
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.

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.

River Front Getaway; Pool Dock Sunsets Fenced/Dog
Paradise, Rest Relaxation, private, Snowbirds, Adventurers, romantic and small group getaways. A short 35 min distance from cultural and historic destinations in Savannah. Come fall in love with this secluded, quiet island retreat with newly redone pool, hot tub, screen porch. Deep Water Dock, floating dock, moorage, boat launch 1/2 mile away. Start your day with rose colored sunrises and end your day with red splashed sunsets across expansive river and marsh views. Birds, dolphins, fishing

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.

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.

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.

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.

French Tudor in Quiet Aiken County
Peaceful & relaxing setting in Aiken county. Backyard pool & patio areas are great for fun & relaxation with a resort vibe. Four freshly remodeled bedrooms upstairs with hardwood floors, queen beds & 43" 4k smart TVs. Open first floor plan includes well appointed kitchen, living, family, dining, laundry rooms & half bath. 11 min to Bruce's Field (Aiken Horse Park), 13 Min to Highfields Event Ctr, 15 min to Downtown, 29 miles to Augusta National. 13 Min to Old Barnwell Golf Club.

Share-in Dipity Refined 4 bedrooms pool not heated
Welcome to Share-in Dipity, this stylish and relaxing home has everything you need to de-stress and enjoy Charleston. This 4/2.5 home features thoughtful design touches, an incredible outdoor area with a large patio and pool, close proximity to grocery stores/shopping, all set in the walkable and quiet neighborhood of Kings Grant. Though you may be tempted to turn your trip into a staycation, we are only 25 minutes from downtown and 35 minutes to beaches like Sullivans Island.

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.

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.

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!

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.
Popular amenities for Walterboro rentals with a pool
House rentals with a pool

Gorgeous! Pool+Lagoon, Near Historic Area & Beach

Pool & Hot Tub Retreat, Arcade, 85" TV, By Airport

Large Pool! Only 5-10 mins from downtown Sav

The Hampton House

Gorgeous Executive Home on Pond *5 beds*

The Endless Summer-Hot Tub-7 beds

Heated Pool-Walk to Beach-Hot Tub-Walk to Beach!

Beach House- 0.4 Miles from the Ocean STR25-000614
Condo rentals with a pool

Beach condo with pool and stunning nature views

Ocean View! Remodeled! Steps to beach/Pool/Bar

Little Oak Love | 5 Minutes to Folly | Marsh View

Stunning Ocean & Coastal Views | Resort Perks!

HHI. Easy Private Beach Access. 3 pools- 1 indoor.

Gorgeous OCEAN Views! Resort Amenities & Beach!

Beachside Hilton Head Villa Fully Renovated

The Lookout - A Modern Beach Retreat (Oceanfront)
Other vacation rentals with a pool

Low Country Home in Beautiful Habersham

Beautiful Spacious Remodeled Private House w/Pool!

Modern Heated Poolside Retreat

Great "Newly" Listed Villa with Stunning Kitchen

Charming Waterfront Cottage with Beautiful Views.

Luxury Farm Stay | Hot Tub, Pool & Animals

Sailors Rest: Pool & Sauna Johns Island SC Retreat

My Happy Place
Destinations to explore
- Atlanta Vacation rentals
- Myrtle Beach Vacation rentals
- Charlotte Vacation rentals
- Gatlinburg Vacation rentals
- Savannah Vacation rentals
- Charleston Vacation rentals
- Pigeon Forge Vacation rentals
- Jacksonville Vacation rentals
- Hilton Head Island Vacation rentals
- North Myrtle Beach Vacation rentals
- Asheville Vacation rentals
- Raleigh Vacation rentals
- Sullivan's Island Beach
- Charleston City Market
- Hunting Island State Park Beach
- James Island County Park
- Waterfront Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Rainbow Row
- Riverfront Park
- Shem Creek Park
- Hampton Park
- Magnolia Plantation & Gardens
- The Charleston Museum
- Edisto Beach State Park
- Middleton Place
- Hunting Island State Park
- Angel Oak Tree
- Shelter Cove Towne Centre
- Kiawah Beachwalker Park
- White Point Garden
- The Citadel
- Cypress Gardens
- Boone Hall Plantation
- Charleston Southern University





