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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Summerland Key villas

A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.

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 ￥81,392
￥153,495 total
includes taxes & fees
Oct 3 - Oct 4
Atlantic View Luxury Villa with Pool
A clear swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

2. Waterview Villa w/ Full Kitchen in the Keys

Waterview Villa w/ Full Kitchen in the Keys
Marathon
The price is ￥79,269
￥95,889 total
includes taxes & fees
Sep 29 - Sep 30
Waterview Villa w/ Full Kitchen in the Keys
A beachfront hotel with multiple balconies, a dock, and palm trees.

3. Waterview Villa w/ Full Kitchen & Beach Access

Waterview Villa w/ Full Kitchen & Beach Access
Marathon
The price is ￥80,842
￥98,148 total
includes taxes & fees
Sep 29 - Sep 30
Waterview Villa w/ Full Kitchen & Beach Access
A wooden deck with blue chairs, a white railing, and a view of the water.

4. Waterfront Villa w/ Uninterrupted Ocean Views

Waterfront Villa w/ Uninterrupted Ocean Views
Marathon
The price is ￥82,415
￥99,464 total
includes taxes & fees
Sep 29 - Sep 30
Waterfront Villa w/ Uninterrupted Ocean Views
A beach view with palm trees and a pool area.

5. Beachfront Villa on a Private Florida Keys Beach

Beachfront Villa on a Private Florida Keys Beach
Marathon
The price is ￥85,560
￥103,352 total
includes taxes & fees
Sep 29 - Sep 30
Beachfront Villa on a Private Florida Keys Beach
A coastal resort with multiple white buildings, a sandy beach, and a calm water body.

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

Beachfront Villa w/ Ocean-View Balcony in the Keys
Marathon
The price is ￥83,988
￥101,566 total
includes taxes & fees
Sep 29 - Sep 30
Beachfront Villa w/ Ocean-View Balcony in the Keys
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

7. 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 ￥36,017
￥43,666 total
includes taxes & fees
Oct 4 - Oct 5
Poolside Queen Room Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

8. 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 ￥39,163
￥47,205 total
includes taxes & fees
Oct 6 - Oct 7
Poolside Studio Villa Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

9. 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 ￥43,881
￥52,670 total
includes taxes & fees
Oct 7 - Oct 8
Poolside King Room Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

10. 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 ￥50,172
￥59,590 total
includes taxes & fees
Oct 5 - Oct 6
Loft Villa Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

11. 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 ￥47,027
￥56,052 total
includes taxes & fees
Oct 4 - Oct 5
One Bedroom Deck Villa Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

12. 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 ￥86,347
￥103,275 total
includes taxes & fees
Oct 6 - Oct 7
Two Bedroom Two Bath Poolside Villa Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

13. 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 ￥94,211
￥111,807 total
includes taxes & fees
Oct 15 - Oct 16
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

Looe Key Reef Resort

Looe Key Reef Resort

8/10 Good
"Great place to stay while fishing."
Shavelle 1-night trip
Posted 2 hours ago
Looe Key Reef Resort

Find out more about Summerland Key

Summerland Key Villas information

Number of reviews
176
Accommodation
6 Villas
Lowest Price
￥43,666
Highest Price
￥153,495

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.