Photo by Michael Schuier

Search Villas in Cumberland Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Cumberland Island

Villas By the Sea Resort & Conference Center
BBQ/picnic area

Villas By the Sea Resort & Conference Center

3.0 star property
8.4 out of 10, Very good, (1037)
"Quiet, ocean front villas with easy access to driftwood beach and bike paths. Will stay here again! "
Villas By the Sea Resort & Conference Center
Stunning Rooftop Views. Prime Island Location
Pool

Stunning Rooftop Views. Prime Island Location

9.6 out of 10, Exceptional, (171)
"One of the best stays we have had. Eveything perfect. "
Stunning Rooftop Views. Prime Island Location
WOW Charming 2-bedroom villa on the Omni Amelia Island Resort BEACH GOLF 2 POOLS
Exterior

WOW Charming 2-bedroom villa on the Omni Amelia Island Resort BEACH GOLF 2 POOLS

10.0 out of 10, Exceptional, (5)
"We had a great stay in Amelia Island. This place was awesome and did not disappoint! Everything was very nicely updated and clean. Chip was a great host! He responded quickly and was great about communicating on how to access the property. We would definitely stay here again!!"
WOW Charming 2-bedroom villa on the Omni Amelia Island Resort BEACH GOLF 2 POOLS
AMAZING OCEANFRONT VIEWS FROM MASTER SUITE TURTLE DUNES, OMNI RESORT AMELIA FL
On the beach

AMAZING OCEANFRONT VIEWS FROM MASTER SUITE TURTLE DUNES, OMNI RESORT AMELIA FL

10.0 out of 10, Exceptional, (45)
"great location and excellent communication with property manager. had a great stay"
AMAZING OCEANFRONT VIEWS FROM MASTER SUITE TURTLE DUNES, OMNI RESORT AMELIA FL
Ocean Front villa located inside gated resort community.
On the beach, sun-loungers, beach towels

Ocean Front villa located inside gated resort community.

10.0 out of 10, Exceptional, (86)
"Very nice condo, comfortable, clean with good communication!"
Ocean Front villa located inside gated resort community.
2 Bedroom/2 Bath Across from the Beach
Interior

2 Bedroom/2 Bath Across from the Beach

9.0 out of 10, Wonderful, (16)
"Love being so close to a quiet stretch of the beach. The place was perfect for our needs. "
2 Bedroom/2 Bath Across from the Beach
Amelia Island Plantation Spectacular ocean front
Fridge, microwave, oven, stovetop

Amelia Island Plantation Spectacular ocean front

9.8 out of 10, Exceptional, (139)
"We had a fantastic stay. Highly recommend."
Amelia Island Plantation Spectacular ocean front
Amelia South F1 - Hosted by Moore AI Rentals
On the beach

Amelia South F1 - Hosted by Moore AI Rentals

10.0 out of 10, Exceptional, (11)
"We stayed here for a quick weekend - weather was perfect, location was good. Condo had everything we needed."
Amelia South F1 - Hosted by Moore AI Rentals
Beach Paradise in Jekyll Island
Beach nearby, sun-loungers, beach towels

Beach Paradise in Jekyll Island

9.6 out of 10, Exceptional, (27)
"It met all our needs and was just perfect for 2 people who wanted to get away."
Beach Paradise in Jekyll Island
Oceanfront Penthouse w/Panoramic Ocean Views!
Dining

Oceanfront Penthouse w/Panoramic Ocean Views!

9.6 out of 10, Exceptional, (11)
"Great location, wonderful host.. great stay!"
Oceanfront Penthouse w/Panoramic Ocean Views!
Oceanfront 6th Floor Views at Sandcastles
Outdoor dining

Oceanfront 6th Floor Views at Sandcastles

9.6 out of 10, Exceptional, (15)
"beautiful condo"
Oceanfront 6th Floor Views at Sandcastles
Beautiful Nature Views from Courtside Villa in Gated Resort Community!
Fridge, microwave, oven, stovetop

Beautiful Nature Views from Courtside Villa in Gated Resort Community!

9.6 out of 10, Exceptional, (70)
"Very nice"
Beautiful Nature Views from Courtside Villa in Gated Resort Community!
AMELIA ISLAND PLANTATION VILLA 2/2 IN A GATED COMMUNITY JUST OFF BEACH LOCATION
Outdoor pool

AMELIA ISLAND PLANTATION VILLA 2/2 IN A GATED COMMUNITY JUST OFF BEACH LOCATION

10.0 out of 10, Exceptional, (13)
"We had an amazing time staying in this condo! It was a very nice space, the owner was easy to communicate with during the whole process of booking through our stay. We absolutely loved the beach and the pool! The grounds at the Omni Resort are beautiful and easy to walk. We would recommend staying here to anyone looking for a nice, relaxing beach vacation!"
AMELIA ISLAND PLANTATION VILLA 2/2 IN A GATED COMMUNITY JUST OFF BEACH LOCATION
Oceanfront villa with sunrise/sunset views, pool & AC - dog-friendly
Pool

Oceanfront villa with sunrise/sunset views, pool & AC - dog-friendly

10.0 out of 10, Exceptional, (7)
"We loved our visit to Amelia Island and the condo we rented. The location was ideal and the views of the ocean were spectacular. The property is exactly as advertised. We would definitely stay there again."
Oceanfront villa with sunrise/sunset views, pool & AC - dog-friendly
Little Raccoon Key: Private Island Glamping
Property grounds

Little Raccoon Key: Private Island Glamping

2.0 star property
The price is NZ$2,789
includes taxes & fees
18 Aug - 19 Aug
Little Raccoon Key: Private Island Glamping
Driftwood Beach adjacent, off season rate, 20% off week, BEACH FRONT!
Exterior

Driftwood Beach adjacent, off season rate, 20% off week, BEACH FRONT!

9.6 out of 10, Exceptional, (47)
"Was a beautiful serene location and lovely accommodations!"
Driftwood Beach adjacent, off season rate, 20% off week, BEACH FRONT!
AMELIA ISLAND PLANTATION VILLA 2/2 IN A GATED COMMUNITY JUST OFF BEACH LOCATION
Exterior

AMELIA ISLAND PLANTATION VILLA 2/2 IN A GATED COMMUNITY JUST OFF BEACH LOCATION

10.0 out of 10, Exceptional, (38)
"Nice 1200 square foot condo within a 10 minute walk to the beach."
AMELIA ISLAND PLANTATION VILLA 2/2 IN A GATED COMMUNITY JUST OFF BEACH LOCATION
Villas by The Sea Deluxe Two Bedroom Apartment
Condo, 2 Bedrooms | Beach

Villas by The Sea Deluxe Two Bedroom Apartment

3.0 star property
10.0 out of 10, Exceptional, (1)
Villas by The Sea Deluxe Two Bedroom Apartment
Oceanfront Penthouse Views,Elegant Natural Finishes,WiFi, 5 TV's, 4Bed, 3Bath
Outdoor pool, a heated pool

Oceanfront Penthouse Views,Elegant Natural Finishes,WiFi, 5 TV's, 4Bed, 3Bath

9.8 out of 10, Exceptional, (70)
"Very comfortable stay as advertised. We enjoyed our time here to the point we will return."
Oceanfront Penthouse Views,Elegant Natural Finishes,WiFi, 5 TV's, 4Bed, 3Bath
🏄🏻‍♂️NEW! Gorgeous Oceanfront Ground Floor Villa!
Smart TV, books

🏄🏻‍♂️NEW! Gorgeous Oceanfront Ground Floor Villa!

9.8 out of 10, Exceptional, (19)
"Had a great time with my college friends here. Thanks for everything! "
🏄🏻‍♂️NEW! Gorgeous Oceanfront Ground Floor Villa!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland Island Hotel Reviews

Home2 Suites by Hilton Jekyll Island

Home2 Suites by Hilton Jekyll Island

10/10 Excellent
"I was surprised at how nice this place is. We will definitely be booking again. Right next to the beach and all the shops and cheaper than the neighboring hotel. Would recommend this to anyone."
Bailey 1-night trip
Posted 5 hours ago
Home2 Suites by Hilton Jekyll Island