
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.

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!

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!

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.

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!

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.

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!

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.

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!

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 guesthouses
Family-Friendly guesthouses

6 yr SuperHost! Private Guesthouse w/parking

The Pink Dolphin House.

Oasis in Coconut Grove!

Vizcaya Guest House

Guest House Costa Sur

Private Designer Casita in Coral Gables

Casa Verde studio in the heart of little Havana!

Goldfinch Guest House
Guesthouses with a patio

Modern Casita

Private Studio by Airport Free Pkg

Calle8 | Brickell | Wynwood|Coral Gables |Airport

Suite close to Kendall Hospital and FIU

Cosy Guesthouse Central Located

Casa Palma w/ Private Patio

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

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

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

2110 Brickell Avenue #3

Coral Rock Village Cottage #5 -One Bedroom Cottage

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
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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
- Monkey Jungle
- Schnebly Redland's Winery & Brewery
- 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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