Compare Sugarloaf Key Vacation Rentals

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Sugarloaf Key Rentals

Old Florida Style, wrap around porch, boat basin for dockage, open water

Old Florida Style, wrap around porch, boat basin for dockage, open water

10.3 mi from city center
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has 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
13.23 mi from city center
$205 nightly
The price is $231 total per night
$231 total
Oct 1 - Oct 2
Total with taxes and fees
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 a picnic area.
Pool
Pet friendly
1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

1-bedroom boat at the Perry with AC, fitness room and 2 swimming pools

Key West, FL
12.97 mi from city center
$297 nightly
The price is $331 total per night
$331 total
Oct 1 - Oct 2
Total with taxes and fees
At this vacation home, guests have access to a gym, laundry facilities, and barbecue grills.
Pool
Pet friendly
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
$256 nightly
The price is $288 total per night
$288 total
Oct 1 - Oct 2
Total with taxes and fees
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
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 a picnic area and barbecue grills.
Pool
Hot Tub
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

16.69 mi from city center
$299 nightly
The price is $330 total per night
$330 total
Oct 2 - Oct 3
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Dryer
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC

16.79 mi from city center
$192 nightly
The price is $214 total per night
$214 total
Oct 6 - Oct 7
Total with taxes and fees
At this apartment, guests have access to free WiFi in public areas.
Kitchen
Pet friendly
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

16.81 mi from city center
At this condo, guests have access to features like laundry facilities. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Kitchen
Washer
Perfect Location, Private Heated Pool, Pristine Luxury Home!

Perfect Location, Private Heated Pool, Pristine Luxury Home!

16.93 mi from city center
$1,548 nightly
The price is $1,717 total per night
$1,717 total
Oct 2 - Oct 3
Total with taxes and fees
At this vacation home, guests have access to an outdoor pool, laundry facilities, and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
Steps from Duval, Pool on Site & Bikes Included!

Steps from Duval, Pool on Site & Bikes Included!

17.05 mi from city center
$246 nightly
The price is $273 total per night
$273 total
Oct 12 - Oct 13
Total with taxes and fees
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
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 $214 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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