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Cumberland Island Vacation Rentals

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Our top choices for Cumberland Island vacation rentals

1. Villas By the Sea Resort & Conference Center

Villas By the Sea Resort & Conference Center
3.0 star property
Jekyll Island
8.4 out of 10, Very good, (1,159 reviews)
"Had an inital issue with the reservation via expedia, but the staff at the front desk helped us out in the end and we had a great stay. Love the location. The 3 bed we stayed was very nice and had everything we needed."
United States
Elisabeth
The price is CA $186
CA $256 total
includes taxes & fees
Aug 30 - Aug 31
Villas By the Sea Resort & Conference Center

2. Pet Friendly Beach Retreat Fernandina Shores - 6355

Pet Friendly Beach Retreat Fernandina Shores - 6355
3.0 star property
Fernandina Beach
The price is CA $911
CA $1,071 total
includes taxes & fees
Sep 11 - Sep 12
Pet Friendly Beach Retreat Fernandina Shores - 6355

3. The Villas of Amelia Island

The Villas of Amelia Island
4.0 star property
Fernandina Beach
8.4 out of 10, Very good, (1,245 reviews)
"Awesome stay enjoyed eveeythinf"
United States
Uwen
The price is CA $276
CA $386 total
includes taxes & fees
Sep 6 - Sep 7
The Villas of Amelia Island

4. Luxurious Apartments - Pool Gym Bikes

Luxurious Apartments - Pool Gym Bikes
4.0 star property
Yulee
The price is CA $623
CA $875 total
includes taxes & fees
Aug 29 - Aug 30
Luxurious Apartments - Pool Gym Bikes

5. Spacious 3br/3ba Dog-friendly Condo With Pool - Fernandina Beach Access

Spacious 3br/3ba Dog-friendly Condo With Pool - Fernandina Beach Access
2.0 star property
Fernandina Beach
10.0 out of 10, Exceptional, (1 review)
"Very clean and enough space for everyone"
United States
Misty
The price is CA $290
CA $829 total
includes taxes & fees
Sep 3 - Sep 4
Spacious 3br/3ba Dog-friendly Condo With Pool - Fernandina Beach Access

6. Beach 5 Villas - Immaculate 300 steps from the Ocean

Beach 5 Villas - Immaculate 300 steps from the Ocean
4.5 star property
Fernandina Beach
9.8 out of 10, Exceptional, (37 reviews)
"Perfect for a weekend getaway!"
United States
Carl
The price is CA $184
CA $408 total
includes taxes & fees
Aug 30 - Aug 31
Beach 5 Villas - Immaculate 300 steps from the Ocean

7. The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (623 reviews)
"Clean and perfect proximity to the beach. Easy check in/check out."
United States
Natasha
The price is CA $202
CA $434 total
includes taxes & fees
Aug 30 - Aug 31
The Sea Gate

8. Beach GO BO-HO

Beach GO BO-HO
3.5 star property
Brunswick
7.4 out of 10, Good, (3 reviews)
"The owner was wonderful, the room was beautiful and the bed was heavenly. Will definitely be back again."
United States
Antinette
The price is CA $62
CA $105 total
includes taxes & fees
Sep 2 - Sep 3
Beach GO BO-HO

9. Chill by The Shores - Pet Friendly - Fernandina Beach

Chill by The Shores - Pet Friendly - Fernandina Beach
3.0 star property
Fernandina Beach
The price is CA $931
CA $1,095 total
includes taxes & fees
Aug 29 - Aug 30
Chill by The Shores - Pet Friendly - Fernandina Beach

10. Oceanfront Condo With Pool & Tennis - Balcony, AC, Wifi & Washer/dryer

Oceanfront Condo With Pool & Tennis - Balcony, AC, Wifi & Washer/dryer
2.0 star property
Amelia City
The price is CA $336
CA $765 total
includes taxes & fees
Sep 1 - Sep 2
Oceanfront Condo With Pool & Tennis - Balcony, AC, Wifi & Washer/dryer

11. Fernandina Beach Hidden Gem Amelia Landings - 9F

Fernandina Beach Hidden Gem Amelia Landings - 9F
3.0 star property
Fernandina Beach
The price is CA $649
CA $764 total
includes taxes & fees
Aug 30 - Aug 31
Fernandina Beach Hidden Gem Amelia Landings - 9F

12. Beach Wood Wonder With Pool Access - Walk to Ocean

Beach Wood Wonder With Pool Access - Walk to Ocean
2.0 star property
Fernandina Beach
The price is CA $245
CA $755 total
includes taxes & fees
Aug 30 - Aug 31
Beach Wood Wonder With Pool Access - Walk to Ocean

13. Tranquil 1BR Getaway in Fernandina Beach - Ocean View

Tranquil 1BR Getaway in Fernandina Beach - Ocean View
3.0 star property
Fernandina Beach
The price is CA $987
CA $1,161 total
includes taxes & fees
Sep 11 - Sep 12
Tranquil 1BR Getaway in Fernandina Beach - Ocean View

14. Spacious Beachfront Duplex - Top Floor - Dog Friendly 124 S Fletcher

Spacious Beachfront Duplex - Top Floor - Dog Friendly 124 S Fletcher
3.0 star property
Fernandina Beach
The price is CA $1,110
CA $1,305 total
includes taxes & fees
Aug 30 - Aug 31
Spacious Beachfront Duplex - Top Floor - Dog Friendly 124 S Fletcher

15. Cozy Pet Friendly 2BR - Fernandina Beach

Cozy Pet Friendly 2BR - Fernandina Beach
3.0 star property
Fernandina Beach
The price is CA $911
CA $1,071 total
includes taxes & fees
Aug 30 - Aug 31
Cozy Pet Friendly 2BR - Fernandina Beach

16. Forest Ridge U8 2 Bedroom Condo

Forest Ridge U8 2 Bedroom Condo
3.0 star property
Fernandina Beach
The price is CA $893
CA $1,050 total
includes taxes & fees
Sep 4 - Sep 5
Forest Ridge U8 2 Bedroom Condo

17. Vintage Ocean View Paradise - 1BR - Beachfront

Vintage Ocean View Paradise - 1BR - Beachfront
3.0 star property
Fernandina Beach
The price is CA $969
CA $1,140 total
includes taxes & fees
Aug 30 - Aug 31
Vintage Ocean View Paradise - 1BR - Beachfront

18. Freshly Renovated 2BR Dream Condo Beachfront Stunning Views

Freshly Renovated 2BR Dream Condo Beachfront Stunning Views
3.0 star property
Fernandina Beach
The price is CA $1,214
CA $1,427 total
includes taxes & fees
Aug 30 - Aug 31
Freshly Renovated 2BR Dream Condo Beachfront Stunning Views

19. Pet Friendly 2 Bedroom Villa w/ Pool - Captain's Court

Pet Friendly 2 Bedroom Villa w/ Pool - Captain's Court
3.0 star property
Fernandina Beach
The price is CA $1,210
CA $1,423 total
includes taxes & fees
Sep 13 - Sep 14
Pet Friendly 2 Bedroom Villa w/ Pool - Captain's Court

20. Oceanview Condo in Amelia Island Plantation With Balcony & Pool

Oceanview Condo in Amelia Island Plantation With Balcony & Pool
2.0 star property
American Beach
6.0 out of 10, (1 review)
"Overall this was a decent place to stay for two nights and probably a reasonable price considering private beach access. Nice view of the ocean from the balcony, but difficult to fully enjoy due to close proximity to the building's massive AC units, (NO quiet time as they were always running). The bathroom was NOT clean. Furniture in the room had visible dust. One chest of drawers was free for storing clothing, every other space, (desk, stand between beds,, closets) was filled with someone's...
United States
Leon
The price is CA $490
CA $1,030 total
includes taxes & fees
Aug 30 - Aug 31
Oceanview Condo in Amelia Island Plantation With Balcony & Pool
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.
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Top Cumberland Island Hotel Reviews

Find out more about Cumberland Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cumberland Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.