Cumberland Island Vacation Rentals from $139: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Cumberland Island?

The Villas of Amelia Island : This vacation home rental outside of Cumberland Island is located on the beach and has an indoor pool, a furnished balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a coffee maker to make your meal-planning easier. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

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Our top choices for Cumberland Island vacation rentals

Indoor pool, 2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas

Vacation Home in Fernandina Beach

Harsha

$199 nightly

Dec 21 - Dec 22

Total with taxes and fees

Premium Villa, Ocean View | Terrace/patio

Condo in St. Simons Island

Paula

$229 nightly

Dec 14 - Dec 15

Total with taxes and fees

Villa, 3 Bedrooms, Ocean View | Beach/ocean view

Villa in Jekyll Island

Lara

$131 nightly

Jan 1 - Jan 2, 2026

Total with taxes and fees

30-inch flat-screen TV with satellite channels, Hulu, streaming services

Residence in Brunswick

Matthew

$68 nightly

Dec 14 - Dec 15

Total with taxes and fees

$305 nightly

Dec 14 - Dec 15

Total with taxes and fees

Apartment in Fernandina Beach

Donald

$132 nightly

Dec 21 - Dec 22

Total with taxes and fees

Cottage in Yulee

Kevin B.

$203 nightly

Dec 14 - Dec 15

Total with taxes and fees

2 bedrooms, iron/ironing board, free WiFi, bed sheets

Apartment in St. Marys

Juanita W.

$247 nightly

Jan 6 - Jan 7, 2026

Total with taxes and fees

Vacation Home in O'Neil

kristen t.

$307 nightly

Dec 14 - Dec 15

Total with taxes and fees

Vacation Home in Saint Simons Island

Karen L.

$156 nightly

Dec 14 - Dec 15

Total with taxes and fees

Condo in St. Simons Island

Andrew B.

$196 nightly

Dec 14 - Dec 15

Total with taxes and fees

Vacation Home in Brunswick

james s.

$205 nightly

Dec 14 - Dec 15

Total with taxes and fees

Vacation Home in St. Simons

Olivia Y.

$461 nightly

Dec 14 - Dec 15

Total with taxes and fees

Condo in Saint Simons Heights

Stacy M.

$269 nightly

Dec 16 - Dec 17

Total with taxes and fees

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Top Cumberland Island Hotel Reviews

Days Inn & Suites by Wyndham Jekyll Island

10/10 Excellent

"Staff very friendly, helpful. Room spacious"

Holiday Inn Express Saint Simons Island by IHG

10/10 Excellent

"Everything is fine. Nice staff, easy parking, easy access to food and highway. Stayed at Tru by Hilton last night. Hilton was smallish room (great for one, iffy for two) with a great oversized and modern bathroom. Holiday Inn had larger room but smaller bath. Holiday Inn had a microwave. Both were fine and about $110."

The Westin Jekyll Island Beach Resort

10/10 Excellent

"Initially we were put in a room with a terrible view. The hotel was not full so we asked to switch rooms. Michael at the front desk was quick to accommodate. He upgraded us to a stunning room overlooking the ocean with a balcony. The Westin saved their reputation for consistent quality and we will remain loyal customers. The hotel itself is lovely with easy access to the oceanfront and the village. We would definitely recommend it. "

Find out more about Cumberland Island

Everything you need to know about Cumberland Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cumberland Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cumberland Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $139 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cumberland Island rentals

At Expedia, we put the best Cumberland Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cumberland Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Cumberland Island?

Yes, we have vacation rentals near the most popular local attractions in Cumberland Island, or you can go with a more remote option if you want a relaxing place to stay. Cumberland Island is known for its beaches and shopping. Make sure you have time to check out the restaurants and museums during your trip.

What are some of the best vacation rentals in Cumberland Island?

The Villas of Amelia Island: This vacation home rental outside of Cumberland Island is located on the beach and has an indoor pool, a furnished balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a coffee maker to make your meal-planning easier. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Cumberland Island?

Explore the area and family-friendly sights such as Fernandina Beach Main Beach Park, or get out into nature at a spot like Crooked River State Park. Other places in town to visit include Plum Orchard Mansion and First African Baptist Church.

What’s a vacation rental in Cumberland Island like?

Vacation rentals are private properties you can stay in for short or long periods in Cumberland Island. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family gatherings.

Cumberland Island Vacation Rentals

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