Photo by Michael Schuier

Cumberland Island Holiday Rentals

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Holiday Rentals in Cumberland Island

BBQ/picnic area
Villas By the Sea Resort & Conference Center
3.0 star property
8.2 out of 10, Very good, (922)
"perfect for a little weekend getaway! we stayed in a studio room which was perfect for the 2 of us, the room was clean and stocked with what we might need. Pool was large with plenty of seating but we wished the pool bar was open! "
Villas By the Sea Resort & Conference Center
Exterior
Studio Unit
9.4 out of 10, Exceptional, (221)
"We loved the accommodation, our only complaint was a distinct smell of someone having smoked in the room. We are ex smokers so I told management we were OK with it, but wanted to make them aware we weren’t the culprits, and not to charge us the $250 fine for smoking, but now I’m home I realize our clothes smell of smoke. Other than that minor problem it was a perfect little getaway place"
The price is NZ$306
includes taxes & fees
28 May - 29 May
Studio Unit
Seasonal outdoor pool
Vintage Amelia Island Apartments
3.0 star property
6.0 out of 10, (10)
"Very close to historical downtown and other shopping. What I didn’t like was dusty inside and the disposing of our trash was not super clear. Overall, I would not hesitate to stay there again or any other Tucker Stay property."
The price is NZ$460
includes taxes & fees
27 May - 28 May
Vintage Amelia Island Apartments
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Fridge, microwave, oven, stovetop
The Terraces #305-Ocean View! | 1 Bed, 1 Bath
9.0 out of 10, Wonderful, (82)
"Steps to the ocean with an incredible sun rise. Close to restaurants within walking distance. Very nice stay."
The Terraces #305-Ocean View! | 1 Bed, 1 Bath
Beach
NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium
9.6 out of 10, Exceptional, (202)
"We had a wonderful stay for Mother's Day weekend. we loved the location and the condo had everything we needed. We loved that there were Menu's to the local restaurants. This helped make our decisions for dinner much easier, especially since this was our first time to SSI. We enjoyed this condo so much and plan on coming back next year."
NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium
Fridge, microwave, oven, stovetop
Cheery, Bright 3-Bedroom Beach Walker Villa - Oceanfront and on Top Floor!
10.0 out of 10, Exceptional, (5)
"We loved our stay here. We used to go to King and Prince for years, but this is so much better! The beach is perfect and the villa is very nice. It is homey and spacious. We will be back for sure."
Cheery, Bright 3-Bedroom Beach Walker Villa - Oceanfront and on Top Floor!
On the beach, sun-loungers, beach umbrellas, beach towels
Relaxing Oceanfront Condo -Seaglass Spectacular Ocean Views from every room
10.0 out of 10, Exceptional, (367)
"Beautiful condo. Wonderful property. The Host was fabulous and has thought of everything. Highly recommend!"
Relaxing Oceanfront Condo -Seaglass Spectacular Ocean Views from every room
Beach
Best Location Peaceful Luxurious 1 bdrm/1 Bath Gated Condo, Pool, Fitness, Wifi
10.0 out of 10, Exceptional, (212)
"Cute and clean space. Perfect for a couple. A little crowded with 4, but enough sleeping space. There’s a pull out couch on each side of the fireplace and a king bed in bedroom. Located close to everything and in a quiet neighborhood. Owners respond quickly. We had a really great stay."
Best Location Peaceful Luxurious 1 bdrm/1 Bath Gated Condo, Pool, Fitness, Wifi
A heated pool
Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi
9.2 out of 10, Wonderful, (56)
"Location is so close to beach! Clean with a large living room area. Kitchen is large and great for cooking!! Loved the big window that opens to pool. Hot tub and pool were amazing for a big crowd. Our only issue was hot tub and pool were cold for two days even though we paid for heat. Great vacation!"
Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi
Fridge, microwave, stovetop, dishwasher
Sea Gate Inn
4.0 star property
9.6 out of 10, Exceptional, (516)
"Close to beach. Views and location on the he island"
The price is NZ$671
includes taxes & fees
2 Jun - 3 Jun
Sea Gate Inn
Fridge, microwave, stovetop, coffee/tea maker
Charming Getaway w/ a Kitchenette & Free WiFi - Walk to the Beach
9.4 out of 10, Exceptional, (63)
"Played in. Golf tournament. The room was convenient and functional. Price was right."
Charming Getaway w/ a Kitchenette & Free WiFi - Walk to the Beach
Exterior
St Simons Island Condo on Golf Course: Near Beach!
9.0 out of 10, Wonderful, (2)
"Very clean and spacious unit. On the golf course. Would definitely rent again."
St Simons Island Condo on Golf Course: Near Beach!
Property grounds
300 Steps Door to Sand
9.8 out of 10, Exceptional, (146)
"It has a perfect location and is close to everything. Sherri was awesome! She answered my questions right away. I definitely will stay again."
The price is NZ$682
includes taxes & fees
27 May - 28 May
300 Steps Door to Sand
Property grounds
Beach front cottage - don't let the outside fool you - check out the photos!
9.2 out of 10, Wonderful, (28)
"We loved our stay at this nice clean perfect view so roomy we will be back"
Beach front cottage - don't let the outside fool you - check out the photos!
Exterior
Southern Charm meets Modern Island Living Family Vacation Home
9.8 out of 10, Exceptional, (10)
"We enjoyed our stay at the Cason House. We were there for a wedding that was in Callahan. The location was perfect for us and close to everything in the Amelia Island area. We arrived three days before the wedding so we could explore the area. We had six people in our party and the house was very comfortable for all of us, including my 94 year old dad. Enjoyed sitting on the front porch having coffee every morning. Privacy was good as the house is the last one on a dead end street."
Southern Charm meets Modern Island Living Family Vacation Home
Property grounds
Newly Updated 2 Bed/1.5 Bath Townhome-3 Minute Walk to Beach-Best Deal Around!!
9.8 out of 10, Exceptional, (56)
"I loved the property! It seemed to be centered on the island. It was very easy to get to everything. Place was clean, bed was comfortable. Check in was easy and communication was GREAT! Thank you guys! If i make it back to that area, I'll reach out to stay again!"
Newly Updated 2 Bed/1.5 Bath Townhome-3 Minute Walk to Beach-Best Deal Around!!
Pool
1163 Beach Walker -Ocean Front | 2 Bed, 2 Bath
9.2 out of 10, Wonderful, (15)
"I have to rave about Amelia Island Vacations, and especially Amanda. I accidentally made a reservation for the wrong YEAR (24 instead of 23), and she called me the day we were driving there, and was so wonderful and accomodating! She magically helped us find a condo at the last minute, and it was beautiful, clean, spacious, and the perfect location. My error turned into a wonderful vacation for us, and I can't thank Amanda and Amelia Island Vacations enough! HIGHLY RECOMMEND!!!!"
1163 Beach Walker -Ocean Front | 2 Bed, 2 Bath
Pool
Beach Club 207, Oceanfront complex
9.2 out of 10, Wonderful, (94)
"It was very satisfying. The room was clean and had everything we needed plus having chairs and umbrella was a plus. No complaints."
Beach Club 207, Oceanfront complex
Property grounds
2 Bedroom/2 Bath Across from the Beach
9.0 out of 10, Wonderful, (2)
"The property was amazing! It felt like a home away from home. The neighbors were very sweet and nice, and made us feel at home as well! The property was a super close walk to the beach, and the property manager was oustanding! 10/10 recommend for a vacation on Fernandina beach!"
2 Bedroom/2 Bath Across from the Beach
Property grounds
Fernandina Beach Villa w/ Remarkable Ocean Views!
9.4 out of 10, Exceptional, (76)
"Good view! Clean beaches and quiet! Close to all needed resources. Elevator went out and wasn’t fixed before we left but otherwise great stay!"
Fernandina Beach Villa w/ Remarkable Ocean Views!
Don't see what you're looking for?
See all available properties in Cumberland Island
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.

Other types of properties in Cumberland Island you may be interested in

Beach nearby
Amelia Hotel at the Beach
2.5 star property
8.4 out of 10, Very good, (1690)
" Very nice beach hotel. I stay there often for short visits to Amelia"
The price is NZ$227
includes taxes & fees
28 May - 29 May
Amelia Hotel at the Beach
Seasonal outdoor pool, a heated pool, pool loungers
Ocean Coast Hotel at the Beach Amelia Island
3.0 star property
7.2 out of 10, Good, (944)
"This place is a nice enough hotel that's in a good location to explore the area. There's a pool and you can walk to the beach, with plenty of restaurant options (local and chain) nearby."
The price is NZ$204
includes taxes & fees
27 May - 28 May
Ocean Coast Hotel at the Beach Amelia Island
Indoor pool, 2 outdoor pools, pool cabanas (surcharge), pool umbrellas
Omni Amelia Island Resort
4.0 star property
8.4 out of 10, Very good, (1000)
"Always love this property"
The price is NZ$384
includes taxes & fees
2 Jun - 3 Jun
Omni Amelia Island Resort
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cumberland Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cumberland Island. 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 Cumberland Island. 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 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 holiday 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 Cumberland Island short-term rentals, that won’t be hard to do.

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?

Studio Unit: This holiday home rental outside of Cumberland Island is located near the beach, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Cumberland Island National Seashore. Plum Orchard Mansion and Cumberland Island are a couple of places you'll find in the wider area.

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.

Recent reviews of Cumberland Island properties
Expedia verified reviews

Amelia Hotel at the Beach

Amelia Hotel at the Beach

5/5 Excellent
" Very nice beach hotel. I stay there often for short visits to Amelia"
A verified traveller stayed at Amelia Hotel at the Beach
Posted 1 day ago
Amelia Hotel at the Beach