Holiday rentals in Callawassie Island

~Beautiful Home Nestled in The PERfECT Town~

Beautiful rental property within minutes from Palmetto Bluff and some of the best golfing, dining, shopping and beaches. Centrally located between Savanna, GA and Hilton Head Island. Gated community pool within walking distance. Bluffton is a wonderful place to stay while exploring all the historical features and restaurants in Old Town Bluffton. The property is located in close proximity to Parris Island and University of South Carolina Beaufort. Nightly, weekly, and monthly rentals available.

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!

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!

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.

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!

Lowcountry Retreat Carriage House

Located in a quiet neighborhood, minutes from Old Town Bluffton, where you can find unique shops, art galleries, & great places to eat - many with live music! A stroll through the neighborhood will take you past a local park with playground, workout area, & walking paths. There are many ponds to enjoy the local wildlife, wetland areas, and beautiful oak trees. It's so peaceful! Convenient to Hilton Head, Beaufort, and Savannah, it's the perfect spot for exploring, shopping, or relaxing!

Guest House on Lawrence Street

UPDATED LUXURY & FASTIDOUS CLEANLINESS in one of historic OldTown Bluffton’s coziest carriage houses. OldTown’s vibe is just plain fun. Stoll two blocks to super restaurants, night life, art galleries, boutiques, antebellum homes & lush waterfront parks on the idyllic May River. Built in 2018 w/ quartz counters, private bedroom w/ plush king-size bed, upscale bath w/ soaking tub, bright living/dining room, full kitchen w/ gas cooktop, romantic rocking-chair porch up in moss-draped oaks.

Charming carriage house in Bluffton

Newly renovated carriage house close to everything Bluffton and Hilton Head have to offer. Less than a mile to the restaurants, shops, and galleries of historic Old Town Bluffton, 8 miles to Hilton Head Island, and just 18 miles to Savannah’s riverfront. Plush king-size bed, pull-out sofa, efficiency kitchen with microwave, refrigerator, coffee maker, and a large private deck are all available for guests. *Please note - minimum age of 10 for a child as the 3rd guest.

Beach condo with pool and stunning nature views

Your peaceful and stylish condo is on Hilton Head’s hidden gem beach, with nature views, lush landscaping, 3 pools, a hot tub, and tennis. This newly remodeled 2-bed/2-bath unit features lagoon and sea views, a screened-in sunroom, new LG appliances, quartz counters, a stocked kitchen, in-unit laundry, 65" TV in the living room, 58"/55" TVs in bedrooms, beach gear (cart, umbrellas, toys), 400 MB Internet—and no cleaning fee!

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.

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.

Riverfront Cedar Bluff Cottage Old Town Bluffton

The cottage is located on the beautiful May River in old town Bluffton. The cottage is situated just steps from Calhoun street and the Promenade area where there are several shops, restaurants, art galleries, etc. Be sure to check us out on IG @thecedarbluffhouse!