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Guesthouses in Key West You’ll Love

Top-Rated Key West Guesthouses for Every Budget and Style!

Looking for a guesthouse in Key West (Florida)? Discover and compare a wide selection of cozy guesthouses, bed & breakfast and inns in Key West – perfect for solo travelers, couples, or families. Whether you’re planning a weekend getaway or an extended stay, you’ll find charming, affordable options that suit every travelers needs. From centrally located guesthouses near downtown to peaceful retreats close to the beach, explore accommodations that match your style and budget.

Easily browse photos, read guest reviews, and book the ideal guesthouse in Key West today.

We found 51 Guest-houses in Key West and the surrounding area (within 20 miles)

Seashell Motel and International Hostel in Key West, USA

Seashell Motel and International Hostel

Hostel in Key West, Florida , 718 South Street
Located in Key West, Florida, this motel is just 7 minutes’ walk from the Southernmost Point of the United States.
  • Parking

Good 880 Reviews 7.9

from $85.39 Show details »

El Patio Motel in Key West, USA

El Patio Motel

Motel in Key West, Florida , 800 Washington Street
Located less than 3 blocks from the beach and Duval Street, this classic-style Key West motel features Cuban tile floors and a beautiful rooftop deck.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 2569 Reviews 8.1

from $140.96 Show details »

Southwinds Motel in Key West, USA

Southwinds Motel

Motel in Key West, Florida , 1321 Simonton Street
Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room.
  • Parking
  • Bar
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 1671 Reviews 7.9

from $150.56 Show details »

Blue Marlin Motel in Key West, USA

Blue Marlin Motel

Motel in Key West, Florida , 1320 Simonton Street
This motel is just a 4-minute walk from the southernmost point of the continental US and the Key West Butterfly & Nature Conservatory.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 4451 Reviews 8.8

from $140.68 Show details »

Duval Inn - Key West in Key West, USA

Duval Inn - Key West

Motel in Key West, Florida , 511 Angela Street
Offering an outdoor pool, Duval Inn is located in Key West.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 835 Reviews 7.9

from $276.36 Show details »

Harborside Motel & Marina in Key West, USA

Harborside Motel & Marina

Motel in Key West, Florida , 903 Eisenhower Dr
Harborside Motel & Marina offers panoramic views of Key West’s Garrison Bight.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 1383 Reviews 8.6

from $223.37 Show details »

Kona Kai Oasis in Key West, USA

Kona Kai Oasis

B&B in Key West, Florida , 913 Duval Street Check-in Only
Centrally located in Key Wests Old Town, this intimate Florida inn offers bright, tropical rooms.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Good 119 Reviews 7.5

from $133.88 Show details »

Suite Dreams Inn by the Beach in Key West, USA

Suite Dreams Inn by the Beach

B&B in Key West, Florida , 1001 Von Phister Street
This boutique hotel offers a landscaped tropical garden and a lagoon-style dipping pool.
  • Parking
  • Pets allowed
  • Allergy-free room
  • Outdoor pool
  • Swimming pool

Pleasant 39 Reviews 6.4

from $301.00 Show details »

Andrews Inn & Garden Cottages in Key West, USA

Andrews Inn & Garden Cottages

B&B in Key West, Florida , 0 Whalton Lane
Located right off Duval Street, the Andrews Inn and Garden Cottages are less than 5 minutes’ walk from various dining and entertainment options.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 151 Reviews 9.4

from $335.89 Show details »

Ambrosia Key West in Key West, USA

Ambrosia Key West

B&B in Key West, Florida , 622 Fleming Street
This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street.
  • Parking
  • Family rooms
  • Breakfast in the room
  • Outdoor pool
  • Swimming pool

Fabulous 765 Reviews 8.9

from $358.88 Show details »

The Artist House in Key West, USA

The Artist House

B&B in Key West, Florida , 534 Eaton Street
This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street.
  • Parking
  • Pets allowed

Superb 227 Reviews 9.4

from $235.07 Show details »

Duval House in Key West, USA

Duval House

B&B in Key West, Florida , 815 Duval Street
Located centrally on lively Duval Street, Duval House offers a continental breakfast that includes Belgian waffles.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 698 Reviews 8.9

from $257.63 Show details »

La Pensione Inn - Adult Exclusive in Key West, USA

La Pensione Inn - Adult Exclusive

B&B in Key West, Florida , 809 Truman Avenue
La Pensione Inn - Adult Exclusive in Key West provides adults-only accommodations with an outdoor swimming pool, a garden, and a terrace.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 667 Reviews 8.6

from $178.88 Show details »

Old Town Manor in Key West, USA

Old Town Manor

B&B in Key West, Florida , 511 Eaton Street
This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1 mi from the Southernmost Point.
  • Parking
  • Pets allowed

Fabulous 1047 Reviews 8.9

from $231.38 Show details »

Key West Bed and Breakfast in Key West, USA

Key West Bed and Breakfast

B&B in Key West, Florida , 415 William Street
Featuring garden views, Key West Bed and Breakfast in Key West features accommodations and a garden.
  • Parking

Fabulous 396 Reviews 8.8

from $180.00 Show details »

The Casablanca Hotel in Key West, USA

The Casablanca Hotel

B&B in Key West, Florida , 904 Duval Street
Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest rooms with private balconies and...
  • Street parking
  • Bar
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 519 Reviews 8.7

from $185.63 Show details »

Nyah - Adult Exclusive in Key West, USA

Nyah - Adult Exclusive

B&B in Key West, Florida , 420 Margaret Street
This bed and breakfast welcomes guests to Old Town, Key West and features a free continental breakfast, 3 outdoor pools and a hot tub.
  • Street parking
  • Bar
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 1556 Reviews 7.6

from $79.86 Show details »

Coco Plum Inn in Key West, USA

Coco Plum Inn

B&B in Key West, Florida , 615 Whitehead Street
Coco Plum Inn is located in the heart of Key West, Florida.
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 514 Reviews 8.7

from $219.40 Show details »

Marreros Guest Mansion - Adult Only in Key West, USA

Marreros Guest Mansion - Adult Only

B&B in Key West, Florida , 410 Fleming Street
Offering a year-round outdoor pool and terrace, this adult-only 21 years + Marreros Guest Mansion is set in the Duval district in Key West.
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 51 Reviews 9.3

from $276.38 Show details »

Southernmost Point Guest House & Garden Bar in Key West, USA

Southernmost Point Guest House & Garden...

B&B in Key West, Florida , 1327 Duval Sreet
This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 361 feet from the Southernmost Point and 240 feet from t...
  • Parking
  • Bar
  • Family rooms
  • Outdoor pool
  • Kid-friendly buffet

Superb 1199 Reviews 9.3

from $262.83 Show details »

Weatherstation Inn Circa 1911 in Key West, USA

Weatherstation Inn Circa 1911

B&B in Key West, Florida , 57 Front Street
Set within 1640 feet of Key West Aquarium, Weatherstation Inn Circa 1911 is an adult-only bed and breakfast in Key West and features a number of ameni...
  • Parking
  • Allergy-free room
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 257 Reviews 8.8

from $190.13 Show details »

LHabitation Guesthouse- Adult Exclusive in Key West, USA

LHabitation Guesthouse- Adult Exclusive

B&B in Key West, Florida , 408 Eaton Street
Located in Key West, 1969 feet from Key West Aquarium and 1969 feet from Mallory Dock, LHabitation Guest house- Adult Exclusive provides accommodation...

Superb 1295 Reviews 9.2

from $145.13 Show details »

Key West Harbor Inn - Adults Only in Key West, USA

Key West Harbor Inn - Adults Only

B&B in Key West, Florida , 219 Elizabeth Street
Key West Harbor Inn - Adults Only in Key West provides adults-only accommodations with an indoor pool, an open-air bath, and a garden.
  • Bar
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Superb 256 Reviews 9.2

from $371.25 Show details »

The Speakeasy Inn and Rum Bar in Key West, USA

The Speakeasy Inn and Rum Bar

B&B in Key West, Florida , 1117 Duval Street
The Speakeasy Inn and Rum Bar features accommodations within 500 yards of the center of Key West, with free Wifi and a kitchenette with a microwave, a...
  • Parking
  • Bar

Superb 397 Reviews 9.1

from $223.28 Show details »

Westwinds Inn in Key West, USA

Westwinds Inn

Guesthouse in Key West, Florida , 914 Eaton Street
Within walking distance of the beach, local attractions and activities, this Old Town Key West inn features on-site laundry facilities, comfortable gu...
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 620 Reviews 8.6

from $191.25 Show details »

Number of Guesthouses in Key West 51
Number of guest ratings 86,662

Top 10 Most Popular Guest-houses in Key West

Explore the Most Popular Guest-houses in Key West – Ranked by Average Guest Ratings.

Top 10 Cheapest Guest-houses in Key West

Discover the Cheapest Guest-houses in Key West – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Guest-houses in Key West

Check out the Most Booked Guest-houses in Key West – Based on Guest Popularity.

Guesthouses in Key West (Florida), small and cozy

Guesthouses are small, cozy accommodations that offer a more personal and authentic experience than larger hotels. Often family-owned and operated, guesthouses provide a home-away-from-home atmosphere for travelers seeking a warm and welcoming environment. Typically located in residential areas or rural settings, guesthouses offer a peaceful and relaxing escape from the hustle and bustle of the city. With a focus on personalized service and attention to detail, guests can expect comfortable rooms, authentic food, and insider tips on local attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, guesthouses in Key West offer a unique and memorable way to experience a new destination.

Find the best guesthouse in Key West for your needs

When looking for the best guesthouse for your next stay in Key West, there are a few key factors to consider. First and foremost, location is important - choose a guesthouse that is conveniently located to the attractions and activities that you want to experience. Next, read reviews from previous guests to get a sense of the guesthouse's quality, cleanliness, and hospitality. Look for guesthouses that have consistently positive reviews and a high rating. Additionally, consider the amenities offered, such as free Wi-Fi, breakfast, and on-site parking. Finally, don't forget to consider the price - guesthouses can vary widely in price, so be sure to choose one that fits within your budget. With these factors in mind, you can find the best guesthouse in Key West for your next vacation and enjoy a memorable and comfortable stay.

Accommodation data and pictures provided by Booking.com