Vacation Homes in Sugarloaf Key, FL
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Vacation Homes in Sugarloaf Key

Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking

Charming 3-bedroom house in Big Pine Key near Beach and Key West

New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis

NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

Perfect Location, Private Heated Pool, Pristine Luxury Home!

TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!

OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

Private Secluded Ocean View & Pool Near Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Top hotels in Sugarloaf Key

Oceans Edge Key West Resort, Hotel & Marina
Find the Best Vacation Homes in Sugarloaf Key
Why book a vacation home in Sugarloaf Key?
Vacation homes in Sugarloaf Key make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Sugarloaf Key?
Private Sugarloaf Key rental homes range between $285 - $2,402 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Sugarloaf Key vacation home rentals. You might look for Sugarloaf Key rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Sugarloaf Key offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Sugarloaf Key?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Sugarloaf Key. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Sugarloaf Key hotels and vacation homes that best suit your stay. We also have deals for flights, and Sugarloaf Key car rentals. You’ll save even more when you bundle your items into a Sugarloaf Key vacation package!
How many vacation homes are available to book in Sugarloaf Key?
There are 841 rental homes in Sugarloaf Key. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Sugarloaf Key?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Sugarloaf Key Vacation Homes essential information
Accommodation | 841 Vacation Homes |
|---|---|
Lowest Price | $285 |
Highest Price | $2,402 |
Popular accommodation | Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking, Charming 3-bedroom house in Big Pine Key near Beach and Key West, New 4BR/4BA Sleeps 12+ minutes to Beach & Duval St. Private backyard pool oasis, NEW listing!! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool, CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!, Perfect Location, Private Heated Pool, Pristine Luxury Home!, TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!, OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!, Private Secluded Ocean View & Pool Near Key West, Cudjoe Cottages, swimming pool, just 20 miles from Key West, Walk to Duval, Private Pool - Keys Breeze, Casa De Cubana | New! Cuban-Style Home Steps from Duval Street |
More ways to wander Sugarloaf Key
Explore More Ways to Travel with Travelocity
- All Inclusive Resorts & in Key West
- Holiday Park Resorts in Flamingo
- Safari Camps in Flamingo
- Treehouses in Flamingo
- 5 Star Hotels in Cudjoe Key
- B&B in Cudjoe Key
- Cottages in Cudjoe Key
- Beach Resorts & in Cudjoe Key
- Kid Friendly Hotels in Cudjoe Key
- Fishing Resorts & in Cudjoe Key
- Hotels with Pools in Cudjoe Key
- Pet Friendly Hotels in Cudjoe Key
- Romantic Getaways & Hotels in Cudjoe Key
- Cudjoe Key Hotels
- Rv Parks in Cudjoe Key
- Villas in Cudjoe Key
- Apartments in Summerland Key
- B&B in Summerland Key
- Chalets in Summerland Key
- Cottages in Summerland Key
- Country Houses in Summerland Key
- Holiday Park Resorts in Summerland Key
- Adults Only Resorts & in Summerland Key
- All Inclusive Resorts & in Summerland Key
- Cheap Hotels in Summerland Key
- Hotels with Kitchenettes in Summerland Key
- Summerland Key Hotels
- Houseboats in Summerland Key
- Motels in Summerland Key
- Vacation Homes in Summerland Key
- Rv Parks in Summerland Key
- Safari Camps in Summerland Key
- Town Houses in Summerland Key
- Treehouses in Summerland Key
- Villas in Summerland Key
- 5 Star Hotels in Lower Florida Keys
- Condos in Lower Florida Keys
- Cottages in Lower Florida Keys
- Beach Resorts & in Lower Florida Keys
- Kimpton Hotels in Lower Florida Keys
- Lower Florida Keys Hotels
- Vacation Homes in Lower Florida Keys
- Apartments in Lower Keys
- Cheap Hotels in Lower Keys
- Hotels with Air Conditioning in Lower Keys
- Hotels with Hot Tubs in Lower Keys
- Pet Friendly Hotels in Lower Keys
- Lower Keys Hotels
- Motels in Lower Keys
- Vacation Homes in Lower Keys
- Rv Parks in Lower Keys
- Apartments in Lower Sugarloaf Key
- Hostels in Lower Sugarloaf Key
- Apartments in Coopertown
- B&B in Coopertown
- Condos in Coopertown
- Rv Parks in Coopertown
- Big Coppitt Key Hotels
- 4 Star Hotels in Melody Key
- Resorts in Melody Key
- Cottages in Ramrod Key
- Extended Stay Hotels in Ramrod Key
- 3 Star Hotels in Sugarloaf Shores
- Sugarloaf Shores Hotels
- Hotels near Saddlebunch Keys
- Flights to Key West
- Flights to Cudjoe Key
- Flights from Austin to Cudjoe Key
- Flights from Las Vegas to Cudjoe Key
- Flights from Phoenix to Cudjoe Key
- Flights to Summerland Key
- Flights from Atlanta to Lower Florida Keys
- Flights from Minneapolis - St. Paul to Lower Florida Keys
- Flights from New York to Lower Florida Keys
- Flights from Raleigh to Lower Florida Keys
- Flights from Richmond to Lower Florida Keys
- Flights from Tampa to Lower Florida Keys
- Flights from Atlanta to Lower Keys
- Flights from Minneapolis - St. Paul to Lower Keys
- Flights from Atlanta to Melody Key
- Flights from Dallas to Melody Key
- Flights from Houston to Melody Key
- Flights from Orlando to Melody Key
- Flights from Fort Lauderdale to Melody Key
- Flights from Newark to Melody Key







