Compare Ramrod Key Vacation Rentals

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Ramrod 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

Little Torch Key FL
1.82 mi from city center
$739 nightly
The price is $821 total per night
$821 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

Cudjoe Key FL
3.76 mi from city center
At this vacation home, guests have access to features like laundry facilities. 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
Relax by Florida Keys Beaches, just a 7-min drive away

Relax by Florida Keys Beaches, just a 7-min drive away

Cudjoe Key FL
3.76 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include local meal delivery service and barbecue grills.
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
4.82 mi from city center
$241 nightly
The price is $271 total per night
$271 total
Jan 7 - Jan 8, 2026
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 barbecue grills.
Pool
Pet friendly
Cottage with Pool and Boat Dockage just minutes to Key West!

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

Cudjoe Key FL
5.29 mi from city center
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key FL
5.29 mi from city center
$315 nightly
The price is $349 total per night
$349 total
Dec 27 - Dec 28
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key FL
5.33 mi from city center
$312 nightly
The price is $346 total per night
$346 total
Dec 21 - Dec 22
Total with taxes and fees
This cottage features an outdoor pool and laundry facilities.
Pool
Kitchen
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key FL
5.33 mi from city center
$312 nightly
The price is $346 total per night
$346 total
Dec 21 - Dec 22
Total with taxes and fees
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key FL
5.33 mi from city center
$312 nightly
The price is $346 total per night
$346 total
Dec 21 - Dec 22
Total with taxes and fees
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Pool
Kitchen
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

Summerland Key FL
5.5 mi from city center
At this vacation home, guests enjoy an outdoor pool, a gym, and a hot tub. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

2 out of 5
38801 Overseas Highway Big Pine Key FL
10.53 mi from city center
$305 nightly
The price is $343 total per night
$343 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
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
Knight's Key Suites

Knight's Key Suites

3 out of 5
40 Kyle Way W Marathon FL
18.51 mi from city center
$137 nightly
The price is $152 total per night
$152 total
Dec 23 - Dec 24
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
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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.

Ramrod Key Large Group Rentals

How to Book Vacation Rentals in Ramrod Key



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

Ramrod Key vacation rentals range in price, starting at $152 per night.


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

Orbitz offers a wide range of Ramrod 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 Ramrod Key condo rentals.


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


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

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