Search Vacation Homes in Sugarloaf Key
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Sugarloaf Key holiday homes
1. Starlight Serenity - Hideaway w Stunning Views
Starlight Serenity - Hideaway w Stunning ViewsSummerland Key
10.0 out of 10, Exceptional, (1 review)
"The host team is amazing and very responsive. The house is very beautiful inside and out. We loved grilling downstairs, so much room down there. We loved our stay here because it was very secluded, unlike Key West, where you are on top of each other. The location is perfect because you can still make it down to Key West in 25 minutes for activities and food."
max
The price is HK$1,731
HK$4,664 total
includes taxes & fees
30 Sept - 1 Oct
2. Starlight Serenity - Hideaway with Stunning Views
Starlight Serenity - Hideaway with Stunning ViewsSummerland Key
10.0 out of 10, Exceptional, (1 review)
"This place was everything we needed. The location was the perfect combination of secluded but with accessibility to Marathon and Key West. The house had everything we needed. We loved the appliances, the bed, the shower and the wrap-around porch with the swing. And the people managing the property made our visit the best experience from booking to departure. Will book again!"
Tom H.
The price is HK$1,419
HK$4,414 total
includes taxes & fees
14 Sept - 15 Sept
3. The Lighthouse - Beach Houses Key West
The Lighthouse - Beach Houses Key WestUpper Sugarloaf Key
9.6 out of 10, Exceptional, (11 reviews)
"Thank you for our wonderful stay at this beautiful property - everything was perfect - Peter"
Peter Q.
4. SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.4 out of 10, Exceptional, (111 reviews)
"$125.00 extra charge when arriving. Almost all the remotes needed batteries. Furniture was all shoved up against walls, everything needed to be set back up. Kayaks were under house buried under a massive amount of junk and covered with sand and debris. A/C worked on and off. A/c window unit drain poured water on steps down to sea wall making them very slippery all the time. May have been a very nice place years ago but really shows its age and poor maintenance. Did not feel like calling the...
Ken
The price is HK$1,011
HK$3,194 total
includes taxes & fees
2 Sept - 3 Sept
5. SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.6 out of 10, Exceptional, (95 reviews)
"Great location, wonderful hosts!"
Blue Mountain Footwear F.
The price is HK$1,168
HK$3,394 total
includes taxes & fees
2 Sept - 3 Sept
6. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe KeyCudjoe Key
9.8 out of 10, Exceptional, (6 reviews)
"Property was perfectly located and very clean and comfortable."
Kiara
The price is HK$1,467
HK$4,554 total
includes taxes & fees
8 Sept - 9 Sept
7. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart OptionCudjoe Key
9.4 out of 10, Exceptional, (17 reviews)
"Our family had an amazing vacation! We love the house and hope to come back!! "
Tammy G.
The price is HK$1,564
HK$4,762 total
includes taxes & fees
5 Sept - 6 Sept
8. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious ComfortCudjoe Key
9.6 out of 10, Exceptional, (4 reviews)
"Stayed with family and good location for family vacations. "
Phani U.
The price is HK$1,646
HK$4,862 total
includes taxes & fees
5 Sept - 6 Sept
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.
Find holiday rentals that suit your style
Cottages
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Sugarloaf Key Hotel Reviews
Blue Flamingo Resort Key West
10/10 Excellent
Find out more about Sugarloaf Key
Sugarloaf Key Vacation Homes information
Number of reviews | 696 |
|---|---|
Accommodation | 898 Vacation Homes |
Lowest Price | HK$3,194 |
Highest Price | HK$7,315 |
Explore a world of travel with Expedia
- Hostels in Key West
- Hotels near Florida Keys Beaches
- Apartments in Key West
- Hotels near Looe Key National Marine Sanctuary
- Houseboats in Cow Key
- B&B in Ramrod Key
- Villas in Key West
- New Town Hotels
- B&B in Key West
- Wyndham Hotels in Sugarloaf Shores
- Vacation Homes in Key West
- Guest Houses in Key West
- Houseboats in Key West
- Sands Hotels
- Resorts in Stock Island
- Resorts in Cudjoe Key
- Resorts in Little Torch Key
- Boutique Hotel Hotels in Stock Island
- 3 Star Hotels in Stock Island
- Hotels near National Key Deer Refuge Visitor Center
- Vacation Homes in Key Haven
- Condo Rentals in Summerland Key
- Family Hotel Hotels in Cudjoe Key
- Lgbt Welcoming Hotel Hotels in Ramrod Key
- Apartments in Boca Chica Key
- Apartments in Lower Keys
- Aparthotels in Fleming Key
- Motels in Summerland Key
- Aparthotels in Big Torch Key
- B&B in Summerland Key
- 4 Star Hotels in Ramrod Key
- Motels in No Name Key
- Rv Parks in Summerland Key
- Resorts in Key West
- Independent Hotels in Ramrod Key
- 5 Star Hotels in Melody Key
- Cabin Rentals in Key West
- Vacation Homes in Little Torch Key
- Condo Rentals in Key West
- Resorts in Cow Key
- Hotels near Key West Tropical Forest and Botanical Garden
- Apartments in Summerland Key
- Noble House Hotels in Rockland Key
- Aparthotels in Ramrod Key
- Rv Parks in Ramrod Key
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Little Torch Key
- Flights from Bartow (BOW) to Key West (EYW)
- Flights to Stock Island
- Flights from Hong Kong (HKG) to Key West (EYW)
- American Airlines New York (LGA) to Key West (EYW) flights
- Flights from Kissimmee (ISM) to Key West (EYW)
- American Airlines Dallas (DFW) to Key West (EYW) flights
- Delta Seattle (SEA) to Key West (EYW) flights
- Flights from New York (JFK) to Key West (EYW)
- Flights from Toronto (YYZ) to Key West (EYW)
- Silver Airways Tampa (TPA) to Key West (EYW) flights
- American Airlines San Francisco (SFO) to Key West (EYW) flights
- Flights from Gainesville (GNV) to Key West (EYW)
- Flights from Big Pine Key
- Flights from Minneapolis (MSP) to Key West (EYW)
- Flights to Cudjoe Key
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Winter Haven (GIF) to Key West (EYW)
- Flights from Destin (DSI) to Key West (EYW)
- Flights from Key Haven
- Flights from Page (PGA) to Key West (EYW)
- Flights from St. Augustine (UST) to Key West (EYW)
- American Airlines Baltimore (BWI) to Key West (EYW) flights
- Flights to Big Pine Key
- Flights from Jaisalmer (JSA) to Key West (EYW)
- Flights from Los Angeles (LAX) to Key West (EYW)
- Flights from Durango (DRO) to Key West (EYW)
- Flights from Budapest (BUD) to Key West (EYW)
- Flights from Melody Key
- Flights from Chos Malal (HOS) to Key West (EYW)
- Flights from Tyler (TYR) to Key West (EYW)
- Flights to Melody Key
- Flights from Willemstad (CUR) to Key West (EYW)
- American Airlines Washington (DCA) to Key West (EYW) flights
- Flights from Olathe (OJC) to Key West (EYW)