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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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 ￥82,422
￥155,438 total
includes taxes & fees
Sep 9 - Sep 10
Atlantic View Luxury Villa with Pool
Exterior

2. One Bedroom Deck Villa Steps from Duval!

One Bedroom Deck Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (10 reviews)
"This place was great one of the best host I’ve ever had!!"
United States
Donnie S.
The price is ￥47,622
￥60,265 total
includes taxes & fees
Aug 16 - Aug 17
One Bedroom Deck Villa Steps from Duval!
Exterior

3. Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (20 reviews)
"The complimentary breakfast and happy hour was great! The pool and hot tub were wonderful "
United States
Linda W.
The price is ￥44,436
￥56,362 total
includes taxes & fees
Aug 13 - Aug 14
Loft Villa 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 ￥39,658
￥50,350 total
includes taxes & fees
Aug 13 - Aug 14
Poolside King Room Steps from Duval!
Exterior

5. 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.
The price is ￥46,029
￥58,473 total
includes taxes & fees
Sep 3 - Sep 4
Poolside Queen Room Steps from Duval!
Exterior

6. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (24 reviews)
"Great place to stay"
United States
Benjamin K.
The price is ￥52,400
￥65,640 total
includes taxes & fees
Sep 3 - Sep 4
Poolside Studio Villa Steps from Duval!
Exterior

7. 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, (62 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 ￥79,476
￥99,286 total
includes taxes & fees
Aug 16 - Aug 17
Two Bedroom Two Bath Poolside 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

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

10/10 Excellent
"We really enjoyed the privacy and safety of the community. We arrived a little early and were able to gain early access. That was not expected. Then we met Julie, who hand delivered us a delicious key-lime pie! Julie was great throughout our whole stay and accommodated all our needs well beyond our expectations. The place was clean, and the kitchen was loaded with everything you would need to prepare dinner/drinks at home. The bikes were a treat. We used them to roam around or when the kids wanted to fish/swim. The balcony is beautiful with a nice sunrise view. The only suggestion i would make is if your'e bringing more then one vehicle, figure out the overflow parking before hand. There is a one vehicle limit that got a bit confusing in the later hours."
Stan R. 3-night trip
Posted 1 day ago
Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Find out more about Summerland Key

Summerland Key Villas information

Number of reviews
123
Accommodation
6 Villas
Lowest Price
￥50,350
Highest Price
￥155,438

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.