
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.

Mid-Century 3BR Gem in Quiet Savannah Cul-de-Sac
This is Savannah's Airbnb! Elegant mid-century modern home in a peaceful Savannah neighborhood. Perfect for family vacations, romantic weekends or business trips. Two full bathrooms and three bedrooms, two with king beds and one with a queen-twin and a twin-twin bunk. Designed with kids in mind! The home is situated on a quiet cul-de-sac in a safe and cozy neighborhood with wonderful neighbors. Walking distance to the bluffs and historic wormsloe, a short drive to a number of Savannah favorites!

Peachy Keen House - Savannah Escape w/ Game Room
Peachy Keen House is a unique and happy place, perfect for small groups! It has a stylish vibe and is stocked for fun with a hip game room! Just a short drive from the best of Savannah (Forsyth Park, Historic Downtown, Enmarket Arena, Butterbean Beach and boat ramp, and more) our place is the perfect spot to unwind after a day downtown or at Tybee Beach! Dogs are welcome w/ deposit and will enjoy the spacious fully fenced back yard, and your group will love the safe, friendly neighborhood.

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.

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.

Black and White Cottage: cozy home, pet friendly
Relax with the whole family at this peaceful place to stay. Home sleeps 6 with two beds, two baths and a pull out bed in the living room. Our large fully fenced in backyard is perfect for pets! Home is located within a 5 minute proximity to I-95, grocery stores, gas station and several local and popular restaurants. The backyard of the house is directly along I-95. Pooler, GA and Savannah, GA are short drives from this home. Perfect pit stop for all in your home away from home.

Private Pool - 15 mins to Downtown
Private inground pool, open all year, $50 a day heat option. Central location, 15 minutes from downtown and 30 minutes from the beach, this home is part of a waterfront community. The private community boat ramp is across the street giving you easy access to the Vernon River. Bring your kayaks (or use the two kayaks available for your use), canoes or motorboats and explore the salt marsh and barrier islands of Coastal Georgia. Contact us for seasonal discounts! OTC-023010

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.'

5 Star Location-Pool, Walk to Dining/Shops/Marina
Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

Pet-Friendly Retreat by the River
Located at the end of 144 Spur and Fort McAllister State Park, across the street from the public launching ramp. Fish Tales Tiki Hut on the Marina in less than half mile away, bring your kayaks or boat and have a truly memorable time, we have the space! Wake up to Trees, walking trails are less than a block away. This is the scene of one the great navel battles of the civil war, explore the history of the fort.. We are 30 mins from Historic downtown Savannah.

Beautiful Coastal Home w Spa near City & Beach
Enjoy our Marsh property just 10-minutes from Downtown Savannah and 15-minutes from North Tybee Beach. Our large home sits on over an acre of land, only shared with our two other listings. Our space features a roomy Master Suite with a private screened balcony overlooking coastal Georgia. Spend your evening soaking in the spa or chilling under the gazebo. All the best food, bars, and shopping Wilmington Island has to offer is only 1 mile away.

Elegance at the beach -Ocean View Villa, Gorgeous!
Enjoy stunning ocean views from this newly redesigned second-floor villa in the heart of Hilton Head’s main beach. Located in Seaside, a gated oceanfront complex, this stylish retreat features a plush king bed, modern kitchen with granite counters, sleek flooring, and a spa-like walk-in shower. Relax on the private balcony or take a short stroll to Coligny Plaza and the Tiki Hut for dining, shopping, and live music. The perfect beach getaway! 🌊☀️

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.
Popular amenities for Skidaway Island holiday rentals
Other great holiday rentals in Skidaway Island

Private POOL Paradise w/ Game Lounge!

429 Plantation Club Villas · Gorgeous Golf Course

Gaudry's Creekside Retreat

Midtown Savannah Gem Quiet and Close to Everything

Connect Yourself with the Beach In Shipyard!

3bd/2.5ba, Near Tybee & Sav, Sleeps 8, Game Room

Adorable & Quiet -Under 15 min to Downtown & Beach

Oak Canopied St. w Spanish moss/Sandfly with pool
When is the best time to visit Skidaway Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $192 SGD | $192 SGD | $255 SGD | $233 SGD | $236 SGD | $215 SGD | $269 SGD | $190 SGD | $204 SGD | $191 SGD | $214 SGD | $206 SGD |
| Avg. temp | 10°C | 12°C | 16°C | 19°C | 23°C | 27°C | 28°C | 28°C | 25°C | 20°C | 15°C | 12°C |
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 570 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 30 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 60 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 4,080 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 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!
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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- River Street
- Tybee Beach Pier and Pavilion
- Bonaventure Cemetery
- Wormsloe Historic Site
- Enmarket Arena
- Fort Pulaski National Monument
- Skidaway Island State Park
- Cathedral of Saint John the Baptist
- Old Fort Jackson
- Savannah College of Art and Design
- Chippewa Square
- Coastal Discovery Museum
- Hunting Island State Park
- Oatland Island Wildlife Center
- Tybee Island Light Station
- Tybee Island Marine Science Center
- Harbour Town Lighthouse
- Henry C Chambers Waterfront Park
- Sheldon Church Ruins




