Photo by Bruce Altobelli

Skidaway Island Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Skidaway Island

Sonder The Broughton
4.0 star property
8.0 out of 10, Very good, (205)
"Would choose to stay here again if I'm back in Savannah "
The price is NZ$296
per night
3 Jun - 4 Jun
Sonder The Broughton
The Grant by Black Swan
2.0 star property
9.2 out of 10, Wonderful, (131)
"My wife, our baby, and I enjoyed this property. The location is great! Can be loud occasionally at night, and it only has street parking that is payment required, but to be in the city in your own flat. It's great! Easy to walk around the city. Loved using the amenities to make food, wash clothes. We were able to relax when it's raining or we're tired. Very nice space as well, with exposed brick and quality furniture pieces. "
The price is NZ$450
per night
4 Jun - 5 Jun
The Grant by Black Swan
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
10.0 out of 10, Exceptional, (7)
"The house was great and perfect for multiple families. There were a few small hiccups such as trash pick not happening the day it was supposed to so it still had the other guest’s trash and we ran out of room for ours but the response was almost immediate and the trash was picked up within less than an hour of us messaging! The area was also great. We had a group of 15 for reference and we all had plenty of room!"
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
Save an average of 15% on thousands of hotels when you're signed in
Sonder The Drayton
3.5 star property
9.0 out of 10, Wonderful, (142)
"This Savannah property offered us everything we were hoping for in the historic district! We were very pleased with the accommodations and will not only stay here, but with Sonder again!"
The price is NZ$291
per night
2 Jun - 3 Jun
Sonder The Drayton
Savannah Beach Racquet Club
4.0 star property
8.2 out of 10, Very good, (22)
"Wonderful experience I truly enjoyed this condo and how close it was to the beach!"
Savannah Beach Racquet Club
Lighthouse Point
4.0 star property
9.2 out of 10, Wonderful, (19)
"This place felt like home."
Lighthouse Point
Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views
9.0 out of 10, Wonderful, (70)
"Just like the pics! Adorable place and convenient location! Will plan on staying here again. Highly recommend ☺️"
Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views
Tiny Cottage 537 in Savannah's Historic District!
9.8 out of 10, Exceptional, (223)
"Location perfect. Clean. Place very small and quaint. Could not get the TV to work."
The price is NZ$321
per night
3 Jun - 4 Jun
Tiny Cottage 537 in Savannah's Historic District!
Tiny Cottage 535 in Savannah's Landmark Historic District
9.8 out of 10, Exceptional, (271)
"We had a lovely time in Savannah."
The price is NZ$323
per night
4 Jun - 5 Jun
Tiny Cottage 535 in Savannah's Landmark Historic District
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
10.0 out of 10, Exceptional, (182)
"While the condo is very small and somewhat cramped, all the essentials are readily available. One important note: we did not do any cooking during our stay as there are many excellent restaurants nearby. Everything was clean, neat, and well organized. We especially loved the balcony (every condo has an ocean view!) and the new bikes."
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
Georgianne Inn & Suites
3.0 star property
7.8 out of 10, Good, (230)
"Had an absolutely wonderful time. Great place."
The price is NZ$490
per night
6 Jun - 7 Jun
Georgianne Inn & Suites
AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!
9.8 out of 10, Exceptional, (165)
"Loved being close to pool and beach"
AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!
Oceanfront gem with spacious deck, direct beach access, & high-speed WiFi
8.0 out of 10, Very good, (34)
"The location was fantastic for the views and easy access to the beach. The condo was decent with newer appliances."
Oceanfront gem with spacious deck, direct beach access, & high-speed WiFi
Island getaway with private beach
9.8 out of 10, Exceptional, (63)
"Great stay, great property. No problems whatsoever during 5 days. We would definitely stay again."
The price is NZ$524
per night
5 Jun - 6 Jun
Island getaway with private beach
The Evan Cottage - Recently Updated!
9.6 out of 10, Exceptional, (158)
"Just wanted a place to read and write for a couple of days Very nice little cabin and friendly people Will try to get this place first when I go back"
The Evan Cottage - Recently Updated!
The Alley at North Beach *Bowling Alley & Pool*
9.6 out of 10, Exceptional, (5)
"We had a great stay at The Alley! Everyone bowled their hearts out. Took us a few days to get the bedroom heat to work but that was user error on our part! lnitially we were bummed that the pool could not be heated due to the time of year and while we would have loved to have it, bowling took over! Our family of 12 came together to celebrate Christmas the week between Christmas and New Years. All agreed we would rent again!"
The Alley at North Beach *Bowling Alley & Pool*
A family home that is perfect for any trip to beautiful Savannah!
9.8 out of 10, Exceptional, (35)
"We were in town for a family wedding. We needed a place to stay for grandparents, aunts, uncles, and cousins. It was ideal. Great layout. Comfortable beds. Well-stocked kitchen. Convenient location. We were very happy with it. :)"
A family home that is perfect for any trip to beautiful Savannah!
Breezy Palms on the Bay! Dolphins, Pool, SB&RC Beachfront Condos
10.0 out of 10, Exceptional, (7)
"The island is beautiful and the condo was a perfect size and location for us."
The price is NZ$644
per night
16 Jun - 17 Jun
Breezy Palms on the Bay! Dolphins, Pool, SB&RC Beachfront Condos
As seen on HGTV - TRULY AN OCEANFRONT PARADISE
9.6 out of 10, Exceptional, (161)
"Lovely place, loved being so close to the beach!"
As seen on HGTV - TRULY AN OCEANFRONT PARADISE
Seaside Villa 376 - Spectacular Ocean Views
10.0 out of 10, Exceptional, (34)
"It was great, everything was provided. We biked all over Hilton Head and the beach! Great place to stay, clean and quiet!"
Seaside Villa 376 - Spectacular Ocean Views
Don't see what you're looking for?
See all available properties in Skidaway 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 Skidaway Island you may be interested in

Hyatt Regency Savannah
4.0 star property
8.8 out of 10, Excellent, (3205)
"The welcoming staff, along with a complimentary beverage. The valet parking and the bell hops who are very friendly and helpful. The breakfast available is fantastic and you won't leave hungry. Being able to walk right out to the area along the riverfront was most definitely a plus."
The price is NZ$323
per night
30 Jun - 1 Jul
Hyatt Regency Savannah
The Desoto Savannah
4.0 star property
8.4 out of 10, Very good, (2395)
"Absolutely LOVED this hotel. Beautiful and conveniently located. All of the staff we interacted with were friendly, helpful and knowledgeable of the area. Can not wait to return. "
The price is NZ$326
per night
19 Jun - 20 Jun
The Desoto Savannah
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
10.0 out of 10, Exceptional, (7)
"The house was great and perfect for multiple families. There were a few small hiccups such as trash pick not happening the day it was supposed to so it still had the other guest’s trash and we ran out of room for ours but the response was almost immediate and the trash was picked up within less than an hour of us messaging! The area was also great. We had a group of 15 for reference and we all had plenty of room!"
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
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 Skidaway 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 Skidaway 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 Skidaway Island. Seeing all the best attractions is bound to make you fall in love with Skidaway 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 Skidaway Island short-term rentals, that won’t be hard to do.

Recent reviews of Skidaway Island properties
Expedia verified reviews