Step into the enchanting world of Florida Keys, a haven nestled in Florida. Renowned for its bed and breakfasts, the region combines breathtaking scenery with a rich tapestry of culture. With a selection of 8,749 properties, your perfect stay is just a click away.

Whether you desire luxury or seek affordability, Florida Keys has bed and breakfasts to suit your needs. Prices start from $39 and can extend up to $12,587. Key amenities include Air conditioner.

Top Features: Air conditioner, Internet / Wifi, Kitchen / Kitchenette, TV and Laundry

Local Highlights:

Embark on your Florida Keys adventure today! Secure your bed and breakfasts now and start crafting memorable moments in Florida.

Top Bed and breakfasts in Florida Keys

TV
4.8
Outstanding(101 Reviews)
Bed and Breakfast
 in Key West
Grand Bahama suite-3 bedroom 2 bath, a block off Duval St w/pool, parking
8 guests · 3 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

Looking for a memorable stay in Florida Keys? Our Bed and Breakfast might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.

$$$$
vrbo logo
View deal
Pool
4.8
Outstanding(92 Reviews)
Bed and Breakfast
 in Key West
Bimini suite-3 bedroom 3 bath, a block off Duval St w/pool, parking
6 guests · 3 bedrooms · 3 baths
Pool · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Bed and Breakfast in Florida Keys has everything you need for a rejuvenating stay. Treat yourself to Bimini suite-3 bedroom 3 bath, a block off Duval St w/pool, parking's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

$$$$
vrbo logo
View deal
Property view
4.5
Excellent(568 Reviews)
Bed and Breakfast
 in Key West
The Casablanca Hotel
Garden · Pool · Kitchen / Kitchenette

Bed and Breakfast in Florida Keys, for $283 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
booking logo
View deal
Exterior
4.7
Outstanding(99 Reviews)
Bed and Breakfast
 in Key West
Paradise Island suite-2 bedroom 1 bath, a block off Duval St w/pool, parking
6 guests · 2 bedrooms · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Bed and Breakfast in Florida Keys has everything you need for a rejuvenating stay. Treat yourself to Paradise Island suite-2 bedroom 1 bath, a block off Duval St w/pool, parking's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

$$$$
vrbo logo
View deal
Property view
4.8
Outstanding(434 Reviews)
Bed and Breakfast
 in Key West
Key West Harbor Inn - Adults Only
Garden · Pool · Kitchen / Kitchenette

The best choice in Florida Keys for Bed and Breakfast, for $286 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
booking logo
View deal
Free daily continental breakfast
4.4
Excellent(1,068 Reviews)
Bed and Breakfast
 in Key West
Heron House - Adult Only
Garden · Pool · Kitchen / Kitchenette

Soak up the beauty of Florida Keys in our Bed and Breakfast, Heron House - Adult Only. With a range of amenities such as Air conditioner, Internet / Wifi and Kitchen / Kitchenette, you'll feel right at home.

$$$$
expedia logo
View deal
Smart TV
4.6
Outstanding(87 Reviews)
Bed and Breakfast
 in Key West
Nassau suite-2 bedroom 2 bath, a block off Duval St w/pool, parking
6 guests · 2 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

This inviting Bed and Breakfast in Florida Keys can fit your needs for many types of vacations, at $433 per night.

$$$$
vrbo logo
View deal
Fitness facility
4.8
Outstanding(20 Reviews)
Bed and Breakfast
 in Key Largo
Rare Find! Waterfront Property, Free Parking, Pets Allowed
4 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Enjoy the best of Florida Keys in our Bed and Breakfast, Rare Find! Waterfront Property, Free Parking, Pets Allowed. A stunning property with amenities including Air conditioner, Balcony / Patio and Hot Tub / Spa, and more.

$$$$
vrbo logo
View deal
Property grounds
4.0
Good(21 Reviews)
Bed and Breakfast
 in Key West
Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,
2 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Experience vacation in Florida Keys with our Bed and Breakfast, Ultimate Beach Adventure! Pool, Restaurant, Bar, Bike Rental, Gym,. Enjoy amenities such as Air conditioner, Kitchen / Kitchenette and Parking, and more.

$$$$
vrbo logo
View deal
Outdoor pool
5.0
Outstanding(8 Reviews)
Bed and Breakfast
 in Homestead
Pool guesthouse your hidden paradise! 40 ft. long pool, private hot tub
6 guests · 2 bedrooms · 1 bath
Garden · Pool · Kitchen / Kitchenette

Experience vacation in Florida Keys with our Bed and Breakfast, Pool guesthouse your hidden paradise! 40 ft. long pool, private hot tub. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
vrbo logo
View deal
Exterior
4.2
Excellent(8 Reviews)
Bed and Breakfast
 in Key West
Perfect Location to Key West Action! Onsite Spa, Access to 2 Beaches, 3 Pools!
4 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our Bed and Breakfast in Florida Keys has everything you need for a rejuvenating stay. Treat yourself to Perfect Location to Key West Action! Onsite Spa, Access to 2 Beaches, 3 Pools!'s exceptional amenities, such as Air conditioner, Laundry and Kitchen / Kitchenette.

$$$$
vrbo logo
View deal
Property grounds
4.2
Excellent(8 Reviews)
Bed and Breakfast
 in Key West
Experience All Of What Key West Has To Offer! Beach Access, 3 Pools, Spa!
2 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Experience the best of Florida Keys with this Bed and Breakfast available for $413. This property is equipped with amenities including Air conditioner, Laundry and Kitchen / Kitchenette, and more.

$$$$
vrbo logo
View deal

Search by amenity

Explore Bed and breakfasts with the most popular amenities in Florida Keys

Vacation rentals with air conditioning in Florida Keys

Property view
4.6
Outstanding(140 Reviews)
Bed and Breakfast
 in Key West
The Artist House
Garden · Pets allowed · Kitchen / Kitchenette

Looking to create some memories in Florida Keys? Look no further than our Bed and Breakfast, The Artist House. Enjoy top-rated amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
booking logo
View deal
1 bedroom, iron/ironing board, internet, bed sheets
4.1
Excellent(7 Reviews)
Bed and Breakfast
 in Marathon
Ultimate Marathon Key Getaway! Convenient Room, King Bed, Free Breakfast, Pool
2 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Florida Keys? This Bed and Breakfast offers a comfort and style with top-notch amenities, including Air conditioner, Kitchen / Kitchenette and Pool, and more.

$$$$
vrbo logo
View deal
2 bedrooms, iron/ironing board, internet, bed sheets
4.4
Excellent(5 Reviews)
Bed and Breakfast
 in Marathon
Family & Friends Getaway! 2 Convenient Units, Free Breakfast, Outdoor Pool
8 guests · 2 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

Soak up the beauty of Florida Keys in our Bed and Breakfast, Family & Friends Getaway! 2 Convenient Units, Free Breakfast, Outdoor Pool. With a range of amenities such as Air conditioner, Kitchen / Kitchenette and Pool, you'll feel right at home.

$$$$
vrbo logo
View deal
Dining
5.0
Outstanding(4 Reviews)
Bed and Breakfast
 in Key Largo
Dive Into Your Dream Beach Vacation! Free Parking, 2 Outdoor Pools, Pet-friendly
4 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Florida Keys at Dive Into Your Dream Beach Vacation! Free Parking, 2 Outdoor Pools, Pet-friendly for $510 for your next trip.

$$$$
vrbo logo
View deal
1 bedroom, premium bedding, iron/ironing board, WiFi
4.2
Excellent(5 Reviews)
Bed and Breakfast
 in Key West
Perfect Location for Your Next Getaway! Amazing Room w/ King Bed, Outdoor Pool
2 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen / Kitchenette

The best choice in Florida Keys for Bed and Breakfast, for $152 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
Property grounds
4.5
Excellent(4 Reviews)
Bed and Breakfast
 in Marathon
Looking for the Best Location for Next Getaway? Amazing Room w/ FREE Breakfast
4 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Discover the beauty of Florida Keys with a stay at Looking for the Best Location for Next Getaway? Amazing Room w/ FREE Breakfast, a top rated Bed and Breakfast with amenities such as Air conditioner, Kitchen / Kitchenette and Pool, and more.

$$$$
vrbo logo
View deal
Property view
4.5
Excellent(1,430 Reviews)
Bed and Breakfast
 in Key West
Courtney's Place Historic Cottages & Inns
Pool · Pets allowed · Kitchen / Kitchenette
Most favorited

Looking for a memorable stay in Florida Keys? Our Bed and Breakfast might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Pets allowed, and more during your stay.

$$$$
booking logo
View deal
A heated pool, sun loungers
4.0
Good(4 Reviews)
Bed and Breakfast
 in Marathon
Relax and Unwind! Relaxing Room, Outdoor Pool w/ Fantastic View, Free Breakfast
4 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Looking for a memorable stay in Florida Keys? Our Bed and Breakfast might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Hot Tub / Spa, and more during your stay.

$$$$
vrbo logo
View deal
Property grounds
4.7
Outstanding(3 Reviews)
Bed and Breakfast
 in Key West
You Found it! Key West Getaway! Oceanfront Pool, Onsite Dining, Bike Rental!
2 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Looking for a Bed and Breakfast in Florida Keys, this Bed and Breakfast for $399 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
vrbo logo
View deal
Property grounds
4.4
Excellent(3 Reviews)
Bed and Breakfast
 in Key West
Your Exciting Florida Vacation Starts Here! Ocean View, 3 Pools, Nightlife!
4 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

Nestled in Florida Keys, this Bed and Breakfast is perfect for your next vacation. Enjoy Your Exciting Florida Vacation Starts Here! Ocean View, 3 Pools, Nightlife!'s top-rated amenities, including Air conditioner, Laundry and Kitchen / Kitchenette, and more.

$$$$
vrbo logo
View deal
Pool
4.4
Excellent(3 Reviews)
Bed and Breakfast
 in Key West
You Found it! Amazing Room w/ 2 Queen Beds, Outdoor Swimming Pool
4 guests · 1 bedroom · 1 bath
Pool · Kitchen / Kitchenette · Air conditioner

This Bed and Breakfast in Florida Keys, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
vrbo logo
View deal
Beachfront
Property grounds
3.7
Good(3 Reviews)
Bed and Breakfast
 in Key Largo
2 Beachfront Units with Heated Pool & Private Beach Access | Pet-Friendly
8 guests · 2 bedrooms · 2 baths
Pool · Kitchen / Kitchenette · Air conditioner

When traveling to Florida Keys, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $394 per night.

$$$$
vrbo logo
View deal

Find Bed and breakfasts deals in popular places

Travel inspiration

Keep exploring