Book Cheap Hotels in Sugarloaf Key

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Tonight
Check prices in Sugarloaf Key for tonight, Dec 11 - Dec 12
Dec 11 - Dec 12
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Dec 12 - Dec 13
This weekend
Check prices in Sugarloaf Key for this weekend, Dec 12 - Dec 14
Dec 12 - Dec 14
Next weekend
Check prices in Sugarloaf Key for next weekend, Dec 19 - Dec 21
Dec 19 - Dec 21

Most frequently booked Sugarloaf Key hotels

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Free cancellation
Reserve now, pay when you stay
22.02 km from city centre
The price is CA $207 per night
CA $207
CA $302 total
Dec 17 - Dec 18
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
On private beach
Pool
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Free cancellation
Reserve now, pay when you stay
22.22 km from city centre
The price is CA $151 per night
CA $151
CA $248 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Hot tub
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Free cancellation
Reserve now, pay when you stay
19.94 km from city centre
The price is CA $222 per night
CA $222
CA $333 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Pet-friendly
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Free cancellation
Reserve now, pay when you stay
22.08 km from city centre
The price is CA $176 per night
CA $176
CA $237 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Hot tub
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
24.51 km from city centre
The price is CA $288 per night
CA $288
CA $411 total
Dec 17 - Dec 18
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Pet-friendly
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free cancellation
27.02 km from city centre
The price is CA $272 per night
CA $272
CA $407 total
Dec 16 - Dec 17
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Pool
Spa
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Free cancellation
Reserve now, pay when you stay
22.9 km from city centre
The price is CA $411 per night
CA $411
CA $559 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Hot tub
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
Free cancellation
Reserve now, pay when you stay
22.13 km from city centre
The price is CA $175 per night
CA $175
CA $244 total
Dec 17 - Dec 18
includes taxes & fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Free airport shuttle
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
Free cancellation
Reserve now, pay when you stay
20.89 km from city centre
The price is CA $358 per night
CA $358
CA $487 total
Jan 8 - Jan 9, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Pool
Pet-friendly
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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.

Top family friendly Sugarloaf Key hotel deals

Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
The price is CA $137 per night from Dec 19 to Dec 20
CA $137
CA $154 total
Dec 19 - Dec 20
includes taxes & fees
8/10 Very Good! (998 reviews)

Top cheap Sugarloaf Key hotel deals

Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
The price is CA $137 per night from Dec 19 to Dec 20
CA $137
CA $154 total
Dec 19 - Dec 20
includes taxes & fees
8/10 Very Good! (998 reviews)

Top hotels in Sugarloaf Key for Extended Stay

Ocean Front 1BR Suite With Direct Beach Access

Ocean Front 1BR Suite With Direct Beach Access

Key West FL
The price is CA $566 per night from Dec 15 to Dec 16
CA $566
CA $755 total
Dec 15 - Dec 16
includes taxes & fees
10/10 Exceptional! (2 reviews)
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.

Sugarloaf Key hotels essential information

Accommodation
3,565 hotels
Lowest Price
CA $154
Highest Price
CA $993
Popular hotels
Beachside Resort & Residences, Blue Flamingo Resort Key West, Oceans Edge Key West Resort, Hotel & Marina, Hilton Garden Inn Key West / The Keys Collection, Margaritaville Beach House Key West, Southernmost Beach Resort and Guesthouses, Havana Cabana at Key West , DoubleTree Resort by Hilton Grand Key - Key West, The Perry Hotel & Marina Key West

Frequently asked questions

What are the top kid-friendly hotels in Sugarloaf Key?
Family getaways are where treasured memories are made, but traveling with young ones can be challenging. These kid-friendly Sugarloaf Key hotels offer perks that aim to keep adventurers of all ages relaxed and happy: THE BLACK MARLIN - 3 BEDROOM / 2.5 BATHROOM WITH POOL & TIKI HUT will help make your trip the most memorable one yet. It comes with an assortment of conveniences aimed at families, such as a swimming pool and a playground. Oceanfront Sugarloaf Key Home w/ Private Dock is another top pick. After an exciting day of sightseeing, come home to your cozy room and perks like a king bed and free WiFi.
Where can I find cheap hotels in Sugarloaf Key?
At Travelocity you'll find really nice hotels in Sugarloaf Key at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Sugarloaf Key rather than in Sugarloaf Key. We may find you even better rates, too.
How do I find the best Sugarloaf Key hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Sugarloaf Key then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Sugarloaf Key?
The cheapest hotel in Sugarloaf Key is CA $154 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Sugarloaf Key?
There are 3,565 hotels in Sugarloaf Key on Travelocity.
What are the best hotels in Sugarloaf Key?
Sugarloaf Key has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Sugarloaf Key for you!
When is the best time to visit Sugarloaf Key?
If you want the joy of a fun-filled trip in peak season, visit Sugarloaf Key during February, March and November. If you'd prefer the peace of off-season, book a stay during quieter months, such as April, September and October.
When is the cheapest time to stay in Sugarloaf Key?
Based on historic data is usually the cheapest month to visit Sugarloaf Key. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Sugarloaf Key?
There are multiple hotels in Sugarloaf Key that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Sugarloaf Key. We have plenty of kid-friendly hotels in Sugarloaf Key to choose from on Travelocity!
Why book a hotel in Sugarloaf Key through Travelocity?
Because we have the top hotels in Sugarloaf Key! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Sugarloaf Key on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Sugarloaf Key hotel reviews by fellow wanderers

Margaritaville Beach House Key West

Margaritaville Beach House Key West

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Great place. Relatively quiet, but with great shuttle service to old town for more lively entertainment and more island food!"
A verified traveller stayed at Margaritaville Beach House Key West
Margaritaville Beach House Key West

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