
Guesthouse holiday rentals in Monroe County
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Top-rated Guesthouses in Monroe County
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Luxury Retreat | Near the Florida Keys
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)
ValueLocationBathroom

The Farm Keys experience New and adorable Unit 2
Kick back and relax in this stylish space. Modern country decoration, separate bedroom, bathroom, fully equipped kitchen, common area with sofa bed, washer and dryer, patio, barbecue and seats for your enjoy. Everything you need to feel at home!This convenient location is near to the Bay Side Parks, Everglades Park (The largest subtropical wilderness in the United States) many great beaches and entertaining night life in the Florida Keys!! Perfect choice for those traveling to Miami or the Keys!
FamilyValueBathroom

Cozy private guest studio
Welcome! This is a private guesthouse located in a quiet neighborhood. Accommodations are with a private entrance and parking space to make you feel at home. We are located near a major expressway. We have a pool; The POOL is a SWIM AT YOUR OWN RISK. It is shared with Owner. Enjoy a smoke free cottage. Ashtrays are provided outside for those guest that do smoke. We provide a queen size bed and a couch/bed. This space is perfect and comfortable for two guest.Please NO children and NO animals.
ValueFamilyOutdoor spaces

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.
FamilyLocationHospitality

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.
LocationValuePets

Modern, Cozy & Quiet•10 min from 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 🌳 Private patio, morning coffee in the Miami sun 🛏️ 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 🧼 Spotless. Every stay. No exceptions.
LocationValueAmenities

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.
LocationFamilyAmenities

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!
ValueLocationBeach

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.
ValueFamilyIndoor spaces

Guest House Costa Sur
Kick back and relax in this calm, stylish space. You can enjoy different attractions such as Everglades Alligator Farm, Homestead Bayfront Park, Castillo Coral, Historic Town Hall Of Homestead, Southern Glades Wildlife and Environmental Area, an excellent variety of restaurants, supermarkets, and pharmacies. You can also enjoy the Florida Key Outlet, EVO Entertainment Homestead + IMAX® (Formerly ShowBiz Cinemas), Speedway. We look forward to seeing you.
FamilyLocationLong stay

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 "
LocationValueWalkability

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.
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Popular amenities for Monroe County guesthouses
Family-Friendly guesthouses

A-Charming Cottage Great Location in Little Havana
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Modern Casita w/ Pool Near Everglades & Keys
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Enchanting Cozy Studio Central Miami Location
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Big studio w/patio; 7 mins to Mia airport.
ValueLocationQuiet

Charming Private Pool house for two.
LocationFamilyCondition

Private Studio/Bath Free Parking by Airport
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Little Gables Studio B
LocationFamilyAir conditioning

Stylish Studio Retreat – Private Entry + Parking.
ValueLocationAir conditioning
Guesthouses with a patio

Cosy Guesthouse Central Located
ValueFamilyHospitality

Casa Palma Guesthouse with Private Patio & Garden
FamilyValueSleep quality

Peaceful Miami Escape | Free Parking
FamilyValueOutdoor spaces

The Palms Residence
LocationFamilyHeating

Cutler Bay Guest House
ValueFamilyWalkability

Charming Stay in the Heart of Miami – Post-Op VIP
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Ebenezer Private Suite/Free Parking/Cama king Size
LocationValueGetting around

Private Guest House in Horse Ranch Haven in Miami
LocationFamilyTV
Guest house rentals with a washing machine and dryer

Vizcaya Guest House
ValueFamilyIndoor spaces

Private cottage in the Historical Heart of Miami.
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South Miami Cottage
ValueLocationShared spaces

Apt. in 1927 Mediterranean Villa Coral Gables
LocationFamilyNearby

Historic Coconut Grove cottage in a native hammock
ValueFamilyAccess

Adorable one bedroom guest house with a pool
ValueLocationLong stay

Casita Cafe
FamilyValueDecor

Modern King Suite • Kitchen • Free Parking
ValueLocationLong stay
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Theater of the Sea
- Ernest F. Coe Visitor Center
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Monkey Jungle
- Founder's Park
- History Of Diving Museum
- Homestead Bayfront Park
- Calusa Campground
- Everglades Safari Park
- Conch Key
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