
Holiday 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.

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

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.

Marshfront 5BD Oasis | Pool, Yard & Steps to Beach
🏝️ Private Marshfront 4BR/5BD/3.5BA Home with stunning views, saltwater pool, fenced yard, hammocks, grill & outdoor shower 📍Steps to the beach! 🛎️ Personalized concierge services by On The Coast Property Group (fees vary) • Grocery stocking • Decoration setup • Dining reservations • Private chefs • Transportation coordination • Boating/water excursions • Beach rentals • Sports equipment • Baby gear • Spa, fitness & wellness services • Event planning for celebrations/gatherings …& more!

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.

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.

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.

Lux Beach Bungalow Ocean Views Heated Pool
Luxury furnishings and linens. Stay in a home not just an Airbnb. One block to Center Street which means you are walking distance to all the shops, bars, and restaurants on the island, the pier, and across the street from Berts corner store. Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music. LIC 063713, STR25-A0098
Popular amenities for Walterboro rentals with a pool
House rentals with a pool

Governor’s Quarters Pet Friendly, Fenced in Yard

Large Pool! Only 5-10 mins from downtown Sav

The Pool House - Close to Georgia Southern!

Luxurious Lakefront Log Home W/Pool & hot tub

Private Oasis w/ Pool ~ Pet Friendly ~ Fenced Yard

Amzing Views-Heated Pool-HotTub-walk to beach

Edisto Dream - Walk to Beach, Bikes, Kayaks, Golf!

Charming Mt Pleasant Getaway with Heated Pool
Condo rentals with a pool

Beach condo with pool and stunning nature views

Beachside Port O'Call Summer Specials!

5 Star Location-Harbourtown-Walkable Area

Oceanside Resort - Private Beach Access - 3 Pools

Oceanfront Luxury! KING BED Beach Bar / Pickleball

Oceanfront Luxury! KING BED Beach Bar & Pickleball

Upper Level Villa; Bright & Modern - Beach/Pools

Relax and Unwind in a Stylish Beachfront Villa
Other holiday rentals with a pool

The '56 Retreat

Beautiful Spacious Remodeled Private House w/Pool!

Saltwater Pool&Hot Tub-Arcade Games-Pool Table

Lux|Free Golf|Heated Pools|Free Bikes|Parris Is

Great "Newly" Listed Villa with Stunning Kitchen

The Robin ~ Riverfront Bungalow ~ EV Charger

Wyboo Retreat at Lake Marion W/Pool

Heated Indoor Pool on Lake Marion with Dock
Destinations to explore
- St Johns River Holiday rentals
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Gatlinburg Holiday rentals
- Charlotte Holiday rentals
- Hilton Head Island Holiday rentals
- Savannah Holiday rentals
- Jacksonville Holiday rentals
- Cape Fear River Holiday rentals
- Pigeon Forge Holiday 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
- Rainbow Row
- North Charleston Coliseum & Performing Arts Center
- Angel Oak Tree
- The Charleston Museum
- Shelter Cove Towne Centre
- Morris Island Lighthouse
- White Point Garden
- Magnolia Plantation & Gardens
- Edisto Beach State Park
- Gibbes Museum of Art
- Hunting Island State Park
- Boone Hall Plantation
- Cypress Gardens
- Children's Museum of the Lowcountry





