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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 AU$1,390
includes taxes & fees
3 Oct - 4 Oct
Atlantic View Luxury Villa with Pool
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

2. 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 AU$409
includes taxes & fees
4 Oct - 5 Oct
Poolside Queen Room Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

3. 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.
Poolside Studio Villa Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

4. 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$564
includes taxes & fees
6 Oct - 7 Oct
Loft Villa Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

5. 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 AU$494
includes taxes & fees
7 Oct - 8 Oct
Poolside King Room Steps from Duval!
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

6. 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$531
includes taxes & fees
4 Oct - 5 Oct
One Bedroom Deck Villa Steps from Duval!
A clear swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

7. Waterview Villa w/ Full Kitchen in the Keys

Waterview Villa w/ Full Kitchen in the Keys
Marathon
The price is AU$922
includes taxes & fees
30 Sept - 1 Oct
Waterview Villa w/ Full Kitchen in the Keys
A property named Villas Key West with a covered entrance, a white picket fence, and lush greenery.

8. 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 AU$892
includes taxes & fees
6 Oct - 7 Oct
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.

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)
"Great place to stay and great owners!"
United States
Michael W.
The price is AU$1,060
includes taxes & fees
15 Oct - 16 Oct
Two Bedroom Two Bath Balcony Villa Steps from Duval!
A beachfront hotel with multiple balconies, a dock, and palm trees.

10. Waterview Villa w/ Full Kitchen & Beach Access

Waterview Villa w/ Full Kitchen & Beach Access
Marathon
The price is AU$940
includes taxes & fees
30 Sept - 1 Oct
Waterview Villa w/ Full Kitchen & Beach Access
A wooden deck with blue chairs, a white railing, and a view of the water.

11. Waterfront Villa w/ Uninterrupted Ocean Views

Waterfront Villa w/ Uninterrupted Ocean Views
Marathon
The price is AU$967
includes taxes & fees
30 Sept - 1 Oct
Waterfront Villa w/ Uninterrupted Ocean Views
A coastal resort with multiple white buildings, a sandy beach, and a calm water body.

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

Beachfront Villa w/ Ocean-View Balcony in the Keys
Marathon
The price is AU$975
includes taxes & fees
30 Sept - 1 Oct
Beachfront Villa w/ Ocean-View Balcony in the Keys
A beach view with palm trees and a pool area.

13. Beachfront Villa on a Private Florida Keys Beach

Beachfront Villa on a Private Florida Keys Beach
Marathon
The price is AU$993
includes taxes & fees
30 Sept - 1 Oct
Beachfront Villa on a Private Florida Keys Beach
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

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"I have nothing but nice things to say about the hotel, staff and property. You are welcomed with a happy and professional staff, and given first class service. The suites are pristine, well appointed and beautifully decorated with comfortable furnishings. You even get a washer and dryer in your unit. Parking is right under the units and there is a large elevator with luggage carts as well. The views are beautiful with a fantastic boat ramp for those with boats. Long story short, it is a must stay!"
Susan 4-night trip
Posted 5 hours ago
Sugarloaf Key Hotel at KOA Resort

Find out more about Summerland Key

Summerland Key Villas information

Number of reviews
176
Accommodation
6 Villas
Lowest Price
AU$409
Highest Price
AU$1,390

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.