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Holiday 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.

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Home in Manning
4.89 out of 5 average rating, 126 reviews

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.

Top Guest favourite
A serene marsh view is presented, featuring lush green grasses and a calm waterway reflecting the vibrant colors of the sunset. The sky is filled with shades of orange and purple, marking the transition from day to evening, creating a peaceful atmosphere.
Home in Seabrook Island
5 out of 5 average rating, 105 reviews

Sunset Paradise - Great Location on Island

Enjoy Seabrook year round. It's spectacular! Well-appointed two bedroom/ two bath second-floor condo with magnificent marsh view. Beautiful sunroom to relax while enjoying a glass of wine/coffee. Enjoy biking on the beach, tennis, pickleball, golf, & horseback riding. Three bicycles are included for pedaling on Island. Condo is close to Bohicket Marina for sunsets & short bike ride to Fresh Fields for shopping. Unit includes FREE amenity card for club access. Great location. Stay and play!

Top Guest favourite
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, 187 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 favourite
The image captures a serene outdoor area featuring a large swimming pool surrounded by lush greenery and palm trees. A charming cottage with a gabled roof sits near the pool, complemented by a shaded patio area. The surroundings include well-maintained landscaping and a wooden fence.
Guesthouse in Summerville
4.99 out of 5 average rating, 111 reviews

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.

Top Guest favourite
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, 181 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.

Guest favourite
The home features a classic two-story design with an inviting porch supported by tall columns. Green shrubs surround the property, and windows showcase black shutters. A red roof and a brick foundation accentuate the traditional architecture of the estate located on expansive grounds.
Home in Orangeburg
4.95 out of 5 average rating, 104 reviews

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.

Top Guest favourite
Two comfortable chairs are situated on a screened porch, surrounded by lush greenery and tall oak trees. A glass table holds a vibrant plant arrangement and a chess set. The view includes the fifth fairway, enhancing a relaxing atmosphere.
Home in Edisto Island
4.94 out of 5 average rating, 125 reviews

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.

Top Guest favourite
A serene beach scene features a boardwalk leading to the water, surrounded by soft sand and lush greenery. The sky is expansive, showcasing soft clouds merging with blue hues. The shoreline is visible in the distance, offering a peaceful atmosphere.
Condo in Hilton Head Island
4.99 out of 5 average rating, 136 reviews

Beach condo with pool and stunning nature views

Warm, modern, and designed with character—this newly remodeled 2-bed/2-bath is the closest condo to Hilton Head's hidden gem beach, with lagoon and sound views. King bed in the primary, twin beds in the kids' room: screened-in sunroom, 3 pools, hot tub, tennis. Fully stocked kitchen with a guest-favorite coffee bar, restocked fresh each stay. In-unit laundry, big-screen TVs in every room, all the beach gear you need (cart, chairs, boards, toys, and more), 400 MB Internet—no cleaning fee!

Guest favourite
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
4.94 out of 5 average rating, 163 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.

Top Guest favourite
The screened-in porch features a hanging bed adorned with colorful pillows and a soft blanket. Surrounding seating areas include patterned chairs and a decorative rug. Large windows provide views of the greenery outside, allowing natural light to illuminate the space.
Guesthouse in Saint Helena Island
4.99 out of 5 average rating, 237 reviews

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.

Top Guest favourite
The dining area features a natural wooden table set with bowls and elegant table settings. Surrounding the table are comfortable, light blue chairs. Soft lighting is provided by a modern fixture overhead. A view of the sunroom is visible through the archway, enhancing the space.
Home in Summerville
4.95 out of 5 average rating, 128 reviews

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.

Top Guest favourite
Home in Folly Beach
4.96 out of 5 average rating, 163 reviews

Luxury pool, center of Folly, 2 blocks to 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!

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