Holiday rentals with a pool in Walterboro

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Top-rated rentals with a pool in Walterboro

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Top Guest favourite
The welcoming exterior features a charming two-story house surrounded by lush greenery, while a heated pool is enclosed in a screened area, showcasing colorful lounge chairs and float. The inviting dining area is set on the deck, perfect for outdoor meals. A cozy bedroom highlights a spacious bed with soft linens, complemented by calming wall colors and stylish decor.
Home in North Charleston
4.99 out of 5 average rating, 129 reviews

Crushing on Charleston *Pool *Game Room *Fire Pit

You will definitely be crushing on Charleston after your stay at this charming house in North Charleston. This home has everything you need to make amazing memories with your family or group. After a day of exploring downtown, playing at the beach or visiting one of the many attractions Charleston has to offer, head back to our your own personal oasis to continue the fun at the pool, game room and fire pit. Centrally located, you can be to everything this beautiful city has to offer in minutes.

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, 195 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
A serene outdoor balcony features a round table surrounded by colorful chairs, offering expansive views of marshlands at sunset. The warm colors of the sky reflect on the water, creating a peaceful setting. Glass door access enhances the connection to the interior space.
Condo in Charleston
4.97 out of 5 average rating, 269 reviews

Little Oak Love | 5 Minutes to Folly | Marsh View

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor (must be able to climb 2 flights of stairs to access condo), two-bedroom, two-bath condo offers stunning views from almost every room. 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. Only a 20-minute drive from historic Downtown Charleston. The ultimate Lowcountry vacation experience!

Top Guest favourite
The image captures a private heated pool beneath a covered patio. Comfortable lounge chairs surround the pool, and an outdoor dining area features a large table with chairs. A shaded umbrella stands above the table, while greenery and a grill are visible, enhancing the outdoor setting.
Home in Hilton Head Island
5.0 out of 5 average rating, 122 reviews

98 Sandcastle Ct

98 Sandcastle Ct Brand New 6 Bedroom Home near Beach with Pool, Elevator/ (Sleeps Up To 22 Guests ) 20 in beds & 2 in Queen Sofa Sleeper. Over 3200 sq feet, 6 Bedrooms, Heated Pool, Elevator & about .3 miles from the beach = Tons of Fun!!! * 6 Bedrooms * 4 Full Baths * Walking Distance to Ocean. * Heated Private Pool. (Free pool Heat :) * Elevator Available: Free use Adults Only. * Free Parking: 4-6 reg cars/mini vans.. LRG SUV's or LRG Vans = 4 parking spots. Note: 2 = garage 4 =driveway.

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, 207 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.

Superhost
Four images showcase the serene surroundings of the Marsh House Retreat. A cowboy pool offers a refreshing escape, surrounded by lounge chairs. Hammocks are shaded under trees, and string lights illuminate a cozy seating area. The dining space features a vibrant atmosphere with decorative lighting.
Home in North Charleston
4.94 out of 5 average rating, 109 reviews

Sonny's Marsh Shack - Cowboy Pool/Bikes/Firepit

🛏 Sleeps 8 | 🛁 2 Bathrooms | 🌿 Marshfront Oasis Key Highlights & Amenities: 🌾 Marsh Front on Noisette Creek – Peaceful, scenic views in every direction 🚲 Low-country Cruiser Bikes – Explore the neighborhood the charming, laid-back way 💦 Cowboy Pool – Cool off and unwind with stunning marsh views 🌴 Hammocks – Relax and soak in the Lowcountry breeze 🔥 Outdoor Firepit – Cozy evenings under the stars 🎯 Outdoor Games – Cornhole, Spikeball, Giant Connect 4 & Giant Jenga for all-ages fun

Top Guest favourite
A modern kitchen features white cabinetry with gold-toned hardware and a large quartz island. Stainless steel appliances, including a refrigerator and oven, are visible. Two gray bar stools are positioned at the island, creating a comfortable dining space.
Townhouse in Seabrook Island
4.98 out of 5 average rating, 100 reviews

Beautiful 1 bdrm 2 bath townhouse on golf course

Newly updated contemporary townhouse! This sharp property is overlooking the golf course on Seabrook Island. This lovely home has 1 bedroom upstairs with a king bed and 2 bathrooms. Main level has a stocked kitchen, with a smart frig., stove, oven, microwave & wine frig.. The kitchen has a waterfall quartz island and gold toned hardware. The living room (w/NEW Queen sofa bed) is spacious, and there is a full bath with a shower. There is also a smart TV and a washer and dryer. Pet friendly.

Top 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
4.95 out of 5 average rating, 181 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, 246 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
Guest suite in Tybee Island
4.93 out of 5 average rating, 112 reviews

Let him fish! You soak in the waterfront spa

Escape the crowded beaches & discover one of Tybee’s hidden gems. Paddle peaceful Horsepen Creek, watch stunning sunsets from the dock, soak in the waterfront hot tub, or sip a cocktail at the tiki bar. This tropical retreat features two king bedrooms, a well-equipped kitchenette, a vibrant open air back porch & access to the dock, pool, hot tub, firepit, kayaks, & waterfront tiki lounge. Stop by our brewery just down the street for a beer🍻 STR2022-00261

Top Guest favourite
A spacious pool area is surrounded by lush greenery, featuring vibrant tropical plants. Poolside seating includes lounge chairs, shaded by colorful umbrellas. A patio area is visible, designed for outdoor gatherings, with a backdrop of natural beauty enhancing the serene atmosphere.
Apartment in Johns Island
4.94 out of 5 average rating, 264 reviews

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.

Top Guest favourite
A circular window seat is framed by a decorative arch and surrounded by bookshelves filled with various books and decorative items. Plush cushions invite relaxation, while natural light filters through the stained glass window, offering a view of the outdoor greenery.
Home in Wilmington Island
5.0 out of 5 average rating, 204 reviews

Casula Solis

This is CASULA SOLIS!! Coming to you from the same owners as the CASITA :) Very unique stay with every amenity imaginable including a small 6' x 6' inground salt water dipping pool hot tub and fire pit! Very private 1 bedroom with king bed. I will even cook meals for an extra cost and plenty of heads up. I can send a breakfast/dinner menu upon request yum :)

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