Cottage vacation rentals in Skidaway Island

The Hidden Pearl Cottage, Tybee Island, Georgia

Cozy Cottage near the Beach! The Hidden Pearl is a restored 1910 cottage; said to have been part of the old Ft Screven army base on the north side of the island. The "Pearl" is a small (756sf) cottage now located in the (commercial district) heart of Tybee's South (main) beach. Cottage is "beach vibe" decor & cozy. Enjoy two separate spacious deck areas with privacy fencing, charcoal grill, and outdoor hot/cold shower. Park and walk ... 0.3mi to beach & pier, shops, dining & sweet treats.

Family · Location · Laundry

Private Dock | FREE Golf Cart, Kayaks & Bikes

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers with your own FREE GOLF CART, BIKES, & KAYAKS. Pamper yourself with this luxurious getaway and nature-lover's paradise. Relax on your PRIVATE DOCK on a cozy swing bed while surrounded by panoramic views of the tidal creek. Nestled amongst enchanting live oaks and marsh-side scenery, you'll soon discover something inherently romantic about this Tybee Island cottage, just 25 minutes to downtown Savannah.

Location · Value · Biking

Charming Coastal Cottage STR-025757-2025

Experience the blissful serenity of this delightful cottage, ideally nestled between Downtown Savannah and Tybee Beach. Indulge in the simple pleasures of life as you sway on the front porch, sipping your refreshing sweet tea. This tranquil abode offers a charming ambiance that will captivate your senses. Embrace the tranquility and convenience offered by this enchanting cottage, where rocking on the porch becomes a cherished pastime and every moment is infused with relaxation and joy.

Value · Family · Backyard

The Cucumber Cabana: Sleeps 2 adults + extra lofts

Welcome to the whimsical wonderland of the Cucumber Cabana; paradise tucked away in the enchanting woods under a canopy on Daufuskie Island! This cozy abode is big on charm and quirky delights. Featuring a main floor Queen bedroom and 2 additional lofts. With nature as your neighbor and a sprinkle of whimsy in every nook, the Cucumber Cabana promises a getaway that's as refreshing and quirky leaving you as cool as a cucumber! Book in conjunction with The Sol Shack next door to sleep 6!

Family · Value · Sleep quality

Blue Star Beach Shack

Located mid-island, convenient to everything. Less than 5 minute walk to the Beach! This is an iconic 1940 "Tybee Island Beach House" built in an elevated style that is a typical architectural vernacular to Tybee. Original detailing abounds throughout with a perfect mix of old and new to create a super cozy, beachy vibe. Bright, light, and airy cottage with crisp white and navy accents throughout create a chic Low Country vibe while retaining the essence of a typical beach shack.

Location · Family · Outdoor spaces

Savannah Cottage - 5 Mi to Wormsloe Historic Site!

Step into a coastal fairytale when you book this whimsical Savannah cottage! Nestled under mature Spanish moss trees, this 2-bed, 1-bath vacation rental has been beautifully renovated to combine modern amenities with historic southern charm, creating the ultimate Georgia paradise! After exploring attractions like Wormsloe Historic Site and Skidaway Island State Park both just a few minutes away, take a drive into town and stroll the streets of the Savannah Historic District!

Location · Family · Air conditioning

Dreamsicle Cottage (1.5 blocks to the beach)

Beautiful cottage in the perfect location. 1.5-2 blocks from the beach, restaurants & shops. Essentials & beach supplies provided. Dog friendly (no pet fee). Super easy check-in. Very large fenced in backyard, deck & the outdoor showers are always a hit! 3 large bedrooms, 1 full bath, 2 half baths, large kitchen w/ essentials, washer/dryer, 2 outdoor enclosed (H/C) showers, lots of free parking, cable, 4 flat screen TVs (2 smart), fast Wi-Fi & charcoal grill.

Family · Location · Air conditioning

Hot Tub, Fire Pit, Savannah, Tybee

Amazing Location! This home sits in between Tybee Island and Savannah's Historic Downtown. A 10 minute drive to River Street and 15 minute drive to Tybee Island. This is the perfect home for families or couples wanting to visit the Wildlife Center located just 3 minutes away! Cozy hot tub and firepit, Beach chairs and towels, plush beds with luxurious linens, a fully stocked kitchen, and all the things you need to make a vacation complete are waiting for you.

Location · Value · Comfort

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 garden with umbrella, and seating, covered front porch with butterfly garden. 4 blocks to the beach ( sunrise) & 4 blocks to the 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!

Family · Location · Biking

The Oyster Cottage on Daufuskie w/ Golf Cart

A charming historic 3bd/1.5bath cottage that boasts authentic Daufuskie character with all the modern amenities. Located in the Historic district of the island, this cottage is nestled on a large piece of property next door to the Iron Fish Gallery, only a 5 minute walk to the Island Shack. Featured in Southern & Coastal Living, this retreat is perfect for a small group or family to escape and enjoy the serenity and quiet of the island.

Value · Family · Outdoor spaces

Laura's Cottage, Redford film spot, historic

Live in history. Your 18th century cottage is in the heart of the Landmark Historic District. Comfortable and private, it features exposed interior old-growth pine beams, antiques, free private parking, and an authentic sense of place. This unique experience blends rustic charm, modern convenience, and a deep connection to the past. We live next door for any needs you may have. The 8% hotel tax is included.

Value · Location · Quiet

Welcome 2026! Adorable Tybee cottage with Pool/Spa

This is a honeymooners delight! Small families are welcome too. *During the winter months-the Heated Spa is available, but not the pool. Heated pool option is available after April 1st, 2026 and only if daytime temperature is above 70 degrees. HEATED POOL/SPA OPTION IS $40.00 per DAY EXTRA. Charged at end of stay and only for days that heat is turned on. Per city code maximum number occupancy is 4 adults.

Family · Value · Hot tub