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.

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Guest favourite

Guesthouse in Miami

4.96 out of 5 average rating, 168 reviews

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.

10 – 17 Sept

$1,289 AUD total

Guest favourite

Guesthouse in Miami

4.85 out of 5 average rating, 451 reviews

Tropical Elegence 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, sofa 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!

18 – 25 Sept

$1,687 AUD total

Guest favourite

Guesthouse in Miami

4.92 out of 5 average rating, 462 reviews

Little Gables Studio B

Private studio located in the heart of Miami. Outdoor space is communal with free street parking. 2 minute WALK to Magic City Casino, 5 minutes away from Miami international airport, 5 minutes from restaurants and nightlife in Coral Gables & calle ocho, 10 minutes from downtown Miami, bayside, etc. Perfect for anyone with long layover at Miami Int Airport, or awaiting a cruise departure from port of Miami (Port of Miami is 10 minutes away). FREE wifi & cable included during your stay.

28 July – 4 Aug

$1,055 AUD total

Guest favourite

Guesthouse in Miami

5.0 out of 5 average rating, 132 reviews

Casanessa - a private cottage among the gardens

102 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.

16 – 23 Jan

$1,316 AUD total

Guest favourite

Guesthouse in Homestead

5.0 out of 5 average rating, 111 reviews

Guest house with pool and private hot tub

Beautiful modern new build, in a very tranquil setting and neighborhood. The guest house -bungalow has its own private parking and entrance as well as its own fenced in backyard. A large terrace for your outdoor enjoyment with gas BBQ. outdoor furniture HOT TUB and fire pit. The guest house has also access to a 40 ft. long pool. Fast WiFi also a PS4 game console. 2 blocks from a park where you can play basketball, soccer, skateboarding, kids water park, as well as gym equipment.

23 – 30 Aug

$2,614 AUD total

Guest favourite

Guesthouse in South Miami

4.97 out of 5 average rating, 312 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.

20 – 27 July

$1,926 AUD total

Guest favourite

Guesthouse in Key West

4.93 out of 5 average rating, 528 reviews

Old Town - Room Opens to Pool and Garden

Located in the heart of Old Town, we are three blocks from Duval Street, a 10-minute walk to Higgs Beach, and around the corner from the best, least-expensive meal in town--El Siboney Cuban Restaurant. We suggest bicycling around Key West. Rentals from We-Cycle Bike Shop can be delivered to our door. Two blocks away, The Duval Loop offers free air-conditioned bus service 7 a.m. until midnight. We also offer a link with recommendations for excursions, tours, & restaurants.

22 – 29 June

$3,906 AUD total

Guest favourite

Guesthouse in Key Largo

4.87 out of 5 average rating, 378 reviews

Guesthouse Tropical Paradise Beach sunset fishing

The Guesthouse/Cabin romantic *sunsets beach, docks and fishing pier, on a peaceful lush gardens with private parking enjoy and relax, surrounded by nature wildlife at its best birds, iguanas, manatees, dolphin’s, eagles only a short walk to the beach from the guesthouse fishing pier, boats cruising by, relax enjoying sipping cocktail. FYI a guesthouse is part as on a state, small separate dwelling on the grounds of a larger one, used for accommodating guests.

7 – 14 July

$2,629 AUD total

Guest favourite

Guesthouse in Coral Gables

4.96 out of 5 average rating, 262 reviews

Cozy Cottage in quiet neighborhood.

Refurbished, SMALL DETACHED STUDIO (no kitchen, and sitting area is outside) with King sized bed, Wifi, microwave, kettle, French Press, small TV with premium channels, mini fridge, and private shower. Our peaceful backyard sanctuary is perfect for relaxing with a glass of wine (complimentary bottle upon arrival!) music,and/or a book. 2 miles to Miracle Mile restaurants / 12 miles to South Beach (20 - 30 mins.)/ Wynwood / Little Havana (3 miles).

12 – 19 Aug

$1,156 AUD total

Guest favourite

Guesthouse in Miami

4.94 out of 5 average rating, 267 reviews

Luxe studio w/small patio; 7 mins to Mia airport

Luxe Studio is close to Miami International Airport, Brickell, Downtown Miami, Wynwood Art District, coral Gables, Coconut Grove, and Miami Beach. You’ll love my place because of the ambiance, the outdoor private terrace, the quiet neighborhood, the light, and the comfy bed. My place is good for couples, solo adventurers, and business travelers. Will gladly provide recommendations for restaurants, things to do, and events happening in the area.

14 – 21 Sept

$1,109 AUD total

Guest favourite

Guesthouse in Key Largo

4.91 out of 5 average rating, 192 reviews

Oceanside, 1 bedroom, Bungalow in Key Largo

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.

28 July – 4 Aug

$2,421 AUD total

Guest favourite

Guesthouse in Miami

4.97 out of 5 average rating, 124 reviews

Adorable 1/bed guesthouse w/priv. patio & hottube

Peaceful and centrally-located place, very safe area to walk down to downtown coconut grove. Farmers market on Saturdays. Easy access to public transportation. Many restaurants, shopping areas and supermarkets around. Minutes away from Coral Gables, downtown Miami, MIA, Charlotte Jane Memorial Park, BaySide Market Place, Aquarium, Vizcaya Museum & Gardens, Botanical Garden, Brickell City center, Wynwood and beaches.

3 – 10 Sept

$1,798 AUD total