Sugarloaf Shores, FL
Summerland Key





Visit Sugarloaf Shores
Things to do

Luxury Sandbar and Snorkeling trip in Key West
$1,200
per traveler

Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$130
per adult
98% of travellers recommend

Key West Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider
$145
per adult
96% of travellers recommend
Sugarloaf Shores Hotel Deals

Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$265 nightly
The price is $298 total per night from Oct 19 to Oct 20
$298 total
Oct 19 - Oct 20
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,800 reviews)
"All perfect!! Nice place"
Reviewed on Oct 18, 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$200 nightly
The price is $225 total per night from Nov 3 to Nov 4
$225 total
Nov 3 - Nov 4
Total with taxes and 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 ...
9/10 Wonderful! (1,882 reviews)
"So Pretty and clean the place"
Reviewed on Oct 16, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Oct 25 to Oct 26
$197 total
Oct 25 - Oct 26
Total with taxes and 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 ...

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$202 nightly
The price is $227 total per night from Oct 27 to Oct 28
$227 total
Oct 27 - Oct 28
Total with taxes and 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. ...

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$202 nightly
The price is $228 total per night from Oct 20 to Oct 21
$228 total
Oct 20 - Oct 21
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (2,408 reviews)
"Todo maravillosamente genial"
Reviewed on Oct 18, 2026

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
$276 nightly
The price is $310 total per night from Nov 1 to Nov 2
$310 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
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.
Where to stay in Sugarloaf Shores
Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf Shores
Learn more about Sugarloaf Shores

Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Key and Venture Out Keys are some notable places to visit nearby.

Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.

Bay Point
Bay Point might not have many top sights, but Lower Sugarloaf Sound and Florida Keys Beaches are two attractions nearby that you can check out.

Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.
Sugarloaf Shores, FL
Explore a world of travel with Expedia
- Budget in Sugarloaf Key
- Independent Hotels in Sugarloaf Key
- 5 Star Hotels in Summerland Key
- Apartments in Cudjoe Key
- Privatevacationhomes in Cudjoe Key
- Pet Friendly in Sugarloaf Key
- Cottages in Sugarloaf Key
- Hilton Hotels in Summerland Key
- Hotels in Summerland Key
- Cabins in Sugarloaf Key
- 4 Star Hotels in Sugarloaf Key
- Flights to Big Pine Key
- Flights to Cudjoe Key
- Flights to Key West Intl.
- Flights from Tampa (TPA) to Key West (EYW)
- Flights to Summerland Key
- Flights to Sugarloaf Key
- Flights from Orlando (MCO) to Key West (EYW)
- Delta Air Lines Atlanta (ATL) to Key West (EYW) flights
- JetBlue Airways Boston (BOS) to Key West (EYW) flights
- Flights to Little Torch Key
- Where to stay in Cudjoe Key
- Visit Boca Chica Key
- Key West Vacations
- Cudjoe Key All Inclusive Vacation Packages
- Upper Sugarloaf Sound
- Visit Downtown Key West
- Where to stay in Big Pine Key
- Lower Florida Keys All Inclusive Vacation Packages
- Where to stay in Marathon
- Lower Florida Keys All Inclusive Vacation Packages
- Where to stay in Boca Chica Key
- Visit Little Torch Key
- Big Pine Key Vacations
- Smathers Beach
- Old Town Key West Vacations
- Visit Big Pine Key
- Visit Lower Florida Keys
- Where to stay in Sugarloaf Key
- Where to stay in Key Colony Beach
- Where to stay in Little Torch Key
- Fort East Martello Museum
- Visit New Town
- Lower Florida Keys All Inclusive Vacation Packages
- Boca Chica Nude Beach
- Sugarloaf Key All Inclusive Vacation Packages
- Visit Old Town Key West
- Visit Key West
- Lower Florida Keys All Inclusive Vacation Packages
- Visit Bahama Village
- Lower Florida Keys All Inclusive Vacation Packages
- Lower Florida Keys All Inclusive Vacation Packages
- Visit Summerland Key
- Where to stay in Lower Sugarloaf Key
- Where to stay in Key West
- Visit Sugarloaf Key
- Visit Key West Historic District
- Lower Florida Keys All Inclusive Vacation Packages
- Where to stay in Lower Florida Keys
- Visit Cow Key
- Visit Ramrod Key
- Lower Florida Keys All Inclusive Vacation Packages
- Visit Cudjoe Key
- Visit Dredgers Key



