
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.

Luxury Lakefront Chalet W/Pool, Hot Tub & Beach
Bring the whole family to this gorgeous lakefront chalet with tons of guest amenities in a quiet neighborhood on Wyboo Creek. Sleeps 2 families comfortably w/ 4 large BR, 2 bathrooms, a game room, a fully equipped kitchen, living area, & screened porch. Enjoy the in ground pool w/ tanning ledge, hot tub, built-in fire pit, outdoor grilling & dining area, private sandy beach, & pier on open water. Launch your boat at the public ramp at the end of the street (.2 miles) & dock at the private pier.

Happy Stays, Mins to Park Circle, Dtwn, CHS Beach
Welcome to a remarkable three-story residence in Park Circle! Featuring three large, professionally designed, colorful bedrooms, each with its ensuite bathroom, it offers comfort & privacy. With five Smart TVs, a 110-inch movie screen, Pacman Arcade, Ping Pong Table, Ring Toss, Grill & other fun games, entertainment abounds. Relax on porches, take in views from the porch swing or wraparound windows, & enjoy a green space for pets & kids. A gourmet market next door serves delightful food & drinks

Daniel Island Studio For Your Enjoyment!
Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711

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.

The Cottage for Two
The Cottage was built in the late 1930's for a local church and was used as a Sunday school room, for receptions, etc.. In 2004 we relocated the Hut, as it was once called, to this site and restored it to it's existing condition, staying with it's late 30's roots. It and main house sets on 5 beautifully landscaped acres and is located only 7 minutes from historic downtown Summerville. Please note that this is NOT INTENDED AS A VENUE and is a SHARED POOL, not exclusive to the pool house guest.

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.

Serene Edisto Beach Cottage Among Stately Oaks
Enjoy the island breezes on one of two screened in porches under beautiful oak trees. Located on the 5th fairway at Wyndham Resort. This three bedroom home with its open lofty living area and spacious master suite is the perfect family retreat. Wyndham offers amenities including three swimming pools, beach cabana with restrooms, tennis, gym and putt putt. Availability is not guaranteed. Please check with resort for pricing and availability. Home is wheel chair accessible including a ramp.

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.

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.
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!

Harbour Town Treehouse | Deer Island | Pool

Cozy Coastal Chic - Beach, Pickleball, Golf, Pets

Peaceful Harbour Town Treehouse with Marsh Views

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

Lux Beach Bungalow Ocean Views Heated Pool

Luxury Boutique Retreat with a Resort-Style Pool
Condo rentals with a pool

Beautiful lakefront condo overlooking Lake Marion.

Bliss on Bay 2 Bed / 2 Bath Beachfront Condo

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

Oceanfront Luxury! KING BED 65"TV Pickleball & BAR

Little Oak Love | 5 Minutes to Folly | Marsh Views

Beach Front Villa Oak Tree Lined Views to Water

Oceanfront Luxury! KING BED Pickleball + Beach Bar

POOLSIDE PERFECTION "THE RIGHT PLACE"
Other vacation rentals with a pool

Bosch Huis Rosé • Rosé • Central • VIP • Parking

The Sunset Chaser

Sunset Serenity Pool/Swim Spa

Out Aways House with a POOL on a POND

Cottage 1 king bed, 1 set bunk beds, heated pool

Fripp Island Ocean front, elevator, private pool

Red Gate Farms Hayloft-10 min to Historic Savannah

The Savannah-Springfield Southern Breeze Bungalow
Destinations to explore
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- Charleston Vacation rentals
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- Hilton Head Island Vacation rentals
- Cape Fear River Vacation rentals
- Charleston City Market
- Sullivan's Island Beach
- Hunting Island State Park Beach
- James Island County Park
- Shem Creek Park
- Waterfront Park
- Middleton Place
- Angel Oak Tree
- Hampton Park
- The Charleston Museum
- College of Charleston
- Rainbow Row
- White Point Garden
- Morris Island Lighthouse
- Magnolia Plantation & Gardens
- North Charleston Coliseum & Performing Arts Center
- Riverfront Park
- Gibbes Museum of Art
- Boone Hall Plantation
- The Citadel
- Cypress Gardens
- Fort Sumter National Monument
- Edisto Beach State Park
- Hunting Island State Park




