Compare Florida Keys Vacation Rentals

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Florida Keys Rentals

Cabins at Bonefish Bay

Cabins at Bonefish Bay

3 out of 5
12565 Overseas Hwy, Marathon, FL
10.12 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, barbecue grills, and a picnic area.
Pool
Kitchen
Yacht Haven Marina

Yacht Haven Marina

3.5 out of 5
5 Sombrero Blvd, Marathon, FL
8.04 mi from city center
$210 nightly
The price is $237 total per night
$237 total
Sep 21 - Sep 22
Total with taxes and fees
Yacht Haven Marina features free WiFi in public areas and barbecue grills. 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 a picnic area.
Kitchen
Parking included
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr, Islamorada, FL
38.67 mi from city center
$215 nightly
The price is $242 total per night
$242 total
Sep 24 - Sep 25
Total with taxes and fees
Treasure Harbor features free WiFi in public areas and a vending machine. If you decide to drive, there's free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area.
Parking included
Free WiFi
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
32.67 mi from city center
$133 nightly
The price is $148 total per night
$148 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at Breezy Palms Resort enjoy access to a marina, an outdoor pool, and free WiFi in public areas. Self parking is available for USD 30.00 per day. Helpful staff can provide tour or ticket assistance, luggage storage, and a safe deposit box at the front desk. Other amenities at this beach aparthotel include a terrace, laundry facilities, and a gift shop.
Pool
Kitchen
Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf, Marathon, FL
8.08 mi from city center
$79 nightly
The price is $89 total per night
$89 total
Sep 22 - Sep 23
Total with taxes and fees
Tropical Cottages offers a picnic area, a garden, and barbecue grills. If you drive, put free parking to good use. Multilingual staff is on hand to answer questions.
Parking included
Restaurant
Skipjack Resort & Marina

Skipjack Resort & Marina

3 out of 5
19 Sombrero Blvd, Marathon, FL
Free Cancellation
Reserve now, pay when you stay
8 mi from city center
$195 nightly
The price is $219 total per night
$219 total
Sep 21 - Sep 22
Total with taxes and fees
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 dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this golf aparthotel include meeting rooms, a business center, and a computer station.
Pool
Kitchen
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
35.09 mi from city center
$599 nightly
The price is $674 total per night
$674 total
Sep 20 - Sep 21
Total with taxes and fees
Guests staying at The Islands of Islamorada enjoy access to 2 outdoor pools, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Other amenities at this beach villa include a hot tub, wedding services, and a garden.
Pool
Hot Tub
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
13.51 mi from city center
$204 nightly
The price is $230 total per night
$230 total
Sep 21 - Sep 22
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
The Hammocks at Marathon

The Hammocks at Marathon

2.5 out of 5
1688 Overseas Hwy, Marathon, FL
7.2 mi from city center
At The Hammocks at Marathon, guests enjoy a marina, an outdoor pool, and a gym. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Additional amenities include a hot tub, coffee/tea in a common area, and laundry facilities.
Pool
Hot Tub
Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

Waterfront home with dock, pool table & private pool - walk to Sombrero Beach

8.6 mi from city center
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden. This beach vacation home also has barbecue grills.
Pool
Kitchen
Knight's Key Suites

Knight's Key Suites

3 out of 5
40 Kyle Way W, Marathon, FL
6.97 mi from city center
$98 nightly
The price is $107 total per night
$107 total
Sep 21 - Sep 22
Total with taxes and fees
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
Island Bay Resort

Island Bay Resort

2.5 out of 5
92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL
43.47 mi from city center
Guests staying at Island Bay Resort enjoy a private beach, free WiFi in public areas, and laundry facilities. You can take advantage of free parking if you drive. Front-desk staff can help with locker space, and provide local restaurant recommendations. Other amenities at this beach aparthotel include a vending machine, barbecue grills, and a garden.
Kitchen
Parking included
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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.

Florida Keys Large Group Rentals

How to Book Vacation Rentals in Florida Keys



🏠 What is the best price for Florida Keys vacation rentals?

Florida Keys vacation rentals range in price, starting at $89 per night.


🏠 What types of vacation rentals in Florida Keys can I rent?

Orbitz offers a wide range of Florida Keys 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 Florida Keys condo rentals.


🏠 Is it free to cancel my Florida Keys 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 Florida Keys 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 Florida Keys. 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 Florida Keys?

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 Florida Keys apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Florida Keys?

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 Florida Keys package deals will get you even more savings.

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