Guesthouse holiday rentals in Monroe County

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Top-rated Guesthouses in Monroe County

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

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Guest favourite
The common area features a blue sectional sofa adorned with patterned cushions, paired with a wood dining table and chairs. A decorative wall shelf holds various items, while a mirror and wall art contribute to the space's modern country aesthetics. Natural light enters through the window with blinds.
Guesthouse in Homestead
4.85 out of 5 average rating, 125 reviews

Keys Porch Experience New and Beautiful Unit 1

Modern country decoration, separate bedroom, bathroom, fully equipped kitchen, common area with sofa bed, washer and dryer, patio with barbecue and seats for your enjoyment. Everything you need to feel at home! This convenient location is near to the beautiful Everglades and Biscayne National Parks ( The largest subtropical wilderness in the United Sates) and many great beaches and entertaining night life in the Florida Keys! Location is a perfect choice for those traveling to Miami or the Keys!

Top Guest favourite
The cottage features a cozy sleeping area with a queen bed adorned in light-colored linens. Exposed wooden beams enhance the ceiling's charm. A small dinette set for four is visible, along with a kitchenette in the background, showcasing modern appliances.
Guesthouse in South Miami
4.97 out of 5 average rating, 142 reviews

South Miami Cottage

Welcome to Casita Bella! We are excited to have you! Our charming cottage with kitchen is in the centrally located and beautiful City of South Miami. Our sweet neighborhood is just blocks from South Miami's city center, offering shops, restaurants, and nightlife, and about 1 mile from the South Miami Metrorail station, making it easy to explore Miami. After a fun day in the Magic City, come home to the privacy and comfort you deserve! Perfect for a relaxing getaway or exciting city adventures!

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.

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, 252 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, 210 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 spacious room features a king bed with light bedding and a comfortable queen sofa. Large glass doors provide a clear view of the pool and garden. Modern furniture includes a coffee table, a flat-screen TV, and vibrant accent chairs beside the window.
Guesthouse in Miami
4.93 out of 5 average rating, 115 reviews

Grove Casita Pool Paradise, 6min beach, Parking

Newly renovated cottage in a lush paradise, w/ pool & garden view. Located in the back of our property. Quiet, safe neighborhood, walk/bike to parks, train & Bay. Parking free in gated driveway. We live in the main house with 4 kids, 🐈, 🐓, 🐇 & wild peacocks. ⛵️Sailors welcome, I charter if interested, please enquire. Comfy King bed & Queen sofa. **🐕‍🦺If you’re bringing a pet, SELECT a 3rd/4th PERSON(to charge for an extra person/pet 30$/day). *NO PARTIES, OR EVENTS ALLOWED!

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, 382 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 vibrant exterior showcases a tropical setting with lush greenery surrounding the bright red house. A crystal-clear pool reflects the sky, and a decorative orange crocodile adds a playful touch to the garden area. The thatched roof hints at a relaxed atmosphere.
Guesthouse in Miami
4.85 out of 5 average rating, 562 reviews

Tropical Paradise in Miami Brickell

You will appreciate your private entrance and space that Casa Roja has to offer. It is a stylish studio with a tropical elegance. The large room has a nice sitting area with a queen bed, desk, nice closet, large shower, microwave, kurig coffee maker and mini fridge. Located in one of Miami's best neighborhoods. RIght off I95 a short walk to Brickell Village ,Key Biscayne beaches, and Calle Ocho. Close to metrorail & a short uber to SOBE. Tropical paradise...location, location!

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, 112 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, 102 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, 475 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, 178 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.

Popular amenities for Monroe County guesthouses

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