Vacation rentals in Skidaway Island

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Top-rated vacation rentals in Skidaway Island

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

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Guest favorite
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 favorite
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, 234 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.

Guest favorite
A spacious bedroom features a king-sized bed dressed in crisp white linens and an accent blanket in a calming color. Natural light enters through multiple windows, while decorative art and a round mirror enhance the serene atmosphere. A cozy seating area is present, alongside a stylish dresser.
Home in South Historic District
4.93 out of 5 average rating, 257 reviews

Whimsical Downtown Carriage House With Courtyard

Our authentically Savannah, historic carriage house offers a private retreat in the heart of downtown! Perfect for a romantic getaway or solo adventure. Explore the city's rich history, museums, or take in all the scenic squares Savannah is famous for! After enjoying all our city has to offer, relax in the cozy living room, prepare a full meal in the well-equipped kitchen, or step outside into the intimate courtyard! We are so excited to host you here in the Hostess City, y’all! SVR 02737

Top guest favorite
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, 238 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.

Guest favorite
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, 280 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! ❤️

Guest favorite
A spacious bedroom features a large bed with a patterned throw blanket. Tall windows adorned with deep red curtains allow natural light to fill the room. A bedside table and a comfortable chair are positioned nearby, enhancing the room's inviting layout.
Guest suite in Thomas Square
4.92 out of 5 average rating, 613 reviews

Starlander Ltd.: The XL Suite, w/ private bath

The Starlander suites are within a 1920s townhouse that's part home (mine), part guest house, part art gallery, and a little bit library (I have a few books). I've travelled to over 70 countries, and my favorite stays were not in hotels, but in small guest houses and hostels with private rooms available. I liked the home-grown character of these places, and the chance to interact with the hosts and other guests. I hope to give others a similar opportunity in Savannah at the Starlander.

Top guest favorite
An open studio layout reveals a cozy seating area with a grey couch adorned with decorative pillows and a knitted throw. A spacious bed with crisp white linens is positioned near large windows draped with green curtains. Modern artwork and a minimalist desk enhance the inviting atmosphere.
Guesthouse in Savannah
5 out of 5 average rating, 266 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 favorite
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.
Guesthouse in Savannah
4.97 out of 5 average rating, 150 reviews

Half House Savannah

Laid back guest house located close to the marshes and 15 minutes south of the Historic District. Quiet, serene locale with private entrance, large yard and relaxed interior that includes a queen bed with a desk and kitchenette area. Nestled under a grand live oak, the Half House is home to many bird species and a barred owl that often takes residence upon the branches. Feel free to enjoy the fire pit and private yard...laundry available on site as well.

Top guest favorite
A spacious living area features a blue sectional sofa positioned on a soft area rug. Bright artwork decorates the walls, complemented by natural light streaming through large windows. A coffee table sits in front of the sofa, with a television mounted on the wall, and a dining area visible in the background.
Cottage in Tybee Island
4.97 out of 5 average rating, 110 reviews

Whimsical, 1940s Cottage 4 blocks to the Ocean!

Kick back and relax in this calm, stylish space. Peaceful setting and super quiet neighborhood. Enjoy my amazing slice of heaven! Private, whimsical, side patio with charcoal grill, great front porch, and super quiet area. Yet, only 4 blocks to the beach & back river for incredible sunsets and 8 blocks to the downtown district and peir. This is a house split in half, so locked doors between you but noise consideration is appreciated!

Guest favorite
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.
Apartment in Savannah
4.94 out of 5 average rating, 284 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 favorite
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, 162 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 favorite
A compact sleeping area features a spacious bed dressed in white linens with navy accent pillows. A wooden tray rests on the bed. A bedside table is positioned nearby, and a bathroom entrance is visible in the background, showcasing neatly arranged towels.
Guest suite in Savannah
4.92 out of 5 average rating, 539 reviews

Cute Starland district Guesthouse!

Come stay in our cute little guest house in the Midtown district of Savannah! We are just off Bull Street and close to one of SCAD's many beautiful buildings which are dotted throughout Savannah. This is a beautiful area with a variety of bars, restaurants and coffee shops in the surrounding streets! On top of that, Forsyth Park is less than 10 minutes walk!

Popular amenities for Skidaway Island vacation rentals

When is the best time to visit Skidaway Island?

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Avg. priceG$31,341 GYDG$31,341 GYDG$41,579 GYDG$38,027 GYDG$38,445 GYDG$35,102 GYDG$43,878 GYDG$30,923 GYDG$33,222 GYDG$31,968 GYDG$31,341 GYDG$31,132 GYD
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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 vacation rentals in Skidaway Island

  • Total vacation rentals

    Explore 80 vacation rentals in Skidaway Island

  • Nightly prices starting at

    Skidaway Island vacation rentals start at G$10,447 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,080 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Skidaway Island vacation rentals include wi-fi 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!