.)

Top Guest favourite
A cozy living area includes a comfortable sofa and a small coffee table, with a television mounted on a white unit. A dining table with a marble top is positioned nearby. A doorway leads to the bedroom, while natural light filters through the windows.
Guesthouse in Miami
4.98 out of 5 average rating, 230 reviews

Casanessa - a private cottage among the gardens

103 years old with a fresh new look! Come we just revamped our gardens! Relax in this spacious, recently renovated one bedroom cottage detached from the main house with its own living room & kitchen. Surround yourself with peaceful greenery & gardens while being steps away from the heart of Calle Ocho's art galleries & restaurants. Local bakery, grocery store, & laundromat are around the corner at your convenience. We offer coffee, tea , 2 water bottles, snacks & free street parking.

Top Guest favourite
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, 404 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 favourite
A serene sleeping area features a spacious bed with soft white linens and decorative pillows. Modern light fixtures provide gentle illumination. A framed abstract art piece hangs above the headboard, complemented by small lamps on both sides. A plant adds a touch of greenery to the space.
Guesthouse in Florida City
4.79 out of 5 average rating, 107 reviews

private Cozy studio close to the keys

NO CLEANING FEES, AVAILABLE 24/7. Beautiful studio apartment with separate entrance. It is the ideal accommodation and has everything you need for your stay in the Florida Keys. It has a bedroom, workspace, closet, sofa bed, ideal for 3 people, one parking space, air conditioning. It is located less than 30 minutes from the Keys. It is a central location to enjoy the activities that South Florida has to offer. Pets and smoking are not allowed on the property.

Top Guest favourite
Guesthouse in Homestead
4.97 out of 5 average rating, 109 reviews

Guest House Costa Sur

Relájate en este espacio tan tranquilo y elegante . Podrás disfrutar de diferentes atracciones como Everglades Alligator Farm , Homestead Bayfront Park , Castillo Coral , Historic Town Hall Of Homestead , Southern Glades Wildlife and Environmental Area ,Excelente variedad de Restaurantes, Supermercados y Farmacias . También puede disfrutar del Florida key Outlet , EVO Entertainment Homestead + IMAX® (Formerly ShowBiz Cinemas) , Speed way , Les esperamos .

Guest favourite
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, 508 reviews

Romantic Bayside Guesthouse peaceful 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. *Guesthouse on bayside not Bayfront ! Same property private from the residence! "No pets inside the Guesthouse "

Top Guest favourite
Guesthouse in Miami
4.94 out of 5 average rating, 393 reviews

Luxe studio w/small patio; 7 mins to Mia airport

Luxe Studio is close to Miami International Airport, Brickell, Downtown Miami, Wynwood Art District, coral Gables, Coconut Grove, and Miami Beach. You’ll love my place because of the ambiance, the outdoor private terrace, the quiet neighborhood, the light, and the comfy bed. My place is good for couples, solo adventurers, and business travelers. Will gladly provide recommendations for restaurants, things to do, and events happening in the area.

Guest favourite
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
4.9 out of 5 average rating, 296 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.

Popular amenities for Monroe County guesthouses

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