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Our top choices for Summerland Key villas

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 AU$1,426
includes taxes & fees
15 Nov - 16 Nov
Atlantic View Luxury Villa with Pool

2. Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (2 reviews)
"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 AU$578
includes taxes & fees
23 Nov - 24 Nov
Poolside King Room Steps from Duval!

3. Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (4 reviews)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
The price is AU$474
includes taxes & fees
18 Nov - 19 Nov
Poolside Queen Room Steps from Duval!

4. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (26 reviews)
"Great place to stay"
United States
Benjamin K.
The price is AU$525
includes taxes & fees
22 Nov - 23 Nov
Poolside Studio Villa Steps from Duval!

5. 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 AU$751
includes taxes & fees
3 Dec - 4 Dec
One Bedroom Deck Villa Steps from Duval!

6. Beachfront Villa on a Private Florida Keys Beach

Beachfront Villa on a Private Florida Keys Beach
Marathon
Beachfront Villa on a Private Florida Keys Beach

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, (66 reviews)
"We had a awesome time in Key West Villas. we will go back some time."
United States
Brian H.
The price is AU$983
includes taxes & fees
16 Nov - 17 Nov
Two Bedroom Two Bath Poolside Villa Steps from Duval!

8. 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 AU$611
includes taxes & fees
15 Nov - 16 Nov
Loft Villa Steps from Duval!

9. 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)
"Perfect location and addition of happy hour and breakfast was a big bonus!"
United States
Lynn B.
The price is AU$1,015
includes taxes & fees
23 Nov - 24 Nov
Two Bedroom Two Bath Balcony Villa Steps from Duval!

10. Waterfront Villa w/ Uninterrupted Ocean Views

Waterfront Villa w/ Uninterrupted Ocean Views
Marathon
Waterfront Villa w/ Uninterrupted Ocean Views

11. Beachfront Villa w/ Ocean-View Balcony in the Keys

Beachfront Villa w/ Ocean-View Balcony in the Keys
Marathon
Beachfront Villa w/ Ocean-View Balcony in the Keys

12. Waterview Villa w/ Full Kitchen in the Keys

Waterview Villa w/ Full Kitchen in the Keys
Marathon
Waterview Villa w/ Full Kitchen in the Keys

13. Waterview Villa w/ Full Kitchen & Beach Access

Waterview Villa w/ Full Kitchen & Beach Access
Marathon
The price is AU$995
includes taxes & fees
15 Nov - 16 Nov
Waterview Villa w/ Full Kitchen & Beach Access
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.

Learn more about Summerland Key

Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favourite seafood shacks serving fresh-caught Keys lobster.

A coastal pier extending into the sea, surrounded by rocky shores and greenery.

Frequently Asked Questions

What is there to do near my villa in Summerland Key?

Summerland Key has enough experiences and activities to keep you going for weeks (or months!), starting with Florida Keys Beaches. Sugarloaf Beach, Big Pine Key Flea Market and Blue Hole are other awesome attractions. If you have time to spare, Cook Island and Upper Sugarloaf Sound are nice finishing touches to your itinerary.