
Guesthouse vacation rentals in Monroe County
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Top-rated guesthouse rentals in Monroe County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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!

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.

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!

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.

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"

Casa Palma w/ Private Patio
Make your Miami stay peaceful and memorable at Casa Palma, a centrally located guesthouse minutes away from the best of Miami! Great restaurants, wine shop and a supermarket in walking distance. Free and very close-by Coral Way trolley line takes you to Coral Gables, Brickell, downtown and Port of Miami cruise hub. Close drives to Calle Ocho, Coconut Grove, Coral Gables & Brickell. Easy 15-20 minute drives to Miami International Airport, Wynwood, South Beach or lovely Key Biscayne beaches.

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.

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.

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)

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.

“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.”

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 guesthouse rentals
Family-friendly guest house rentals

Lovely and private studio centrally located.

#2️⃣ Queen Studio By Airport & Wynwood

6 yr SuperHost! Private Guesthouse w/parking

Beach Vibes Guest House

Guest House Costa Sur

Private Designer Casita in Coral Gables

Hideaway by the Lake

Grove Cottage
Guest house rentals with a patio

Modern Casita

Charming Stay in the Heart of Miami – Post-Op VIP

Private Studio by Airport Free Pkg

Suite close to Kendall Hospital and FIU

Big studio w/patio; 7 mins to Mia airport.

The teeny tiny house

NEW-Charming Miami Cottage

Ultimate Stay: Vacay or Shop Hub
Guest house rentals with a washer and dryer

2110 Brickell Avenue #3

Cozy Cane Cottage close to UM

Modern King Suite • Kitchen • Free Parking

♥ Rest & relax in the quiet heart of Miami ♥

Guesthome w/ Heated Pool 5 mins from Miami Airport

Charming Private Guesthouse Little Havana, Miami

South Miami Cottage

Private cottage in the Historical Heart of Miami.
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- The Turtle Hospital
- Coral Castle
- Calusa Beach & Loggerhead Beach
- History Of Diving Museum
- Sea Oats Beach
- Everglades Alligator Farm
- Conch Key
- Long Beach
- Theater of the Sea
- Schnebly Redland's Winery & Brewery
- Monkey Jungle
- Bahia Honda State Park
- Sunset Park
- Florida Keys Aquarium Encounters
- Key Largo Kampground And Marina
- Seven Mile Bridge
- Calusa Campground
- Dolphin Research Center
- Robbies Marina Of Islamorada
- Founder's Park
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