Holiday rentals in Callawassie Island

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Top-rated holiday rentals in Callawassie Island

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

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Top guest favourite
Cottage in Beaufort
4.98 out of 5 average rating, 323 reviews

Lovely Cottage in Beaufort w/ State Park Beach Pas

This adorable but well-appointed farmhouse cottage is located just a few streets from the heart of DT Beaufort, in the desired neighborhood of Pigeon Point, with easy access to the boat launch. Just a few blocks from Bay Street and the Marina, where great shopping and outdoor dining with breathtaking views of the harbor await. A relaxed and inviting space, style, and beauty combine to make this special cottage a much sought-after resting space for a memorable vacation with your loved one(s).

Top guest favourite
Home in Hilton Head Island
4.99 out of 5 average rating, 145 reviews

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

Top guest favourite
A spacious studio apartment is shown, featuring a king size bed draped in a patterned quilt. A dresser and lamp are positioned nearby, while a modern kitchen area is visible in the background. Natural light fills the room, highlighting the warm wooden flooring.
Flat in Bluffton
4.99 out of 5 average rating, 210 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 favourite
Flat in Bluffton
4.99 out of 5 average rating, 457 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 favourite
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, 186 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.

Top guest favourite
The cottage features a modern design with a sloped roof and expansive glass walls that create a bright and open feel. A wooden deck wraps around the front, complemented by a pergola and greenery, inviting relaxation in the tranquil outdoor space.
Cottage in Hardeeville
4.95 out of 5 average rating, 555 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!

Guest favourite
The front exterior of the home features a welcoming porch with blue shutters and a vibrant blue door. Neatly trimmed hedges surround the entryway, and a paved pathway leads to the entrance. Lush green grass and a bright sky enhance the inviting curb appeal.
Townhouse in Bluffton
4.94 out of 5 average rating, 234 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!

Top guest favourite
A cozy cottage stands illuminated at night, featuring a welcoming entrance. A fire pit with glowing flames creates a warm ambiance in the foreground, surrounded by natural landscaping. The surrounding trees add to the serene atmosphere, enhancing the sense of privacy.
Cottage in Beaufort
5 out of 5 average rating, 189 reviews

Private cottage in the pines

This cottage has a unique combination of being close to everything, while still maintaining a very private feel. The cottage is accessible by its private, dedicated drive. This new guest cottage has a King sized bed, as well as a pullout xl twin. The home boasts a large screen tv viewable from every angle, a full sized bath, full kitchen, exquisite outdoor shower, fire pit, full laundry, and all the amenities of home. 10 minutes to Beaufort/Parris isl. Boat parking available on site.

Top guest favourite
A serene outdoor setting features a cozy fire pit with firewood arranged inside. Two turquoise Adirondack chairs are positioned nearby, inviting relaxation. A winding stone path leads to a charming house with a spacious porch, surrounded by lush greenery and Spanish moss-draped trees.
Cottage in Beaufort
4.97 out of 5 average rating, 205 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 favourite
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, 476 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.

Top guest favourite
Cottage in Saint Helena Island
4.99 out of 5 average rating, 128 reviews

Private Waterfront Retreat w/ Sauna

Escape to The Hideaway, a newly built modern 2BR/2BA waterfront retreat on St. Helena Island. Surrounded by live oaks and sweeping salt marsh views, this architecturally unique cottage blends luxury and nature with curated amenities, including a private indoor sauna. Peaceful and secluded, yet just minutes from beaches, outdoor adventures, local shops, and dining—designed for rest, reconnection, and renewal.

Top guest favourite
A circular window seat is framed by a decorative arch and surrounded by bookshelves filled with various books and decorative items. Plush cushions invite relaxation, while natural light filters through the stained glass window, offering a view of the outdoor greenery.
Home in Savannah
5 out of 5 average rating, 175 reviews

Casula Solis

This is CASULA SOLIS!! Coming to you from the same owners as the CASITA :) Very unique stay with every amenity imaginable including a small 6' x 6' inground salt water dipping pool hot tub and fire pit! Very private 1 bedroom with king bed. I will even cook meals for an extra cost and plenty of heads up. I can send a breakfast/dinner menu upon request yum :)

Popular amenities for Callawassie Island holiday rentals