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, 153 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, 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)

Superhost
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
4.8 out of 5 average rating, 147 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
Guesthouse in Miami
4.92 out of 5 average rating, 267 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 favourite
A cozy bedroom features a queen-size bed with fresh linens and decorative pillows. Natural light enters through a window adorned with light curtains. Wooden flooring complements the space, which includes bedside tables and lamps for additional lighting.
Guesthouse in Miami
4.97 out of 5 average rating, 258 reviews

Cosy Guesthouse Central Located

Welcome to our centrally located Miami guesthouse! This cozy retreat is perfect for solo travelers or couples. Complete renovated with free private gated parking, your own entrance and outdoor patio to enjoy a comfortable stay with modern amenities and easy access to the city's top attractions. Just minutes away from Miami Airport, Downtown, Coral Gables and the Beaches. Convenient located to explore nearby restaurants, shops, and nightlife. Book your stay now for a memorable Miami experience!

Guest favourite
A private patio area features a white jacuzzi surrounded by lush greenery, offering a tranquil setting. A set of comfortable wicker chairs is positioned nearby on the brick-paved surface, inviting relaxation in a peaceful outdoor environment.
Guesthouse in Miami
4.95 out of 5 average rating, 459 reviews

“Romantic Cottage w/Jacuzzi, Patio & Parking”

“Romantic Cottage in Prime Location” Escape to this charming and private Romantic Cottage, ideal for a couple’s getaway. Unwind in your own private jacuzzi, relax on a beautiful secluded patio, and enjoy the convenience of free private parking. Perfectly located between Coral Way and Coral Gables, you’re just minutes Miami International Airport, the University of Miami, Downtown Miami, and only 20 minutes from South Beach. Enjoy complete privacy, comfort, and cleanliness in a well-maintained .

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, 300 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, 159 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.

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, 403 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.

Superhost
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, 104 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.

Guest favourite
Guesthouse in Homestead
4.97 out of 5 average rating, 107 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, 507 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 "

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
4.89 out of 5 average rating, 295 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

Destinations to explore