Holiday rentals in Skidaway Island

Ocean View! Steps to beach! Remodeled HHBT Condo!

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

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.

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

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.

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! ❤️

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.

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

Custom Carriage House on Sweet Savannah Lane!

Welcome to our chic urban retreat! Experience luxury in this brand-new, custom-designed carriage house featuring unique art (some by yours truly) and stylish furnishings. The off-street parking and lane location offer some hard-to-find privacy in the Victorian District. The high ceilings give an airy feel while you unwind on plush furniture and indulge in the modern amenities. Ideal for a romantic getaway and starting point to explore Savannah's charm! SVR 02919

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.

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.

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.