
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.

Little Oak Love | 5 Minutes to Folly | Marsh Views
Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor, two-bedroom, two-bath condo offers stunning views from almost every room, and ultimate privacy. Sip your morning coffee or catch sunset views from the screened lanai or balcony. Enjoy access to the community pool, pavilion, gas grill & fire pit. Plus, you're only a 20-minute drive from historic Downtown Charleston. This condo is perfect for the ultimate Lowcountry vacation experience!

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.

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.

Colonial Farmhouse - 6 bedroom with a pool
This private estate 4,355 s.f. (2,800 1st floor, 1,555 2nd floor) home was originally built around the year 1900 and features 6 bedrooms (3 upstairs, 3 downstairs) and 2.5 bathrooms (1.5 downstairs, 1 upstairs). It has 12 ft ceilings throughout, a large dining room, living room, and kitchen area, a beautiful foyer and large staircase, an office, laundry room, large porches, a fireplace, a carport, and a basketball court. You can conveniently walk on a paved walkway to the fenced pool area.

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.

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.

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.

The Endless Summer-Hot Tub-7 beds
Welcome to The Endless Summer! Spacious 5-Bedroom Home - Sleeping ideal for groups! Escape to tranquility in this laid-back and quiet neighborhood just one exit from the airport. The Endless Summer is ideal for both small and large groups of friends or families, offering a perfect blend of comfort and convenience. 12 min to downtown Charleston 8 min to Tanger Outlet Mall and Top Golf 6 min to Coliseum/Performing Arts 29 min to Folly Beach 8 min to the airport

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

Welcome to the Red Door !

Beautiful Spacious Remodeled Private House w/Pool!

Creekside Oasis with Pool, Hot Tub, Dock, Kayaks

Cozy Country Oasis

Lakeview Oasis near Downtown

Retreat with Pool and Epic Game Room

Beach House- 0.4 Miles from the Ocean STR25-000614

Serene Edisto Beach Cottage Among Stately Oaks
Condo rentals with a pool

Beach condo with pool and stunning nature views

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

Riverside Condo with Marsh View Balcony

Ocean Overlook - The Ultimate Vacation Experience

5 Star Location-Harbourtown-Walkable Area

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

Oceanside Resort - Private Beach Access - 3 Pools

Premier Oceanfront Condo | Beachside Colony Resort
Other vacation rentals with a pool

The '56 Retreat

CoCo's Island Treehouse

Stylish Retreat with Pool, Hot Tub & Karaoke

Great "Newly" Listed Villa with Stunning Kitchen

Wyboo Retreat at Lake Marion W/Pool

Lakeview Leisure-Face to the Sun

Near Pool Shops Restaurants~Prestigious Habersham!

Edisto Dream - Walk to Beach, Bikes, Kayaks, Golf!
Destinations to explore
- Augusta Vacation rentals
- St Johns River Vacation rentals
- Western North Carolina Vacation rentals
- Atlanta Vacation rentals
- Myrtle Beach Vacation rentals
- Charleston Vacation rentals
- Gatlinburg Vacation rentals
- Charlotte Vacation rentals
- Hilton Head Island Vacation rentals
- Savannah Vacation rentals
- Jacksonville Vacation rentals
- Cape Fear River Vacation rentals
- Charleston City Market
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Waterfront Park
- Shem Creek Park
- College of Charleston
- Hampton Park
- Riverfront Park
- Middleton Place
- Angel Oak Tree
- Rainbow Row
- North Charleston Coliseum & Performing Arts Center
- The Charleston Museum
- Morris Island Lighthouse
- Shelter Cove Towne Centre
- Magnolia Plantation & Gardens
- White Point Garden
- Edisto Beach State Park
- Gibbes Museum of Art
- Boone Hall Plantation
- Hunting Island State Park
- Cypress Gardens
- Children's Museum of the Lowcountry





