Compare Big Pine Key Vacation Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Big Pine Key Rentals

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
1.94 mi from city center
The price is $256 per night
$256
includes taxes & fees
$239 per night
May 5 - May 6
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
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

2 out of 5
38801 Overseas Highway, Big Pine Key, FL
6.74 mi from city center
Guests of Sunshine Key RV Resort & Marina have access to a private beach, a marina, and an outdoor pool. You'll find limited parking. Friendly staff can provide concierge services, and also offer advice about sightseeing. Additional amenities include free WiFi in public areas, a library, and laundry facilities.
Pool
Kitchen
Tropical Caribbean Paradise with pool!

Tropical Caribbean Paradise with pool!

0.75 mi from city center
At this vacation home, guests have access to features like laundry facilities.
Pool
Kitchen
Keys 3 Bedroom Corner Home near Beach & Key West

Keys 3 Bedroom Corner Home near Beach & Key West

0.85 mi from city center
The price is $720 per night
$720
includes taxes & fees
$649 per night
May 6 - May 7
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

9.05 mi from city center
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Knight's Key Suites

Knight's Key Suites

3 out of 5
40 Kyle Way W, Marathon, FL
14.7 mi from city center
The price is $144 per night
$144
includes taxes & fees
$131 per night
May 5 - May 6
Guests staying at Knight's Key Suites enjoy an outdoor pool, free WiFi in public areas, and a picnic area. If you drive, put free parking to good use. This aparthotel also has barbecue grills.
Pool
Parking included
Aqua Lodges at 47th Street Gulfside

Aqua Lodges at 47th Street Gulfside

3 out of 5
1 47th Street Gulf, Marathon, FL
17.35 mi from city center
The price is $304 per night
$304
includes taxes & fees
$270 per night
May 5 - May 6
Aqua Lodges at 47th Street Gulfside features free WiFi in public areas and barbecue grills. If you drive, put free parking to good use. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. This houseboat also has a picnic area.
Parking included
Free WiFi
Skipjack Resort & Marina

Skipjack Resort & Marina

3 out of 5
19 Sombrero Blvd, Marathon, FL
17.4 mi from city center
Skipjack Resort & Marina features a marina, an outdoor pool, and a gym. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with concierge services, luggage storage, and securing valuables. Other amenities at this golf aparthotel include meeting rooms, a business center, and a computer station.
Pool
Kitchen
Yacht Haven Marina

Yacht Haven Marina

3.5 out of 5
5 Sombrero Blvd, Marathon, FL
17.65 mi from city center
The price is $304 per night
$304
includes taxes & fees
$284 per night
May 31 - Jun 1
Yacht Haven Marina features free WiFi in public areas and a picnic area. You can take advantage of free parking if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This houseboat also has barbecue grills.
Kitchen
Parking included
Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf, Marathon, FL
18.07 mi from city center
The price is $124 per night
$124
includes taxes & fees
$110 per night
May 5 - May 6
Tropical Cottages offers a garden, a picnic area, and barbecue grills. If you drive, put free parking to good use. Multilingual staff is on hand to answer questions.
Parking included
Restaurant
Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay

3.5 out of 5
7200 Aviation Blvd, Marathon, FL
18.61 mi from city center
The price is $347 per night
$347
includes taxes & fees
$322 per night
May 12 - May 13
Guests of this vacation home enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. You can take advantage of free parking if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers pet-sitting services.
Pool
Kitchen
Cabins at Bonefish Bay

Cabins at Bonefish Bay

3 out of 5
12565 Overseas Hwy, Marathon, FL
21.28 mi from city center
Guests of Cabins at Bonefish Bay enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. If you plan to drive, free parking is available. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include laundry facilities, a picnic area, and barbecue grills.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Big Pine Key
View all properties
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.

Big Pine Key Large Group Rentals

How to Book Vacation Rentals in Big Pine Key



🏠 What is the best price for Big Pine Key vacation rentals?

Big Pine Key vacation rentals range in price, starting at $124 per night.


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

Orbitz offers a wide range of Big Pine 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 Big Pine Key condo rentals.


🏠 Is it free to cancel my Big Pine 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 Big Pine 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 Big Pine 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 Big Pine 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 Big Pine Key apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Big Pine 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 Big Pine Key package deals will get you even more savings.

More Places To Stay in Big Pine Key

Recommended Vacation Rental Locations