Compare Sugarloaf Key Vacation Rentals

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Sugarloaf Key Rentals

Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,

10.35 mi from city center
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
Free Cancellation
Reserve now, pay when you stay
13.23 mi from city center
The price is $256 per night
$256
includes taxes & fees
$239 per night
May 4 - May 5
Guests staying at Old Wooden Bridge Resort and Marina enjoy access to a marina, an outdoor pool, and free WiFi in public areas. If you plan to drive, free parking is available. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include express check-in, a terrace, and barbecue grills.
Pool
Pet friendly
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West

12.98 mi from city center
The price is $583 per night
$583
includes taxes & fees
$525 per night
May 12 - May 13
At this houseboat, guests have access to a gym, laundry facilities, and barbecue grills.
Pool
Kitchen
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2 out of 5
5130 Overseas Hwy, Key West, FL
13.32 mi from city center
The price is $329 per night
$329
includes taxes & fees
$292 per night
May 7 - May 8
Guests staying at this houseboat enjoy features like a marina and free WiFi in public areas. You can put free parking to good use if you drive.
Parking included
Free WiFi
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!

13.43 mi from city center
The price is $273 per night
$273
includes taxes & fees
$246 per night
May 27 - May 28
Guests of this houseboat have access to designated smoking areas.
Poolside Cottage #411

Poolside Cottage #411

13.61 mi from city center
The price is $372 per night
$372
includes taxes & fees
$335 per night
May 4 - May 5
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free vacation home also has barbecue grills.
Pool
Hot Tub
Coconut Mallory Resort And Marina By Kees Vacations

Coconut Mallory Resort And Marina By Kees Vacations

3 out of 5
1445 S Roosevelt Blvd, Key West, FL
13.66 mi from city center
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Coconut Mallory Resort And Marina By Kees Vacations. If you plan to drive, free parking is available. Multilingual staff is on hand to answer questions. Additional amenities include barbecue grills and a picnic area.
Pool
Hot Tub
The Salt Cay | Updated! Stunning Sunset View, Pool!

The Salt Cay | Updated! Stunning Sunset View, Pool!

13.9 mi from city center
The price is $505 per night
$505
includes taxes & fees
$458 per night
May 6 - May 7
This apartment features a gym and laundry facilities.
Pool
Kitchen
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

15.59 mi from city center
At this condo, guests enjoy features like an outdoor pool, a gym, and a sauna. Other amenities at this beach condo building include a hot tub, laundry facilities, and a garden.
Pool
Hot Tub
Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!

17.05 mi from city center
The price is $252 per night
$252
includes taxes & fees
$227 per night
May 7 - May 8
Guests of this apartment enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free apartment building also has barbecue grills.
Pool
Hot Tub
Heart of Downtown Key West Cottage With Off-Street Parking

Heart of Downtown Key West Cottage With Off-Street Parking

17.07 mi from city center
At this cottage, guests have access to free WiFi in public areas and laundry facilities.
Kitchen
Washer
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
200 Sunset Lane, Key West, FL
17.23 mi from city center
The price is $343 per night
$343
includes taxes & fees
$305 per night
May 5 - May 6
An outdoor pool and free WiFi in public areas are features at Hyatt Vacation Club at Sunset Harbor, Key West. Self parking is available for USD 35 per night. Front-desk staff can help with concierge services, and provide local restaurant recommendations.
Pool
Free WiFi
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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.

Sugarloaf Key Large Group Rentals

How to Book Vacation Rentals in Sugarloaf Key



🏠 What is the best price for Sugarloaf Key vacation rentals?

Sugarloaf Key vacation rentals range in price, starting at $252 per night.


🏠 What types of vacation rentals in Sugarloaf Key can I rent?

Orbitz offers a wide range of Sugarloaf Key rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Sugarloaf Key condo rentals.


🏠 Is it free to cancel my Sugarloaf Key vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Sugarloaf Key vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Sugarloaf Key. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Sugarloaf Key?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Sugarloaf Key apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Sugarloaf Key?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Sugarloaf Key package deals will get you even more savings.

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