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Vacation rentals in Callawassie Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Callawassie Island

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

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Guest favorite
Home in Bluffton
4.91 out of 5 average rating, 179 reviews

Divers Inn

Welcome to The Promenade! This rare corner townhome with an ELEVATOR, zoned MIXED USE, is in the heart of Old Town Bluffton, above Calhoun Street Tavern. With 2,537 sq. ft., dual primary suites, a private third bedroom, 2.5 baths, and multiple outdoor spaces, it’s fully furnished and a successful Airbnb. Steps from top restaurants, shopping, and bars, and just 15-20 minutes from Hilton Head’s beaches and 30 minutes to Savannah, this townhome offers the perfect blend of urban and coastal living.

Top guest favorite
An outdoor area features a fire pit surrounded by seating and decorative gravel. String lights illuminate the space, creating a warm ambiance. Lush greenery borders the gravel area, and a staircase leads to the studio apartment above, contributing to a cozy, inviting environment.
Apartment in Bluffton
4.99 out of 5 average rating, 218 reviews

Sunset on the May / Historic Old Town Bluffton

Spacious studio apartment sits above a detached garage with your own private entrance located in the heart of Old Town Bluffton. A short stroll to nearby restaurants, boutiques and unbelievable sunsets on May River. New king size bed, appliances and large sectional couch. Full kitchen with plenty of space to relax and store your things. Nice size bathroom, full shower and an abundance of amenities like private fire pit, outdoor grill and patio table for your enjoyment. HH Beaches minutes away!

Top guest favorite
Apartment in Bluffton
4.99 out of 5 average rating, 461 reviews

Guest House on Lawrence Street

UPDATED LUXURY, FASTIDIOUS CLEANLINESS in historic OldTown Bluffton’s coziest carriage house. OldTown’s vibe is just plain fun. Stoll 2 blocks to super restaurants, night life, art galleries, boutiques, antebellum homes & lush waterfront parks on the idyllic May River. New in 2018 w/ quartz counters, private bedroom w/ plush king-size bed, upscale bath w/ soaking tub, bright living/dining room, full kitchen & romantic rocking-chair porch up in moss-draped oaks. Read our Reviews—guests love it!

Top guest favorite
A private screened-in dock features a swing bed adorned with decorative pillows, offering a cozy resting space. Ambient Edison lights create a warm glow, while views of the marshland are visible through wooden frames and open spaces.
Cottage in Tybee Island
4.99 out of 5 average rating, 193 reviews

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.

Guest favorite
Cottage in Hardeeville
4.95 out of 5 average rating, 560 reviews

Tranquil Savannah River Cottage w/ Views+Breakfast

Awaken on the banks of the Savannah River w/ views, song birds & morning coffee! Enjoy the 2x decks, full wall glass doors, metal roof rain, 2 acres strung w/ Spanish moss & relaxing in the sun as the water hits the docks! Bring a book, fish, or hike! Enjoy breakfast, gas BBQ, firepit, screened porch+fans, fast wifi & SmartTV! 2023 renovated & travel magazine featured! Near Savannah, Hilton Head, I95 & airport! This adorable, smaller cottage is perfect for special occasions or getting away!

Top guest favorite
The exterior of the cottage is presented, highlighting a welcoming front porch with two chairs and potted plants. A covered parking area is visible, along with a path leading to the front door. Lush landscaping enhances the entrance, creating a pleasant, approachable atmosphere.
Home in Beaufort
4.98 out of 5 average rating, 237 reviews

The Cottage at Burroughs

The Cottage at Burroughs has recently been completely renovated. A short walk or bike ride to downtown Beaufort restaurants and shopping, it is also just steps away from the Spanish Moss Trail and a short drive to Parris Island. The Cottage has space to park your boat trailer and is one mile from the Downtown Marina and boat landing. A scenic drive through our barrier islands will take you to the beautiful beaches and trails at Hunting Island State Park - complimentary guest pass provided.

Top guest favorite
A three-story building is depicted, featuring a light-colored exterior with a spacious porch adorned with white railings. The ground level showcases large windows and a welcoming entrance. Stairs on the side lead to the upper levels, framed by greenery in the background.
Apartment in Bluffton
4.97 out of 5 average rating, 709 reviews

Bluffton Villa in the heart of the Promenade

Beautiful villa in the heart of the Promenade in the Historic District of Bluffton. Steps away are a wine bar, coffee shop, French bakery, 5 star and casual dining, & fabulous boutique shopping. Newly built in 2017, we offer our guests a fully equipped kitchen with an electric convection oven, microwave, dishwasher, ice maker in refrigerator. The bathroom offers a large walk in shower with a rain shower head, and the bedroom has a King size bed. You are a 15 minute ride to Hilton Head.

Guest favorite
A modern kitchen features stainless steel appliances, including an oven, microwave, and refrigerator. Light-colored cabinets complement the granite countertops, while a mosaic backsplash adds a subtle design element. A single basin sink is visible, with overhead pendant lighting providing illumination.
Townhouse in Bluffton
4.95 out of 5 average rating, 237 reviews

Newly Remodeled Lowcountry Escape!

This will be our third Airbnb in this community as we love it so much! The home is two bed and two full bath. A lovely single story home that is ADA friendly equipped with a ramp in the back and wheelchair width doors throughout. Conveniently located a short drive from many beaches or downtown Savannah. Within walking distance of downtown Bluffton with tons of awesome galleries, fun shops and amazing food! We have superhost status and strive to ensure your stay is comfortable and enjyable!

Guest favorite
The image presents a serene waterfront view framed by two tall trees. In the background, grassy marshlands extend toward the horizon, while the water reflects the soft colors of the sky. The scene conveys a peaceful natural setting typical of the Low Country.
Townhouse in Beaufort
4.93 out of 5 average rating, 146 reviews

The Blue Heron on the waterfront

Directly across from Parris Island Marine Base!! Great for families of graduating cadets or two couples who both want king beds and their own bath ! This beautiful private waterfront home has fabulous amenities. 1st floor has half bath , laundry , duel reclining couch plus daybed with trundle. A hanging daybed in the Carolina room ( no heat or ac) fire pit overlooking the marsh- 1st bed upstairs has king bed-bath is directly across, middle room has full/full bunks, king en suite main

Top guest favorite
A serene river view is captured at sunset, with vibrant yellow and orange hues reflecting on the water's surface. Two green chairs are positioned near a small fire pit, surrounded by lush greenery and colorful flowers, creating a peaceful outdoor setting.
Cottage in Beaufort
4.97 out of 5 average rating, 209 reviews

Peaceful River Retreat Near Historic District

This tranquil, private, river retreat has incredible views of the marsh and the Beaufort River. Located in popular Pigeon Point, you are just a short bike ride or a 20 minute walk to the historic district and downtown Beaufort. I also have another more glamorous and exotic property next door see it at: airbnb.com/h/motm Enjoy fishing and crabbing right in your back yard at high tide or take a short walk down to the boat landing where you can watch people hand cast nets for shrimp!

Top guest favorite
Apartment in Savannah
4.94 out of 5 average rating, 313 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 charming white cabin is set amidst lush greenery and flowering plants, featuring a welcoming front porch with steps leading to the entrance. Spanish moss hangs gracefully from nearby trees, enhancing the serene atmosphere of the outdoor space.
Bungalow in Bluffton
4.99 out of 5 average rating, 478 reviews

Bluffton's Historic Guest House

LOCATION! Charming cabin built c. 1910 with antiques and vintage decor provides in miniature all you need for a quiet getaway weekend with superb viewing & swimming from the dock or a month of blissful exploration of the Lowcountry. Walk to Old Town galleries, shops, 21 restaurants & festivals mixed with Farmer's Market on Thursdays 1-6 PM within one mile. Local seafood to cook available only four blocks away.

Popular amenities for Callawassie Island vacation rentals