Holiday rentals with a pool in Walterboro

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Top-rated rentals with a pool in Walterboro

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
The welcoming exterior features a charming two-story house surrounded by lush greenery, while a heated pool is enclosed in a screened area, showcasing colorful lounge chairs and float. The inviting dining area is set on the deck, perfect for outdoor meals. A cozy bedroom highlights a spacious bed with soft linens, complemented by calming wall colors and stylish decor.
Home in North Charleston
4.99 out of 5 average rating, 129 reviews

Crushing on Charleston *Pool *Game Room *Fire Pit

You will definitely be crushing on Charleston after your stay at this charming house in North Charleston. This home has everything you need to make amazing memories with your family or group. After a day of exploring downtown, playing at the beach or visiting one of the many attractions Charleston has to offer, head back to our your own personal oasis to continue the fun at the pool, game room and fire pit. Centrally located, you can be to everything this beautiful city has to offer in minutes.

Top guest favourite
Villa in James Island
5.0 out of 5 average rating, 173 reviews

Villa overlooking Charleston close to Folly Beach

Nestled in a bird sanctuary on an oak filled tidal creek lot with expansive porch views of Charleston harbor, come share a coffee with friends and family and watch a spectacular marsh morning sun rise. Located minutes to the famous "Edge of America" Folly Beach, beach chairs, coolers and towels are provided for an enjoyable beach excursion. Centrally located, you are a short trip to historical Charleston, James Island County Park Splash Zone, and neighboring barrier islands. Off street parking.

Top guest favourite
A charming cottage is set amidst lush greenery, featuring a wide, welcoming pathway made of patterned pavers leading to a spacious deck. Large windows reflect natural light, and a few outdoor chairs are positioned under umbrellas, inviting relaxation in the shaded area.
Cottage in Beaufort
4.98 out of 5 average rating, 195 reviews

Private Island Cottage

Looking for a place to relax and enjoy a stress free holiday, consider this Beautiful cottage set on a private Island with dock access to the intercoastal water way. Minutes from downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great resturants and attractions like: Hunting Island state park and public golf coures. Fishing, kayaking or paddel boarding (equipment provided), or just relax on one of the docks or porches.

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, 207 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
A modern kitchen features white cabinetry with gold-toned hardware and a large quartz island. Stainless steel appliances, including a refrigerator and oven, are visible. Two gray bar stools are positioned at the island, creating a comfortable dining space.
Townhouse in Seabrook Island
4.98 out of 5 average rating, 100 reviews

Beautiful 1 bdrm 2 bath townhouse on golf course

Newly updated contemporary townhouse! This sharp property is overlooking the golf course on Seabrook Island. This lovely home has 1 bedroom upstairs with a king bed and 2 bathrooms. Main level has a stocked kitchen, with a smart frig., stove, oven, microwave & wine frig.. The kitchen has a waterfall quartz island and gold toned hardware. The living room (w/NEW Queen sofa bed) is spacious, and there is a full bath with a shower. There is also a smart TV and a washer and dryer. Pet friendly.

Guest favourite
A bright and airy living room features two large, comfortable couches arranged around a wooden coffee table. Large windows allow natural light to fill the space, while light-colored curtains add a soft touch. A cozy fireplace is situated beneath a wall-mounted TV.
Home in Seabrook Island
4.95 out of 5 average rating, 181 reviews

Beautiful 2BD/2BA Seabrook Island Villa

Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

Top guest favourite
A bright living area features a comfortable sectional sofa and accent chairs. A large flat-screen TV is mounted on the wall above a dark wood console. Natural light floods the space through sliding glass doors, which open to a screened back porch.
Townhouse in Charleston
4.99 out of 5 average rating, 254 reviews

The Oasis (Charming, Close, Sleeps 5)

The Oasis is a beautiful and comfortable townhome in Charleston, SC. This 2 bedroom, 2.5 bath sleeps 5 people. The airport, beach, downtown, golf courses, & concert venues are all approx. 20 min away. After enjoying Charleston's restaurants, tours, shops, beaches, golf, & entertainment, relax at The Oasis w/ 3 Roku TVs (70", 43", 43"). Drift off to dreams w/ King, Queen, Twin Loft, & Queen Sleeper Sofa options. Also enjoy a fully equipped kitchen. There is pool access in warmer weather.

Top guest favourite
The screened-in porch features a hanging bed adorned with colorful pillows and a soft blanket. Surrounding seating areas include patterned chairs and a decorative rug. Large windows provide views of the greenery outside, allowing natural light to illuminate the space.
Guest house in Saint Helena Island
4.99 out of 5 average rating, 246 reviews

Charming Waterfront Cottage with Beautiful Views.

This is a very comfortable guest cottage with one bedroom, bathroom with large shower, kitchenette, and living room. Guests may occasionally share the dock, screened-in porch, and swimming pool. A beach pass is provided for Hunting Island State Park as well as beach chairs and towels. "MarshSong" is an inspirational place for anyone who just wants to relax, or explore; a good central point for visiting Charleston and Savannah. Rest, relax, recharge - nap on a hanging bed; sleep well.

Guest favourite
A serene view of the sunset reflecting on the water, framed by tall trees and a wooden deck. Comfortable seating is positioned nearby, inviting relaxation while observing the vibrant colors of the sky. A calm atmosphere is created by the soft glow of the setting sun.
Home in Hardeeville
4.9 out of 5 average rating, 465 reviews

Riverfront 2BR fish&kayak deck 15 minutes Savannah

Unique riverfront 2BR 2BA Lowcountry home on private cove. Vaulted ceilings, big windows, comfy beds, full kitchen. 6 decks for sun bathing, grilling, dining, fishing off dock—woods & calm water views, highway visible right (noise outside). Historic rice fields surround—Carolina Gold country, oxen hauled rice & lumber. No trails—just peaceful. 12 min to Savannah, 45 to Tybee, 15 to Bluffton, 30 to Hilton Head. No cleaning fee. Air purifiers. Your private riverside retreat.

Top guest favourite
Guest suite in Tybee Island
4.93 out of 5 average rating, 112 reviews

Let him fish! You soak in the waterfront spa

Escape the crowded beaches & discover one of Tybee’s hidden gems. Paddle peaceful Horsepen Creek, watch stunning sunsets from the dock, soak in the waterfront hot tub, or sip a cocktail at the tiki bar. This tropical retreat features two king bedrooms, a well-equipped kitchenette, a vibrant open air back porch & access to the dock, pool, hot tub, firepit, kayaks, & waterfront tiki lounge. Stop by our brewery just down the street for a beer🍻 STR2022-00261

Top guest favourite
Home in Folly Beach
4.96 out of 5 average rating, 185 reviews

Winter hot tub retreat • Walk to Beach/Restaurants

Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

Top guest favourite
A spacious pool area is surrounded by lush greenery, featuring vibrant tropical plants. Poolside seating includes lounge chairs, shaded by colorful umbrellas. A patio area is visible, designed for outdoor gatherings, with a backdrop of natural beauty enhancing the serene atmosphere.
Flat in Johns Island
4.94 out of 5 average rating, 265 reviews

Sailors Rest: Pool & Sauna Johns Island SC Retreat

Escape to Sailors Rest, a Johns Island oasis located just a short drive from Charleston, SC & Kiawah Beach. We offer a unique blend of lush gardens, tropical vibes, & natural beauty, complete with pool, infrared sauna, farm-fresh eggs, 2 Queen beds, fireplace & patio. You would be the only guests on the property. Hosts live on premises. Book Sailors Rest now if you’re looking for friendly southern hospitality and Caribbean inspired living.

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