Vacation rentals with a pool in Walterboro

Find and book unique homes with a pool on Airbnb

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
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 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, 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 favorite
The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.
Home in Hilton Head Island
5.0 out of 5 average rating, 122 reviews

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

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, 132 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, 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 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, 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.

Guest favorite
The open living area features a comfortable sofa and two patterned armchairs, positioned near large windows that allow natural light to fill the space. A wooden coffee table is centrally located, creating an inviting spot for relaxation and gathering.
Home in Seabrook Island
4.89 out of 5 average rating, 244 reviews

Beach House- 0.4 Miles from the Ocean STR25-000614

*Close to Charleston, SC- Our pet friendly 2 bedroom 2 bathroom charming “Tree House” is located just .4 miles from the beach on the prestigious and gated Seabrook Island. Your family, friends, or colleagues will love this slice of heaven minutes from the beach, pools, golfing, dining, and all of the other amenities Seabrook has to offer. NOTE: The treehouse is roughly 900 sq. ft. Parking for two vehicles. Furniture changes have been made since photographs. Cable not provided. .

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, 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 favorite
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!

Guest favorite
A spacious living area is furnished with two white sofas and two armchairs, each adorned with teal cushions. A circular coffee table is centered on a patterned area rug, and artwork hangs on the dark walls. Natural light floods the room through large windows.
Home in Cannonborough Elliotborough
4.97 out of 5 average rating, 267 reviews

2500SF Downtown 1849 home w/ pool!

The perfect Oasis in the middle of the Peninsula... Come home to this 2,500 SF c.1849 historic property and take a dip in the pool after a long day walking around or relax and have a cocktail on the balcony. Walk out the door and explore Cannonborough-Elliotborough and some of the best restaurants the City has to offer. Off-street parking for 1-2 vehicles is provided, a rarity downtown. We are a legal City licensed short-term rental 2026 OP. 07096.

Top guest favorite
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.
Apartment in Johns Island
4.94 out of 5 average rating, 264 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.

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
4.88 out of 5 average rating, 200 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.

Popular amenities for Walterboro rentals with a pool