
Holiday houses in Callawassie Island
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Top-rated holiday rentals in Callawassie Island
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Bluffton Farm Cottage: Come for the Holidays
(STR21-00116) Located in the Old Town Bluffton Historic District, our charming cottage is a short walk from art galleries, boutiques, gift shops, restaurants, parks, historic houses, and the May River. Hilton Head Island beaches and bike trails, dozens of golf courses, two National Wildlife Refuges, a variety of coastal/ocean opportunities, and many outdoor activities are nearby. Only 35 minutes from Savannah, the cottage is ideal place for couples trips, friends getaways, or family vacations.

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!

The Hideaway - Luxury Waterfront
Escape to this stunning hidden gem located in the heart of St. Helena Island. The Hideaway is a newly built, modern 2br 2ba waterfront cottage with unique architecture, breathtaking views, and luxury amenities, including an indoor sauna. Quietly tucked away amongst beautiful live oak trees and scenic saltwater marshes, this is the perfect place for you to rest, relax, and recharge. Conveniently located just minutes away from the beach, outdoor activities, shopping and excellent dining options.

Old Town Bluffton Home + Golf Cart No Cleaning Fee
This is Bluffton Living at its finest! This luxurious southern coastal home is located in the heart of Old Town Bluffton just a couple blocks from the Promenade & includes a new Golf Cart at no additional charge. Master is on the main floor. Walking distance to wonderful local hot spots including the coffee shops, wine bar, high end/casual restaurants, and charming boutiques. Our home has it all w/ a full kitchen w/ stainless steel appliances, Traeger grill, dishwasher, washer/dryer, & More!

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!

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.

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.

Couples Retreat | FREE Golf Cart/Bikes/Kayaks+Dock
Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers w/ FREE kayaks, bikes and an electric golf cart. Unwind in this luxurious getaway & nature-lovers paradise. Relax on your private dock w/ a cozy swing bed while surrounded by amazing panoramic views of the tidal creek & marshlands. Nestled amongst enchanting live oaks & marsh-side scenery, you'll soon discover something inherently romantic about this cozy historic cottage ~ book now and fall in love!

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.

Great reviews! Stylish Port Royal cottage!
Bright and airy with an open floor plan, this quaint cottage boasts unique features and effortless style in 900 sq. ft. This stylish, newly renovated home is just minutes from Parris Island, historic downtown Beaufort, and a 20-minute scenic drive to Hunting Island-it's the ideal Lowcountry retreat. Port Royal, SC license# 12106

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!
Popular amenities for Callawassie Island holiday rentals
Other great holiday rentals in Callawassie Island

The '56 Retreat

Marrakesh on the Marsh

Lux|King Bed|Free Golf|Heated Pool|Bikes|Parris Is

Comfy Corner Camper!

Luxury Waterfront Tree House | Harbour Town | Pool

Bailey's Landing Deepwater Oasis

Sea Pines house ~ Golf Sim / Putting Green / Games

Town and Country get away
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- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Harbour Town Golf Links
- The Westin Savannah Harbor Golf Resort & Spa
- Shipyard Beach Access
- Tybee Beach Pier and Pavilion
- Bradley Beach
- Mid Beach
- Harbor Island Beach
- Secession Golf Club
- Tybee Beach point
- Dolphin Head Golf Club
- Bull Point Beach
- Wormsloe Historic Site
- Congaree Golf Club
- Driftwood Beach
- Bonaventure Cemetery
- Long Cove Club
- Seabrook Island Beach
- Hunting Island Beach
- Edingsville Beach
- St. Catherines Beach




