A coastal road with a beach on one side and a marina with boats on the other.

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Summerland Key villas

Exterior

1. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is CA $713
CA $1,345 total
includes taxes & fees
Sep 10 - Sep 11
Atlantic View Luxury Villa with Pool
Exterior

2. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (25 reviews)
"Great place to stay"
United States
Benjamin K.
The price is CA $453
CA $575 total
includes taxes & fees
Oct 6 - Oct 7
Poolside Studio Villa Steps from Duval!
Exterior

3. Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
Poolside Queen Room Steps from Duval!
Exterior

4. Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"
United States
Michael L R.
The price is CA $453
CA $575 total
includes taxes & fees
Oct 7 - Oct 8
Poolside King Room Steps from Duval!
Exterior

5. Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (22 reviews)
"The complimentary breakfast and happy hour was great! The pool and hot tub were wonderful "
United States
Linda W.
The price is CA $550
CA $697 total
includes taxes & fees
Oct 5 - Oct 6
Loft Villa Steps from Duval!
Exterior

6. Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (65 reviews)
"Cannot say enough good things about the Villas. They reached out to me weeks/days before and followed up during our stay. The happy hour and breakfast was an added bonus. Pool and rooms were awesome and location can’t be beat. Will stay there again!"
United States
Matt S.
The price is CA $826
CA $1,047 total
includes taxes & fees
Sep 28 - Sep 29
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Exterior

7. Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (47 reviews)
"Great place to stay and great owners!"
United States
Michael W.
The price is CA $826
CA $1,047 total
includes taxes & fees
Sep 27 - Sep 28
Two Bedroom Two Bath Balcony Villa Steps from Duval!
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 Summerland Key Hotel Reviews

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Amazing"
Julie 2-night trip
Posted 2 days ago
Sugar Loaf Lodge

Find out more about Summerland Key

Summerland Key Villas information

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 Villas
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Frequently asked questions

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What is there to do near my villa in Summerland Key?
The ultimate travel accessory is a well-planned schedule. Florida Keys Beaches is a good spot to kick off your exploration of Summerland Key.

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