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Compare B&B in Fleming Key with updated reviews, rates, and availability.

Outdoor pool, sun loungers
The Conch House Heritage Inn
3.5 star property
9.8 out of 10, Exceptional, (106)
"My wife and I stayed here for our 16th anniversary and found this place to be much more enjoyable than we expected. We love staying at historic inns when we take trips, and this place may have been the nicest, most well kept that we’ve had the pleasure of staying at. The location is perfect; easy walking distance anywhere, and if you prefer to reach farther areas, they have bike rental for a fair price. The morning breakfast is served to you by the staff while you sit out on their relaxing...
The price is ¥50,099
¥56,361 total
includes taxes & fees
Jun 2 - Jun 3
The Conch House Heritage Inn
Restaurant
Artist House Key West
3.5 star property
9.8 out of 10, Exceptional, (372)
"Staff warm , friendly and helpful….so much so that my partner and I became engaged on the staircase going to second floor. Sean was an absolute delight. "
The price is ¥50,647
¥56,979 total
includes taxes & fees
May 14 - May 15
Artist House Key West
Gazebo
The Gardens Hotel
4.0 star property
9.6 out of 10, Exceptional, (908)
"What a wonderful place to stay. Everything was more than perfect."
The price is ¥38,534
¥43,351 total
includes taxes & fees
May 28 - May 29
The Gardens Hotel
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11 Gecko's Garden - Adults Only | Premium bedding, pillowtop beds, individually decorated
Tropical Inn
3.5 star property
9.6 out of 10, Exceptional, (235)
"Beautiful!"
The price is ¥27,246
¥34,546 total
includes taxes & fees
May 16 - May 17
Tropical Inn
View from property
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1004)
"Everything looks good!"
The price is ¥30,221
¥37,348 total
includes taxes & fees
May 28 - May 29
Duval House
Front of property
Weatherstation Inn
2.5 star property
9.4 out of 10, Exceptional, (808)
"Excellent stay. Quiet. Great location."
The price is ¥37,231
¥41,886 total
includes taxes & fees
May 29 - May 30
Weatherstation Inn
Outdoor pool, pool umbrellas, sun loungers
Marrero's Guest Mansion
3.5 star property
9.4 out of 10, Exceptional, (327)
"We came for a two night first time visit to Key West. It's a great Bed and Continent Breakfast place. Great staff and we lucked out with an early check-in after a sunrise drive from Miami. We accidentally missed an item in the room while checking. Got a text from the managers who offered to mail it. That's was a great offer because orher places would have just held it and kept it for themselves. The atmosphere is very laid back and relaxing. It was a great place to stay. "
The price is ¥43,463
¥48,897 total
includes taxes & fees
May 27 - May 28
Marrero's Guest Mansion
Outdoor pool
The Garden House
3.0 star property
9.2 out of 10, Wonderful, (544)
"Friendly staff and great breakfast"
The price is ¥23,211
¥29,462 total
includes taxes & fees
May 23 - May 24
The Garden House
Property grounds
Caribbean House
3.0 star property
9.2 out of 10, Wonderful, (81)
"Great stay, however the rooms are very, very small."
The price is ¥30,673
¥38,402 total
includes taxes & fees
May 21 - May 22
Caribbean House
In-room safe, individually decorated, individually furnished
Ambrosia Key West
3.5 star property
9.2 out of 10, Wonderful, (1002)
"Great location. Would stay again. "
The price is ¥41,905
¥47,143 total
includes taxes & fees
May 14 - May 15
Ambrosia Key West
Property entrance
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (879)
"This property was perfect for us. We were walking distance from everywhere. Marilyn and Kadie were terrific. They were very friendly and accommodating. We really enjoyed our chats with them at breakfast. The rooms were recently renovated and our room was beautiful. The bed was very comfy too. We were upgraded from the Avalon to another house at 1012 Duval and I’m glad we were as we preferred the location of the house we stayed in. Breakfast was great and fresh and plentiful. Everything was...
The price is ¥36,824
¥54,747 total
includes taxes & fees
May 27 - May 28
The Guesthouses at Southernmost Beach Resort - Adults only
Free daily continental breakfast
Heron House - Adult Only
3.5 star property
9.0 out of 10, Wonderful, (1058)
"I loved the Heton House. Greeted with great staff. Absolutely lovely room. The grounds were beautiful, including a cat meandering around. :) The breakfast was wonderful. Quiet area but close the all the bars and restaurants, which wete in walking distance. Definitely recommend !"
The price is ¥29,302
¥36,859 total
includes taxes & fees
May 19 - May 20
Heron House - Adult Only
Sundeck
Authors of Key West Guest House
3.0 star property
9.0 out of 10, Wonderful, (1004)
"For the price it’s a great stay."
The price is ¥25,704
¥28,918 total
includes taxes & fees
May 14 - May 15
Authors of Key West Guest House
Sundeck
Seascape Tropical Inn - Adult Exclusive
3.0 star property
9.0 out of 10, Wonderful, (365)
"Cute place. Honestly, all I did there was sleep and shower but the back area looked very cozy "
The price is ¥31,156
¥41,186 total
includes taxes & fees
May 16 - May 17
Seascape Tropical Inn - Adult Exclusive
Front of property
Amsterdam's Curry Mansion Inn
3.0 star property
8.8 out of 10, Excellent, (672)
"Property was very good location. Parking on site.."
The price is ¥30,283
¥46,162 total
includes taxes & fees
May 21 - May 22
Amsterdam's Curry Mansion Inn
Outdoor pool
La Pensione Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"The place was real nice. The breakfast is real good to."
The price is ¥26,327
¥38,382 total
includes taxes & fees
May 14 - May 15
La Pensione Inn
Outdoor pool, sun loungers
Andrews Inn & Garden Cottages
3.5 star property
8.8 out of 10, Excellent, (258)
"Great place"
The price is ¥42,095
¥47,356 total
includes taxes & fees
May 14 - May 15
Andrews Inn & Garden Cottages
Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat) | Exterior
Suite Dreams Inn by the Beach
4.0 star property
8.4 out of 10, Very Good, (46)
"The property was off the beaten path, but with easy access to the beach, and walkable to all the interesting sites and experiences of Key West. Nice, private spaces to enjoy your morning coffee or a glass of wine in the evening. Oh, and the delicious Florida oranges were great too!"
Suite Dreams Inn by the Beach
A heated pool
Tropical hidden gem behind Hemingway's House.
Tropical hidden gem behind Hemingway's House.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Fleming Key

Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
"My son and his new wife stayed here for their honeymoon and they absolutely loved it!"
The price is ¥33,648
¥57,074 total
includes taxes & fees
May 14 - May 15
Poolside Cottage #411
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (329)
"First off the communication with Ken was amazing. Always got back to me right away. The property was very clean and just what was needed. Location. Was amazing and having the bikes was awesome. We rode them all over. Would definitely rent here again."
The price is ¥15,422
¥37,329 total
includes taxes & fees
May 20 - May 21
Steps from Duval, Pool & Bikes $129-$299 Night!
Sun loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (227)
"This property is no frills but provides everything you need. The location is great, the two room split provides privacy, pool was great and the bikes provided allow for cruising around the island. Tanya was very responsive. Would stay here again."
The price is ¥46,578
¥90,256 total
includes taxes & fees
Jun 3 - Jun 4
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.