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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Top guest favourite
The living area features two plush armchairs with soft pillows, set on a richly patterned rug. An ornate fireplace is framed by two decorative mirrors. Natural light fills the space from large windows leading to the sleeping area, creating a welcoming ambiance.
Flat in South Historic District
4.97 out of 5 average rating, 149 reviews

Iconic, Historic Condo Steps from Forsyth Park

Discover Savannah's charm in this historic condo, nestled in the parlor level of an incredibly restored row home in the heart of the Historic District. One bedroom, one bathroom, and an eat-in kitchen, all adorned with classic, Parisian-inspired details and architecture. A romantic getaway perfect for couples, solo-travelers, and those that want to experience a true Savannah stay! Just steps from Forsyth Park and nearby attractions, experience the city's beauty right at your doorstep! SVR-02734

Guest favourite
A vibrant living room is highlighted by a yellow couch adorned with decorative pillows. A round wooden coffee table sits on a striped area rug, with natural light enhancing the space through large windows draped with sheer curtains. A piece of wall art adds a modern touch.
Home in Savannah
4.93 out of 5 average rating, 186 reviews

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.

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
4.82 out of 5 average rating, 236 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, 239 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.

Top guest favourite
A spacious guest suite features a comfortable bed and a red sectional sofa. Natural light enters through glass doors, illuminating the room. Decorative elements include wall art and a small shelving unit, while a ceiling fan adds to the air circulation.
Guest suite in Savannah
4.92 out of 5 average rating, 284 reviews

Adorable King Suite in a Quiet Neighborhood

Discover your perfect retreat in this beautifully appointed guest suite, nestled in a serene neighborhood just minutes away from downtown Savannah. Ideal for both leisure and convenience. 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! ❤️

Top guest favourite
Guest house in Savannah
5 out of 5 average rating, 274 reviews

1 bed/1 bath Guest House with Parking - loft39

Peaceful treehouse on Wilmington Island. loft39 is a one-bedroom studio apartment, a stylish escape from the downtown Savannah area. Relax in the tree canopy in a spacious private apartment with luxury bamboo bedding on a king size bed, high speed WiFi, 2 smart TVs, dedicated workspace, fully equipped kitchen with bar amenities, fully tiled bathroom with oversized shower, separate living and dining areas, and beach supplies! Private off-street parking included. License # OTC-023656

Top guest favourite
A screened-in patio is decorated with vibrant potted plants and wicker seating, featuring plush cushions. Large windows offer views of the surrounding greenery and horse pasture, while a ceiling fan enhances airflow, creating a comfortable space for relaxation.
Guest house in Savannah
5 out of 5 average rating, 109 reviews

Hideaway Cottage by the Pond

Escape to the southern countryside and experience the peace and tranquility of our cozy cottage! Nestled near a picturesque pasture with my horse Brio, a serene pond, and 4 1/2 acres . This property is the perfect retreat for nature lovers. Only 15 minutes to downtown historic Savannah, and 25 minutes from Tybee Island beach! Quiet country living, city within minutes. Sleeps 4 adults! Children welcome. Pets allowed 2 dogs. No Pit Bulls or Pit mixes. No smoking, Vaping on property.

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, 152 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.'

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, 290 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, 201 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 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, 165 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 living area is displayed with a daybed adorned with cushions in warm tones. A cozy throw is draped over the side. A small wooden table and a chair provide additional seating, while a flat-screen TV is positioned nearby. Natural light fills the space, complemented by soft lighting.
Guest house in Savannah
4.88 out of 5 average rating, 225 reviews

Boho Cottage-Pet Friendly&Big Yard,No Cleaning Fee

Our cozy tucked away island guesthouse is 550 sq. ft. of boho studio space. Perfect for travelers who are alone, a couple, or even small families. You have your own parking that has direct access to a LARGE fenced in yard with privacy fencing for your comfort! Pets are welcome! Located on Wilmington Island just 15 minutes from Tybee Island beaches & downtown Savannah!

Popular amenities for Skidaway Island holiday rentals

When is the best time to visit Skidaway Island?

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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 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 40 vacation rentals in Skidaway Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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.

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

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

  • 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 $40 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.

  • 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.

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 £37 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!