A waterfront with a pier, calm water, and houses with palm trees in the background.

Villas in Sugarloaf Key

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Sugarloaf 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
$925 nightly
The price is $1,041
Sep 19 - Sep 20
Total with taxes and fees
Atlantic View Luxury Villa with Pool
Exterior

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.
$329 nightly
The price is $365
Oct 15 - Oct 16
Total with taxes and fees
Poolside Queen Room Steps from Duval!
Exterior

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.
$365 nightly
The price is $406
Oct 6 - Oct 7
Total with taxes and fees
Poolside Studio 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.
$370 nightly
The price is $411
Oct 7 - Oct 8
Total with taxes and fees
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.
$448 nightly
The price is $498
Oct 5 - Oct 6
Total with taxes and fees
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.
$682 nightly
The price is $757
Sep 28 - Sep 29
Total with taxes and fees
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.
$674 nightly
The price is $749
Sep 27 - Sep 28
Total with taxes and fees
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 Sugarloaf Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"The staff was very helpful. I had absolutely no problem with my suite. It was a very well furnished, one bedroom apartment. The the problem I guess, would be that the outside hot tub at the pool had not been working for months. The elevators were being repaired on the side where I was at the restaurant there. To me was overpriced, and not a lot to choose from. The outside bar, the staff really didn't either know how to make certain drinks, or they didn't have the ingredients to make certain drinks. And the food was so so they only had one Van. That brought you to and from downtown. And they stated that they had 2 more vans, but they've been broke for a very long time, because they can't get parts. Well, how about management getting involved? And going as high up as it takes to get the type of vans that you need and to get the place maintained and staffed properly. There was no pool person, and you had to go inside to get your towels, and it got a little messy at the pool area...And then I heard that there's some people that did have some issues with a room, but those problems were fixed within a day. So, I had wished that the Van would have offered rides to the airport, which was just a 12 minute ride down the street. If that.... the extra excursions they offered did not work out because they didn't have enough people to go on the boat they had. So you had to seek out other sailboats or boats in the area to do things. And if they were no"
Maria 4-night trip
Posted 1 hour ago
Beachside Resort & Residences

Find out more about Sugarloaf Key

Sugarloaf Key Villas information

Number of reviews
163
Accommodation
16 Villas
Lowest Price
$365
Highest Price
$757

Frequently asked questions

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What is there to do near my villa in Sugarloaf Key?
If you're eager to fill up your itinerary in Sugarloaf Key, make your way to Florida Keys Beaches. It's a favorite among locals and tourists alike.

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