Guest house holiday rentals in Monroe County

Romantic Cabin/Guesthouse, beach Sunsets, fishing.

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"

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.

Charming Cuban Cottage/Private Yard/Free Parking

Over 100 5 ⭐️ reviews! Enjoy peace of mind when booking with 5 year Super Host. -No need to Uber, walk to restaurants, bars & shops -6 miles from MIA airport & Port of Miami -7.5 miles from South Beach -Free private parking -Free bicycles -Private yard -Queen bed & Daybed w/trundle -Pet friendly -Surgery recovery patients welcomed -Beach towels, bag, cooler & chairs -Accommodate early check in & late check out when possible -Can accommodate 3 comfortably, 4 will be very tight.

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.

♥ Rest & relax in the quiet heart of Miami ♥

Spacious, clean & quiet private 1 bedroom guest home. Centrally located in Miami w/ free parking. Walk to historic Calle Ocho, Coral Way, "Hop On/Off" tour buses & free Miami trollies. A short Uber to Downtown/Brickell, the Arena to catch a show, Miracle Mile, Coconut Grove, & Wynwood. 20 mins to South Beach & Key Biscayne. Perfect location to quietly relax and easily see all the vibrant life Miami has to offer. Don't wait to reserve as our calendar books up quickly.

Chic Guest house with pool, hot tub and bbq area

Enjoy a stylish experience at this centrally-located place. Close to everything miami has to offer Some answers to common questions below —— About 7 minutes from the cruise ship terminals (virgin, carnival, Royal Caribbean, Norwegian cruise lines etc About 10-15 minutes from Miami International Airport Yes the pool and backyard is private and you won’t be sharing with any other guests. You are the only guests when staying on my property.

Cozy 1-Bedroom Private Guesthouse

Guesthouse independent from main house. Safe and quiet neighborhood perfect for business travelers, couples, vacations etc. Centrally located in the town of Westchester. With many amazing restaurants and entertainment around the area. Samsung Smart TV with air satellite channels and Netflix, Disney+, Hulu capability. WiFi included. Basic Cooking utensils are provided. Shared Coin laundry available on premises.

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.

Cozy 2-Bedroom Apartment-free street parking

Centrally located and right in the heart of it all. 2 bedroom, 1 bathroom guesthouse located on second floor with its own free parking for one vehicle. Within walking distance to Miami’s historic Calle Ocho. Also a few blocks from Coral Gables, and a few miles from: Coconut Grove, Wynwood, Design District and South Beach. No post surgery guests allowed.