Bed and breakfast holiday rentals in Monroe County

Find and book unique bed & breakfast rentals on Airbnb

Top-rated bed and breakfast rentals in Monroe County

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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Home in Cutler Bay

4.82 out of 5 average rating, 217 reviews

Andy Resort Inc-Flash Sale

ANDY RESORT.inc is very good for couples, business travelers, tourist, family vacation... Upon arrival a representative will receive you to give you a pleasant welcome and a short tour of the installation. The installation has a majestic FULL PRIVATE POOL and fabulous waterfall In its extensive pool area also has beautiful bar, barbecue, firepit, a place to relax and feel disconnected from stress. Around the resort there are several shops, restaurants, attractions, cinemas, bakery, super market

6–13 Aug

$392 SGD per night

Guest favourite

Home in Miami

4.88 out of 5 average rating, 89 reviews

Wynwood large historical home w/ yard & parking

Enjoy peace of mind when booking with a 5 year Super Host! Bright & spacious 3 bedroom (4 beds & sofa bed) historical home in the heart of Miami. Comfortably accommodates up to 10 guests, large private yard, free off-street parking for up to four economy cars. Just minutes from South Beach. Walking distance to Downtown, Wynwood & Midtown. City bike rentals around the corner to explore local restaurants & bars. Family owned and operated. No fee early check in & late check out when possible.

26 May – 2 Jun

$541 SGD per night

Guest favourite

Room in Miami

4.96 out of 5 average rating, 340 reviews

Great location Little Havana large room free bfast

Spacious bedroom in a beautiful house centrally located in a historic district just off downtown & Brickell & comfortably fits 2. Enjoy the charming & romantic garden with dining tables. You have access to the dining and living room as well as an uber cool porch. Close to South Beach, downtown, Wynwood, Design District, Little Havana ,the Arts District & great restaurants on the river. Healthy breakfast of granola, fruit, yogurt, pastries, honey, milk, coffee, tea & orange juice is included.

23–30 Dec

$147 SGD per night

Superhost

Room in Miami

4.93 out of 5 average rating, 425 reviews

Room w/2 beds & coffee (adults only) by MIA.

Please click "show more" for full description. CHECK-IN TIME is from 3:00 pm (15:00) and CHECK-OUT TIME is no later than 11:00 am (NO EXCEPTIONS). This PRIVATE guest room SHARES bathroom and kitchenette (no cooking allowed) with another guest room. It has 2 BEDS (DOUBLE & SINGLE) for up to 2 ADULTS (no suitable for children under 12 or guests who plan to go out partying at night as they may disturb other guests in other rooms upon return). Access to house with entry code. No parking.

26 Jun – 3 Jul

$95 SGD per night

Guest favourite

Bed and breakfast in Key West

5.0 out of 5 average rating, 99 reviews

Steps off Duval - Paris - Beautiful Queen Room, Included in the price: breakfast, happy hour, bicycles.

One of 6 rooms at Andrews Inn! Neighbor with the Hemingway House, a beautifully decorated room with private bathroom, air conditioning, ceiling and tower fan, a new queen-size NECTAR mattress, Smart TV with Netflix, free Wi-Fi, in-room refrigerator. Guests staying here must be able to climb a single flight of stairs. We are an owner-operated Guest House where you will feel a lovely welcoming and a relaxing atmosphere. Included in the price: breakfast, happy hour, bicycles.

21–28 Mar

$748 SGD per night

Place to stay in Key West

4.61 out of 5 average rating, 44 reviews

Classic King with Private Balcony - Curry Mansion

- Built in 1869, the iconic Curry Mansion features 21 unique guest rooms. - Located on Caroline Street, just half a block from Duval Street! - Access to the historic home & amenities - shared heated amazing pool, wrap-around porches, parking & pet friendly. - Situated in two structures, stay in the main house or the wrap-around guest wing. - The property houses a collection of unique architectural details, and curious and historic pieces from the mansion's storied past.

10–17 Nov

$727 SGD per night

Guest favourite

Farm stay in Homestead

4.92 out of 5 average rating, 155 reviews

Arritola B&B Ranch, is a unique farm experience!

Beautiful farm, with large heated pool and a lush tropical landscape. Your guest house is in the back of the property next to the chicken coop. The goats, pigs, bunnies and other small farm animals are friendly and will enjoy your company. This is the perfect spot for tourism as we’re within minutes of the Everglades National park, Florida Keys, Biscayne National Park, and much more. Owners live in the main house. You rent the guest house.

9–16 Nov

$494 SGD per night

Guest house in Big Pine Key

4.59 out of 5 average rating, 17 reviews

Ocean View Room Barnacle bed and breakfast

Welcome to Barnacle Bed and Breakfast, your seaside sanctuary where luxury, comfort and adventure combine seamlessly. This oceanfront retreat offers luxurious ocean-view rooms, a private beach, and continental breakfasts. For those seeking adventure, complimentary kayaks and bicycles are at your disposal. Here, you'll wake up to the sound of waves and explore coastal beauty, feeling like you're making a million dollars every day.

14–21 May

$665 SGD per night

Guest favourite

Room in Key West

4.96 out of 5 average rating, 132 reviews

Nuns Room, A single travelers delight!

21 + age limit! You won’t want to leave this charming, one-of-a-kind space specially designed for a single traveler. ONE GUEST ONLY. The bathrooms for this room are shared with 3 other rooms. Both bathrooms are fully equipped with toilets, showers, sinks, body wash, shampoo, conditioner, hand towels, and hair dryers. Bath towels are in the rooms. A repeat guest favorite - all the amenities for a fraction of the price!

12–19 Jun

$312 SGD per night

Superhost

Hotel room in Key West

4.84 out of 5 average rating, 250 reviews

Duval Hideaway w/ Patio and Parking (Adults Only)

Located in the heart of Old Town, this unique property is centrally located for easy access to landmarks and sights. Our property is fully furnished, includes a private patio and is accessed via a private entrance. *Please note you must be 21 or older to make a reservation on this property and all guests must be at least 18 years old.*

1–8 Oct

$1,212 SGD per night

Guest favourite

Room in Miami

5.0 out of 5 average rating, 16 reviews

Upscale Private Bedroom in Tropical Lakefront Home

Welcome to your tranquil retreat in our exclusive, private lakefront home, where serenity and comfort blend seamlessly. Nestled amidst vibrant tropical foliage, this spacious bedroom offers a peaceful escape. Step outside to discover a picturesque white-sand beach, perfect for soaking up the sun by day and stargazing by night.

20–27 May

$143 SGD per night

Guest favourite

Room in Miami

4.92 out of 5 average rating, 86 reviews

PINECREST Tropical Paradise

Rent 1 or 2 bedrooms with breakfast in PINECREST max 4, near U of Miami --Queen size bed 2-single beds, private bath, heated pool, relax on patio, adjacent to tropical fruit garden, share kitchen. WiFi. Easy access to South Beach, Everglades. See House rules on vaccination.

16–23 Oct

$127 SGD per night