Find Hotels & Resorts for Couples in Sugarloaf Key, FL

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Check availability on Sugarloaf Key Hotels & Resorts for Couples

Our top choices for Sugarloaf Key adventure hotels

Outdoor pool, sun loungers
Havana Cabana at Key West

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1732)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
$228 nightly
The price is $257
Dec 15 - Dec 16
Total with taxes and fees
Havana Cabana at Key West
Pool
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (161)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
$286 nightly
The price is $317
Dec 10 - Dec 11
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West
Exterior
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
8.6 out of 10, Excellent, (151)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
Cottage with Pool and Boat Dockage just minutes to Key West!
Interior
🌴 TROPICAL RETREAT 🌴 RV in the Keys

🌴 TROPICAL RETREAT 🌴 RV in the Keys

Big Pine Key
10.0 out of 10, Exceptional, (2)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
United States
DeeBrett
$296 nightly
The price is $329
Dec 10 - Dec 11
Total with taxes and fees
🌴 TROPICAL RETREAT 🌴 RV in the Keys
King Room D | Balcony
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (876)
"The staff was really nice"
United States
doug
$224 nightly
The price is $253
Dec 14 - Dec 15
Total with taxes and fees
Simonton Court Historic Inn & Cottages
Beach nearby
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!

Old Town Key West
9.6 out of 10, Exceptional, (143)
"Great property. Lots of thoughtful amenities. Management friendly and responsive. "
United States
Diane V.
$237 nightly
The price is $263
Dec 15 - Dec 16
Total with taxes and fees
CORTEZ ~ Adults Only, King Room w/Pool View at Azul Mansion!
Swim-up bar
Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
$817 nightly
The price is $920
Dec 10 - Dec 11
Total with taxes and fees
Atlantic View Luxury Villa with Pool
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio
Southernmost House

Southernmost House

4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Great place with excellent staff. "
United States
Willie
$382 nightly
The price is $429
Dec 16 - Dec 17
Total with taxes and fees
Southernmost House
Outdoor pool
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!

Stock Island
7.8 out of 10, Good, (26)
"This was exactly what was advertised, it was clean, and in a great location. The on-site restaurant had great food. Also, all staff members we encountered were very friendly and accommodating. I hope it’s available for our next trip."
United States
Julie
$451 nightly
The price is $501
Dec 10 - Dec 11
Total with taxes and fees
Viking Yacht Getaway in the Keys !!NEW LOCATION!! !!Tons of Amenities!!
A heated pool
Island Time #110 Ocean Views - Cudjoe Key

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
Cudjoe Key
9.6 out of 10, Exceptional, (11)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
$586 nightly
The price is $651
Dec 10 - Dec 11
Total with taxes and fees
Island Time #110 Ocean Views - Cudjoe Key
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

10/10 Excellent
"Staff was very polite and amazing ,grounds well taken care of .the suite was top notch ,George the bartender and Keith front desk were top notch "
Michael 5-night trip
Posted 2 days ago
Beachside Resort & Residences

Frequently asked questions

Why book your hotel for couples in Sugarloaf Key with Expedia?
We believe that getting away with your sweetheart should be hassle-free, so if you're seeking a hotel for couples in Sugarloaf Key at a competitive price, Expedia can help. Keep the budget under control and opt for a low-cost motel, or splurge and book a luxury hotel stay to spoil the one you love the most.
How can I find cheap hotels for couples in Sugarloaf Key?
Expedia can help you easily source cheap hotels for couples in Sugarloaf Key. Use our convenient filter tool to select star rating, amenities and budget to refine your search and book a great place to escape with your love in a couple of quick clicks.
What is there to do in Sugarloaf Key near my hotel for couples?
Once you've settled into your hotel, venture out and explore the fantastic things Sugarloaf Key has on offer. Florida Keys Beaches is a great attraction to add to your must-see list.

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