Holiday rentals in Skidaway Island

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Top-rated holiday rentals in Skidaway Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Savannah
4.79 out of 5 average rating, 110 reviews

Savannah Family Home W/ Game Table

Discover your family’s next favorite getaway in this renovated 3-bed, 2-bath retreat tucked in a quiet corner of the Savannah low county. This home was made for comfort and connection — spacious living areas, a fully equipped kitchen, kids (and grownups!) will love our awesome arcade game table, and backyard is perfect for playtime, grilling out, or simply unwinding under Savannah’s skies. Come for the serenity, stay for the fun. This is the kind of place families go for lasting memories.

Guest favourite
A serene outdoor patio is enveloped in lush greenery, featuring a seating area with a red umbrella overhead. Stone pathways lead through the garden, which is accented by decorative sculptures and a cozy fire pit, providing a tranquil retreat for relaxation.
Home in Savannah
4.83 out of 5 average rating, 246 reviews

Spacious 3BR/2BA Retreat - Game Room & New Kitchen

Located just 15 minutes from the Historic District in Savannah’s most beautiful outlying area, the Isle of Hope, this spacious three bedroom/two bath home provides the perfect opportunity to relax and entertain after a long day of sightseeing! Boasting one of the most famous and memorable tree lined avenues to be found anywhere, the Isle of Hope is home to the iconic Wormsloe Plantation. Walk along the river bluff at sunset (only a 10-minute walk away) or enjoy riding bikes around the island.

Top guest favourite
The living area features a brown futon sofa and two light-colored chairs with a blue accent pillow. A decorative rug with intricate patterns is centered on the floor. Two wooden side tables are placed next to a lamp, lending a functional touch to the space.
Guest suite in Savannah
4.94 out of 5 average rating, 252 reviews

Cozy Vintage Bungalow

This cute one-bedroom bungalow is fully self-contained. Though it is attached to the main house, it has its own private entrance and porch, complete kitchen, and full-size washer/dryer. It is conveniently located in a quiet, southside neighborhood: less than a mile from Lake Mayer park, about 10 minutes from Sandfly & Skidaway, 15 minutes from downtown and River Street, and only 30 minutes to Tybee beaches. There is covered parking at the back and a beautiful live oak tree in the front.

Superhost
Home in Savannah
4.85 out of 5 average rating, 104 reviews

Downtown Savannah Oasis w Heated Pool & Spa

Large 4BR/2BA Midtown Savannah home with heated pool, large fenced backyard, and close proximity to everything that makes Savannah The Hostess City. Highlights: -High speed WiFi -Dog friendly (pet fee) -Heated pool (extra fee) -Office space -Laundry -Quiet neighborhood 10 min to downtown, 25 min to beach -Walmart/Sam's Club nearby Perfect for exploring Savannah's food scene & attractions while enjoying a comfortable, well-equipped home base away from the hustle and bustle. Stay Here!

Top guest favourite
The guest house is framed by lush greenery and draping Spanish moss. A small porch with steps leads to the entrance, which is flanked by plants. An outdoor dining table with chairs is partially shaded by a striped umbrella, enhancing the serene setting.
Guest house in Savannah
4.97 out of 5 average rating, 164 reviews

Half House Savannah

Laid back guest house located close to the marsh and 15 minutes south of the Historic District. Quiet locale with private entrance, large yard and small but cozy interior that includes a queen bed, desk and kitchenette area. Nestled under a grand live oak, the Half House is home to many birds and a barred owl that often takes residence upon the branches. Laundry avail too. For larger reservations, the main house is also on AirBnb 'Stylish & Spacious Abode in Savannah.'

Superhost
A spacious studio apartment features a light-filled interior with vaulted ceilings. A plush brown sofa and stylish chair create a cozy seating area, while a modern kitchenette is situated against the back wall. A king bed is positioned thoughtfully within the open layout, surrounded by large windows.
Guest suite in Savannah
4.91 out of 5 average rating, 485 reviews

Savvy Suite King Studio #4, NO CLEANING FEE!!!

1 king bedroom guest suite in a modern farmhouse style duplex. This unit has a private entrance in the back and there is another unit adjacent to this that enters from the front. Living area w/ high vaulted ceilings, kitchenette w/ bar area, private bathroom w/ walk in shower. Private parking in front of unit. All linens and basic supplies provided. Please see other listing details for specifics on exactly what is provided.

Guest favourite
A spacious studio is featured, with a large bed and a comfortable sofa facing a wooden coffee table. Natural light enters through multiple windows, and the indoor gas fireplace is visible next to a wall-mounted television. Soft tones create a relaxed atmosphere.
Flat in Savannah
4.94 out of 5 average rating, 311 reviews

The Love Bird Suite

Located on the serene and historic Wilmington Island, this space was designed as a romantic couple’s getaway. Enjoy this spacious studio, equipped with a working indoor gas fireplace, a large soaking tub, floor to wall tiled shower, and an outdoor hot tub. Centrally located between Historic Savannah and Tybee Island, enjoy day trips to visit these amazing places and return to a relaxing and romantic retreat style stay.

Top guest favourite
A charming cottage is set amidst a natural landscape, featuring a screened-in porch and large trees draped in Spanish moss. The front yard is adorned with various shrubs, providing a tranquil setting in a quiet neighborhood.
Home in Savannah
4.96 out of 5 average rating, 207 reviews

Cottage on Wilmington Island

Our place is between Downtown Savannah and Tybee Island. 1950s Cottage - completely renovated. Extremely quiet neighborhood - wonderful place for a stroll with a view of the tidal marsh and Half Moon River. We do allow dogs, but you must contact us first to discuss. No cats as we have an allergic family member. We do not allow commercial filming (movies,etc) at our property. Chatham County License No. OTC - 022918

Top guest favourite
A inviting living room features a spacious seating area with a light-colored sofa, an accent chair, and a coffee table. A large TV is mounted on a wooden console against the wall. Natural light filters through the window treatments, creating a bright, comfortable atmosphere.
Home in Savannah
4.92 out of 5 average rating, 106 reviews

Southside Sanctuary

This home-away-from-home offers a restful space and ideal retreat for families and friends. Nestled on a quiet street in a residential neighborhood near Lake Mayer, the house is bordered at the back by a greenway and small creek. Conveniently located close to the Truman Parkway, guests have easy and quick access to downtown Savannah, Tybee Island, and Skidaway. It is also close to several grocery stores and the mall.

Top guest favourite
A light-filled living area is showcased, featuring a comfortable brown leather sofa with decorative pillows. A wooden coffee table sits in front. In the background, a kitchenette with modern appliances can be seen, and a piece of abstract wall art in calming colors complements the space.
Loft in Wilmington Island
4.97 out of 5 average rating, 382 reviews

Hamilton Studio (NO Cleaning Fee)

This spacious one bedroom with king size bed loft studio apartment is a newly built cottage centrally located in Savannah's serene neighborhood of Wilmington Island. It is 15 minutes from Historic Downtown Savannah and 15 minutes to the beaches of Tybee Island. This simple yet stylish "Scenic Suite" features a kitchenette (NO STOVE) and all the amenities necessary to guarantee a comfortable stay.

Top guest favourite
A cozy living room features a sectional sofa with decorative pillows, a round wooden coffee table, and a soft area rug. A teal chair and a white entertainment unit provide additional seating and storage. Natural light enters through large windows, enhancing the space's inviting ambiance.
Cottage in Savannah
4.98 out of 5 average rating, 176 reviews

Historic Coastal Cottage on Isle of Hope

The Crooked Oak Cottage is a short walk to Historic Bluff drive which overlooks the intracoastal waterway. The Isle of Hope community has several crafts and art shows through out the year. The IOH Marina hosts monthly concerts, kayak rentals and local fishing charters. Crooked Oak is minutes from Wormsloe plantation, Tybee beach, Savannahs Downtown area and many other attractions.

Guest favourite
A spacious living room is furnished with two elegant chairs and a comfortable brown sofa, arranged around a light-colored area rug. A potted plant adds a natural touch, while a guitar stands nearby. Soft lighting highlights the large windows adorned with sheer curtains.
Guest suite in Savannah
4.85 out of 5 average rating, 157 reviews

Retro King Guest Suite in a Quiet Neighborhood

Beautiful, private and well-appointed guest suite, in a quiet neighborhood. 13 mins drive to downtown Savannah, 5 mins to Memorial Hospital, 7 mins to Wormsloe Historic Site. 3 mins walk to Cohen’s Retreat, 3 mins walk to Truman Linear Park Trail and 8 mins drive to Lake Mayer Park. Playground right across the street. This is a cozy homey place perfect for a weekend getaway!

Popular amenities for Skidaway Island holiday rentals

When is the best time to visit Skidaway Island?

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Avg. price$186 SGD$215 SGD$260 SGD$232 SGD$235 SGD$215 SGD$268 SGD$189 SGD$203 SGD$190 SGD$213 SGD$206 SGD
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Frequently Asked Questions

  • Where should I stay in Skidaway Island?

    Make yourself at home in Skidaway Island by choosing from our most frequently booked neighborhoods. We have over 210 vacation rentals in Isle of Hope, over 340 vacation rentals in Southside, and over 580 vacation rentals in The Landings.

  • Are there pet-friendly vacation rentals in Skidaway Island?

    Four-legged friends are welcome in Skidaway Island. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Skidaway Island?

    Yes! Work meets play with ease at over 50 vacation rentals in Skidaway Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Skidaway Island vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Skidaway Island, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly house rentals in Skidaway Island?

    Skidaway Island has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Skidaway Island?

    Experience the best of Skidaway Island with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Skidaway Island have air conditioning?

    Absolutely! We offer over 60 house rentals with air conditioning in Skidaway Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Skidaway Island have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Skidaway Island. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Skidaway Island

  • Total holiday rentals

    Explore 80 holiday rentals in Skidaway Island

  • Nightly prices starting at

    Skidaway Island holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 of Skidaway Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Skidaway Island rentals

  • 4.8 Average rating

    Skidaway Island stays are highly rated by guests – averaging 4.8 out of 5!