Cumberland Island Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Cumberland Island holiday rentals

Beach nearby, beach umbrellas, beach towels, surfing

Beach 5 Villas - Immaculate 300 steps from the Ocean

Beach 5 Villas - Immaculate 300 steps from the Ocean
4.5 star property
Fernandina Beach
9.4 out of 10, Exceptional, (19 reviews)
"Everything was spotless. Perfect proximity to the beach. Was stocked with everything we needed, and the host was very attentive will definitely return"
United States
Tiffany
The price is HK$1,161
HK$2,438 total
includes taxes & fees
15 Feb - 16 Feb
Beach 5 Villas - Immaculate 300 steps from the Ocean
Terrace/patio

Ocean Lodge Resort

Ocean Lodge Resort
4.0 star property
St. Simons Island
8.4 out of 10, Very good, (341 reviews)
"Great location "
United States
Debra
The price is HK$1,008
HK$1,545 total
includes taxes & fees
22 Feb - 23 Feb
Ocean Lodge Resort
Terrace/patio

The Sea Gate

The Sea Gate
4.0 star property
St. Simons Island
9.6 out of 10, Exceptional, (607 reviews)
"Layout was good. Very large bathroom"
United States
Hunter
The price is HK$930
HK$2,080 total
includes taxes & fees
16 Feb - 17 Feb
The Sea Gate
Beach/ocean view

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, (1,106 reviews)
"Great time with great accommodations "
United States
Valerie
The price is HK$978
HK$1,363 total
includes taxes & fees
17 Feb - 18 Feb
Villas By the Sea Resort & Conference Center
Property grounds

Pool View - optional BIKES - Walk 2 Pier Village

Pool View - optional BIKES - Walk 2 Pier Village
St Simons
9.8 out of 10, Exceptional, (88 reviews)
"Great location, clean property. Host was very responsive. "
United States
Heather H.
The price is HK$227
HK$1,407 total
includes taxes & fees
23 Feb - 24 Feb
Pool View - optional BIKES - Walk 2 Pier Village
Interior

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.

Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
Saint Simons Heights
10.0 out of 10, Exceptional, (82 reviews)
"Excellent location, property and host, highly recommended, will be back...thx..."
United States
Paul C.
The price is HK$149
HK$1,363 total
includes taxes & fees
17 Feb - 18 Feb
Beach Square – optional BIKES – Walk 2 Redfern Village, shops, and restaurants!.
3 bedrooms, free WiFi

Island getaway

Island getaway
Fernandina Beach
9.6 out of 10, Exceptional, (47 reviews)
"Great location. "
United States
Greg B.
The price is HK$1,407
HK$3,180 total
includes taxes & fees
28 Feb - 1 Mar
Island getaway
Property grounds

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!

La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
Saint Simons Heights
9.8 out of 10, Exceptional, (16 reviews)
"Nice place to stay close to all"
United States
Clay W.
The price is HK$133
HK$1,345 total
includes taxes & fees
18 Feb - 19 Feb
La Vie Insulaire -optional BIKES–Walk 2 Redfern Village, shops, and restaurants!
Smart TV

Short walk to East beach on St Simons Island.

Short walk to East beach on St Simons Island.
East End
9.0 out of 10, Wonderful, (4 reviews)
"Amazing Home, definitely recommend!!"
United States
Kate H.
The price is HK$915
HK$2,066 total
includes taxes & fees
15 Feb - 16 Feb
Short walk to East beach on St Simons Island.
1 bedroom, iron/ironing board, free WiFi, bed sheets

Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Beach Air -optional BIKES-Pool-Walk 2 Pier Village
St Simons
10.0 out of 10, Exceptional, (138 reviews)
"It was a awesome place to stay "
United States
Dilara L.
The price is HK$133
HK$1,291 total
includes taxes & fees
15 Feb - 16 Feb
Beach Air -optional BIKES-Pool-Walk 2 Pier Village
Beach

Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Beach Cottage -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (121 reviews)
"Cozy. Perfect for couples. "
United States
Angela B.
The price is HK$211
HK$1,256 total
includes taxes & fees
22 Feb - 23 Feb
Beach Cottage -optional BIKES - Walk 2 Shops & Fun
Iron/ironing board, bed sheets

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating

Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating
Fernandina Beach
10.0 out of 10, Exceptional, (4 reviews)
The price is HK$1,247
HK$2,702 total
includes taxes & fees
15 Feb - 16 Feb
Luxury Studio • Steps to Beach • Kitchenette • Outdoor Seating
Interior

Cozy and Secluded 2BR / 2BA fully equipped condo just a short walk to the beach

Cozy and Secluded 2BR / 2BA fully equipped condo just a short walk to the beach
Fernandina Beach
10.0 out of 10, Exceptional, (36 reviews)
"Loved our stay - quiet & relaxing. Very clean, nicely decorated, had everything we needed plus more!! "
United States
Tammy R.
The price is HK$1,477
HK$3,209 total
includes taxes & fees
4 Mar - 5 Mar
Cozy and Secluded 2BR / 2BA fully equipped condo just a short walk to the beach
Property grounds

Beach Getaway in Amelia! Ocean Views & Room for 8

Beach Getaway in Amelia! Ocean Views & Room for 8
Fernandina Beach
9.6 out of 10, Exceptional, (8 reviews)
"Our family had a wonderful time at this condo…we had a small problem with the plumbing on the first day but the owner took care of it promptly and efficiently… we would definitely recommend this condo to anyone visiting Amelia Island…"
United States
Pam O.
The price is HK$1,016
HK$4,739 total
includes taxes & fees
17 Feb - 18 Feb
Beach Getaway in Amelia! Ocean Views & Room for 8
Smart TV, DVD player, books

Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool

Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool
St. Simons Island
10.0 out of 10, Exceptional, (22 reviews)
"The property was very nice and we enjoyed the easy walk into the village. Would definitely stay here again! "
United States
Michelle W.
The price is HK$930
HK$2,943 total
includes taxes & fees
17 Feb - 18 Feb
Updated Condo, Steps to Tennis + Pickleball Courts, Beach and Village, w/ a Pool
Property grounds

Snowbird Special – Steps to Pier & Shops

Snowbird Special – Steps to Pier & Shops
St Simons Island
9.2 out of 10, Wonderful, (17 reviews)
"Great stay ! Close to p"
United States
Amanda P.
The price is HK$962
HK$2,557 total
includes taxes & fees
15 Feb - 16 Feb
Snowbird Special – Steps to Pier & Shops
Sun-loungers

♥ of SSI Bungalow, Quick walk to beach and food ☼

♥ of SSI Bungalow, Quick walk to beach and food ☼
St. Simons Island
9.8 out of 10, Exceptional, (7 reviews)
"Host was very welcoming & always available! "
United States
Teresa W.
The price is HK$828
HK$1,674 total
includes taxes & fees
15 Feb - 16 Feb
♥ of SSI Bungalow, Quick walk to beach and food ☼
Fridge, microwave, oven, stovetop

Beach House -optional BIKES - Walk 2 Shops & Fun

Beach House -optional BIKES - Walk 2 Shops & Fun
Saint Simons Island
9.8 out of 10, Exceptional, (130 reviews)
"Very clean and great location. We were attending a function at Epworth By The Sea and the commute was great! Would stay here again. "
United States
Karen L.
The price is HK$289
HK$1,479 total
includes taxes & fees
26 Feb - 27 Feb
Beach House -optional BIKES - Walk 2 Shops & Fun
2 bedrooms, iron/ironing board, WiFi, bed sheets

STEPS TO THE SAND! Updated Amelia Island Townhouse Close To Downtown!

STEPS TO THE SAND! Updated Amelia Island Townhouse Close To Downtown!
Fernandina Beach
9.6 out of 10, Exceptional, (51 reviews)
"We liked the patio. "
United States
Jameson L.
The price is HK$1,135
HK$3,943 total
includes taxes & fees
2 Mar - 3 Mar
STEPS TO THE SAND! Updated Amelia Island Townhouse Close To Downtown!
Property grounds

Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village

Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village
King City
9.8 out of 10, Exceptional, (160 reviews)
"Great location, great space."
United States
Cindy K.
The price is HK$1,954
HK$3,541 total
includes taxes & fees
1 Mar - 2 Mar
Elegant St. Simons Island Honeymoon Beach Cottage near Pier Village
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

Best Western Plus Jekyll Island

Best Western Plus Jekyll Island

10/10 Excellent
"Jennifer at check-in and checkout was extremely helpful and welcoming. The accommodations were clean, the location was perfect, and breakfast had a good variety of food/drinks to choose from. "
Teresa 3-night trip
Posted 2 days ago
Best Western Plus Jekyll Island

Find out more about Cumberland Island

Search for holiday rentals in Cumberland Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Cumberland Island using one of the methods below:

  • View our selection of featured holiday rentals in Cumberland Island
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Look no further and take a look at our great range of rental properties in Cumberland Island!

Frequently asked questions

Can I find a holiday rental in Cumberland Island?

Yes, there are holiday rentals close to the most popular sights in Cumberland Island, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Cumberland Island has to offer?

The Villas of Amelia Island: This holiday 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 that you can immerse yourself in your holiday.

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 holiday rental in Cumberland Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cumberland Island. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family getaway.