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 private room showcases a spacious bed dressed in crisp linens, complemented by two neatly rolled towels. A small wooden table with two chairs stands nearby. Natural light enters through a sheer curtain, creating a bright and inviting space.
Guesthouse in Miami
4.87 out of 5 average rating, 119 reviews

Private Studio by Airport Free Pkg

Private studio. Private bath. Private entrance. Nothing shared with anyone. Free parking 1 car inside gated property under shade. Peaceful safe neighborhood in the heart of Miami. 5 min to Airport. 10 to 15 min to Beaches and all desired tourist attractions, Little Havana, Dolphin Mall, Marlins & Heat stadiums, Wynwood, Adrienne Arsht Center, Ice-cream and Frost Museums, Trump National Golf. 2 min access to all major highways. You'll love it here! *Surgery recovery guests pre-approval required.

Guest favourite
A light-filled bedroom features a spacious bed with crisp white linens and a built-in headboard. French doors lead to an outdoor space, while a flat-screen TV is mounted on the wall. Soft gray curtains frame the windows, complementing the neutral decor.
Guesthouse in Miami
4.82 out of 5 average rating, 245 reviews

Kusikuy Private Guesthouse

This wonderful Cottage has a private entrance in the side, surrounded by a garden with a pond in a peaceful environment located in a quiet residential neighborhood. Centrally located at only 12 minutes to the airport, fast access to the main highways to get in 20-25min to South Beach (12miles), 15min to Dolphin Mall, 15min to Dadeland Mall and 25min to the redland farms in Homestead or the Everglades. A fridge with free beverages, Wi-fi, silent cold Ac split and a Smart TV are waiting for you!

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, 654 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 winding stone pathway meanders through a lush tropical garden, flanked by various green shrubs and palm-like plants. Sunlight filters through the trees, creating a serene natural environment that invites exploration.
Guesthouse in Miami
4.95 out of 5 average rating, 101 reviews

Historic Coconut Grove cottage in a native hammock

A charming, unique window into a Miami of yore, steps from the South Florida of the future. The home is within walking distance of Downtown Coconut Grove and the water’s edge of Biscayne Bay. A gated, secure parking lot makes it even more of a rarity. You’ll love the place because of the lush, tropical landscape (a restored, native, tropical hardwood hammock), the neighborhood, the history, the seclusion, and last but not least, the water. The cottage is good for couples and solo adventurers.

Superhost
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
4.85 out of 5 average rating, 478 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"

Guest favourite
A modern studio loft interior is displayed with a sleek spiral staircase leading to a mezzanine. A small table with two brown stools is situated near a potted plant, complementing the light wooden flooring and softly illuminated white walls.
Guesthouse in Miami
4.86 out of 5 average rating, 251 reviews

Cozy Loft at the Edge of Coconut Grove

Stay in a cozy, stylish studio loft—once a garage, now a modern retreat—perfectly located at the edge of Coconut Grove. You’re just a mile from Vizcaya Museum, Calle Ocho, CocoWalk, Brickell, Key Biscayne, and more. The loft features a comfy queen bed, kitchenette, smart TV, A/C, and fast Wi-Fi. High ceilings and sleek design give it a fresh, airy feel. Walk to Vizcaya Metrorail and CitiBike stations for easy access around the city. Ideal for solo travelers, couples, or business trips!

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, 208 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 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, 110 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 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
4.94 out of 5 average rating, 100 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.

Top Guest favourite
A private patio area features a jacuzzi surrounded by a wooden fence for privacy. Two lounge chairs are positioned nearby on a paver stone surface, creating an inviting space for relaxation and leisure.
Guesthouse in Miami
4.92 out of 5 average rating, 473 reviews

“Tropical Blue Studio | Private Jacuzzi & Patio”

⸻ “Our studio offers a private retreat with its own patio, jacuzzi, and hammock—perfect for relaxing. Conveniently located between Coral Way and Coral Gables, we’re close to top plastic surgery clinics, Coconut Grove, the University of Miami, Downtown, Brickell, Little Havana, and just 20 minutes from South Beach. You’ll enjoy a quiet, sparkling clean space—we personally handle the cleaning to exceed every guest’s expectations.”

Guest favourite
Guesthouse in Homestead
4.96 out of 5 average rating, 176 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.

Top Guest favourite
A clear blue pool is framed by a protective screen enclosure, creating a serene swimming environment. Lush greenery surrounds the pool area, and a guesthouse is visible in the background, featuring a simple facade with a centrally located door.
Guesthouse in Homestead
4.97 out of 5 average rating, 182 reviews

Charming Private Pool house for two.

Charming private back pool house on a fenced property in a quiet neighborhood close to US 1, the Turnpike, the Keys, Nascar and the Homestead Speedway, and the Everglades. You are 15-20 minutes from the Speedway, 20 minutes from the Everglades, and 30 minutes from Key Largo. For guests wishing to stay a month or more, I would require you to provide a copy of your photo ID.

Popular amenities for Monroe County guesthouses

Destinations to explore