A beach with palm trees, people relaxing on chairs, and colorful kayaks.

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Check prices for these dates

Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept
In one month
18 Sept - 20 Sept
In two months
16 Oct - 18 Oct

Our top choices for Florida Keys guest houses

Exterior

1. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (496 reviews)
"Fantastic location friendly staff"
United Kingdom
Dylan
The price is NZ$162
includes taxes & fees
7 Sept - 8 Sept
Douglas House - Adults Only
Property grounds

2. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,008 reviews)
"Nice place to stay"
United States
Marcus
The price is NZ$280
includes taxes & fees
9 Sept - 10 Sept
The Palms Hotel
Front of property

3. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (829 reviews)
"The room was nice and quaint, pool was clean and well kept. The staff was friendly and very helpful. Would stay there again."
United States
Arnold J
The price is NZ$247
includes taxes & fees
30 Aug - 31 Aug
Duval Inn
Exterior

4. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (263 reviews)
"Great place. Highly recommended it"
United States
Katarzyna
The price is NZ$227
includes taxes & fees
8 Sept - 9 Sept
Ragged Edge Resort & Marina
Courtyard

5. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Great location, staff, bed and internet will be back!"
United States
Travis
The price is NZ$297
includes taxes & fees
24 Aug - 25 Aug
The Grand Guesthouse
Property grounds

6. Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (214 reviews)
"Family oriented individual cottages. Clean, functional, private beach, canoes kayaks. Grills at every spot"
United States
carlos
The price is NZ$311
includes taxes & fees
26 Aug - 27 Aug
Coconut Bay Resort Key Largo
Food and drink

7. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,004 reviews)
"The staff was amazing and very helpful"
United States
Jimmy
The price is NZ$274
includes taxes & fees
31 Aug - 1 Sept
The Cabana Inn Key West - Adults Only
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

8. The Independent Inn - Formerly Heron House Court

The Independent Inn - Formerly Heron House Court
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,013 reviews)
"Clean room, easy check in, old town charm."
United States
Kelly
The price is NZ$206
includes taxes & fees
24 Aug - 25 Aug
The Independent Inn - Formerly Heron House Court
TV

9. CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Old Town Key West
9.6 out of 10, Exceptional, (165 reviews)
"Great vacation. "
United States
Jeffrey M.
The price is NZ$435
includes taxes & fees
30 Aug - 31 Aug
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Property entrance

10. Kona Kai Oasis

Kona Kai Oasis
3.0 star property
Old Town Key West
8.0 out of 10, Very good, (651 reviews)
"Great place to stay "
United States
Leonid
The price is NZ$248
includes taxes & fees
24 Aug - 25 Aug
Kona Kai Oasis
Terrace/patio

11. GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!

GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (27 reviews)
"House is in a great location, walking distance to shops and Historic Harbor."
United States
Kevin M.
The price is NZ$428
includes taxes & fees
31 Aug - 1 Sept
GATO ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen w/ Community Pool!
Beach nearby, white sand, beach cabanas, sun-loungers

12. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
3.0 star property
Key West Historic District
8.2 out of 10, Very good, (1,003 reviews)
"Perfect location in the heart of old town. We will definitely stay here again!"
United States
Melissa
The price is NZ$287
includes taxes & fees
25 Aug - 26 Aug
Amsterdam's Curry Mansion Inn
Interior entrance

13. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,004 reviews)
"Great location and beautiful property."
United States
Ron
The price is NZ$329
includes taxes & fees
14 Sept - 15 Sept
Wicker Guesthouse
Property grounds

14. NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Old Town Key West
10.0 out of 10, Exceptional, (12 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Easy to deal with company and room access. Nice clean room, great location, friendly staff and A/C was always working which is a big plus in the Keys."
United States
Michelle L.
NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!
Classic Room, 1 Queen Bed, Balcony, Pool View (1) | Balcony view

15. Curry House

Curry House
2.0 star property
Old Town Key West
7.0 out of 10, Good, (69 reviews)
"An excellent location in town for a visit. We were up on third floor great view especially from porch…tough getting up stairs w luggage. Overall a wonderful visit. Beautiful location and just antique enough! Cheers"
United States
donald
The price is NZ$433
includes taxes & fees
31 Aug - 1 Sept
Curry House
A heated pool

16. GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (117 reviews)
"Great Stay, amazing location!!"
United States
Anonymous traveller
The price is NZ$529
includes taxes & fees
2 Sept - 3 Sept
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Community Pool!
Exterior

17. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (554 reviews)
"Perfect stay, we will be back!"
United States
Jake
The price is NZ$281
includes taxes & fees
30 Aug - 31 Aug
Coco Plum Inn
A heated pool

18. NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Community Pool!

NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Community Pool!
Old Town Key West
9.8 out of 10, Exceptional, (96 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location, beautifully renovated, and impeccably clean. The management team and concierge service were truly exceptional."
United States
Sheldon S.
The price is NZ$518
includes taxes & fees
24 Aug - 25 Aug
NumberEleven ~ Charming Adult Only, 1 Bedroom, 1 Bath w/ Community Pool!
Audubon Room - Adult Exclusive | Terrace/patio

19. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (313 reviews)
"Good location and clean inside and out. The staff were all very friendly and helpful. Great experience and we would absolutely stay here again."
United States
Johnny
The price is NZ$369
includes taxes & fees
24 Aug - 25 Aug
The Mermaid & Alligator
BBQ/picnic Area

20. Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Key West Historic District
8.4 out of 10, Very good, (22 reviews)
"Pet friendly. And very close to the marina and Duval St."
United States
TED
The price is NZ$512
includes taxes & fees
24 Aug - 25 Aug
Banana's Foster Guesthouse
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.
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Top Florida Keys Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"We had a wonderful adults getaway! I do feel like it’s a bit dated but we would definitely return!! The seaweed was pretty bad."
Ashley 3-night trip
Posted 1 hour ago
Cheeca Lodge & Spa

Find out more about Florida Keys

Florida Keys Guest Houses information

Number of reviews
4,780
Accommodation
4 Guest Houses
Lowest Price
NZ$162
Highest Price
NZ$529