Vacation 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 favorite
A bright pool area is surrounded by lush greenery and vibrant landscaping. The pool features a unique shape and inviting turquoise water. Comfortable seating is arranged nearby, with colorful chairs contrasting against the light-colored walls of the house and deck.
Guesthouse in James Island
4.99 out of 5 average rating, 351 reviews

Salt of the Island Retreat w/ Pool on the Lake

Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

Top guest favorite
Villa in James Island
5 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 favorite
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, 194 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 favorite
The exterior of a pastel pink building features classic Georgian architecture, with large windows framed by black shutters and a welcoming staircase. A spacious king bed adorned with crisp linens is set against a ceiling with decorative beams. A cozy seating area showcases an original fireplace, while a small table holds pastries and a pink beverage.
Home in North Historic District
4.97 out of 5 average rating, 128 reviews

Bosch Huis Rosé: Rosé Suite • Historic • Parking

Oglethorpe Square, Savannah, 1856. Horse carriages still pass daily. The Rosé Suite, ground floor: first to hear the hooves, first out into Savannah, front row on the square. Skip the car: River Street one way, Broughton Street shops the other, Michelin-worthy tables between. Out back: a sauna, a cold plunge, and the best part of your morning. Loved like a home, because it is one. Bosch Huis began as a dream. Guests like you make it real. Tap the heart, see my Host Profile, or book 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, 204 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 favorite
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, 178 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 favorite
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, 252 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.

Guest favorite
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, 461 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 favorite
A vibrant rainbow arcs across a partly cloudy sky, hovering above a grassy area. A spacious saltwater pool reflects the colors of the sky, while a classic cottage with a covered porch is visible in the background, surrounded by lush greenery and trees.
Cottage in Aiken
4.97 out of 5 average rating, 123 reviews

Dreamcatcher Cottage

Do you prefer something quiet and unique over a chain hotel? Welcome to Dreamcatcher Cottage! For less than you’ll pay for most hotel rooms, you can have a roomy, comfortable, air conditioned cottage on a private 26 acre horse farm with all the amenities of home 15 minutes from downtown Aiken, and 40 minutes from Augusta National Golf Course. Peace and quiet, the sound of native birds, gorgeous sunrises and sunsets all await you at Dreamcatcher Cottage.

Top guest favorite
Home in Folly Beach
4.96 out of 5 average rating, 182 reviews

Private Pool Oasis • Walk to Folly Beach

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!

Superhost
A screened-in lanai surrounds a clear, inviting pool, complemented by multiple lounge chairs and a dining table. Comfortable seating is arranged nearby for relaxation, while a sun umbrella provides shade over the pool area. Lush greenery is visible in the distance.
Home in Beaufort
4.87 out of 5 average rating, 198 reviews

Estate Living on 5 acres with pool in Beaufort, SC

Welcome Home! This spacious home is located on 5 beautiful acres that include a large pond, where you can sit on the dock and feed the fish under one of the oldest and most majestic live oaks in the Lowcountry. Swim laps in the 40-foot pool or just lounge poolside in the screened-in lanai with premium lounge chairs. Enjoy the gorgeous view through expansive picture windows overlooking the 200-acre nature preserve.

Guest favorite
Guesthouse in Johns Island
4.95 out of 5 average rating, 286 reviews

Gated Farmhouse Loft with Pool & Hot Tub

Gorgeous guest retreat above detached garage with pool access. Seven miles from Historic Downtown Charleston. Minutes from restaurants and the beach. This cottage is the best place to celebrate a special occasion! Send simple decorations through Amazon and we will decorate for you! Beach chairs, umbrella, and towels provided for your day at the beach. Business License Number (LIC063755)

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