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.

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Guest favorite

Home in Hilton Head Island

4.98 out of 5 average rating, 109 reviews

New Resort-Style Pool, Cute House 88 Steps to Sand

Experience the best of island life in a resort-style setting. Recently renovated, this classic home offers comfortable living by a MAGNIFICENT beach for a memorable family-friends getaway. 1st floor features a screened in porch; open living-dining area; a well stocked kitchen; three bedrooms (3rd bedroom with separate hallway) and two bathrooms. The new private pool space is where you can expect additional relaxation around pool, cabana with dining area, KitchenAid grill and outdoor seating.

Top guest favorite

Home in North Charleston

4.98 out of 5 average rating, 141 reviews

Family Retreat | Pool | Game Room | Fenced Yard

This stylish retreat is designed for unforgettable moments with family and friends. Dive into the private pool, enjoy games, or unwind in the fenced backyard—it’s a space where everyone can relax and have fun. With a sleek modern design and located just a short drive from historic downtown Charleston, it’s the ideal spot to relax and reconnect. Tanger Outlets - 12-min drive Firefly Distillery - 16-min drive Riverfront Park - 19-min drive Book for a Memorable Charleston Getaway— Details Below!

Guest favorite

Cottage in Tybee Island

4.94 out of 5 average rating, 140 reviews

Salty Mermaid: Private Pool/Hot Tub, Walk to Beach

Make a splash in your own PRIVATE HEATABLE LAGOON POOL and HOT TUB at The Salty Mermaid Cottage, voted the swankiest coastal charmer on Tybee! Relax in this unique 1940s retreat that's full of mermaid whimsy and cheery colors by Lilly Pulitzer. Your personal paradise is very close to the beach yet away from the crowds. Whether strolling Tybee’s beaches or exploring the island or Savannah, GA, rest easy on our relaxing screened-in porch w/ our 2 cozy swing beds. Book now to find your oasis!

Superhost

Home in Hilton Head Island

5 out of 5 average rating, 3 reviews

37 Bradley Cir, Private Pool, Free Golf, Beach

37 Bradley Circle, Hilton Head Island, is a four bedroom, three bathroom home nestled in a quiet beach area of Burkes Beach. Step inside to the main level, where you'll find a cozy living room, large TV and access to the upper dining deck. The fully-equipped kitchen, complete with stainless steel appliances and granite countertops, sets the stage for memorable culinary experiences. Recently updated with the vacationer in mind, this home offers ample space for everyone to relax and unwind.

Guest favorite

Home in Mount Pleasant

4.97 out of 5 average rating, 90 reviews

Renovated House w/ Pool, Sauna, Gym 5 min to Beach

STUNNING, renovated to the 9’s Mount Pleasant single family home with private pool, sauna, mini golf, outdoor dining, and a turf yard with fire pit for the entire family to create the happiest memories! All high end furniture inside with new memory foam mattresses, high quality cozy pillows and linens, Keurig with Starbucks pods and every amenity in the kitchen and bathrooms you’ll ever need! Close to downtown and 5 minutes to Sullivan’s Island. Permit # ST250148 Business License # 20129947

Guest favorite

Home in Beaufort

4.9 out of 5 average rating, 173 reviews

Estate Living on 5 acres with pool in Beaufort, SC

Welcome Home! This spacious home is located on 5 beautiful acres that include a large pond, where you can sit on the dock and feed the fish under one of the oldest and most majestic live oaks in the Lowcountry. Relax under the stars below the palm trees in a Hot Springs hot tub. Swim laps in the 40-foot pool or just lounge poolside in the screened-in lanai with premium lounge chairs. Enjoy the gorgeous view through expansive picture windows overlooking the 200-acre nature preserve.

Superhost

Home in Southside

4.8 out of 5 average rating, 15 reviews

poolside oasis

Come For a dip with out 10ft pool! This retreat has everything for a weekend getaway. Outside you will find corn hole, outdoor firepit and an exclusive tiki bar with hukkah and fridge . The Pool goes down to 10ft for some nice deep swimming. Inside you will find two bedrooms with queen size beds, one bedroom has two bunkbeds totaling 4 beds and one room with a futon and a full bathroom. Lets not forget the amazing movie theater room with popcorn machine for fun at night.

Superhost

Condo in Hilton Head Island

4.95 out of 5 average rating, 132 reviews

Stylish, Renovated Coastal Haven on Hilton Head!

Beautifully decorated condo on one of the most tranquil, serene, and natural beaches on on the island! Be prepared to take in amazing sunsets and sunrises. Open floor plan overlooking the pool. All appliances, fixtures, and furnishings are brand new and everything upgraded!! Master bathroom is absolutely gorgeous! Striking navy blue tile paired with white tiles and matte black fixtures. This villa offers modern and sophisticated charm in a casual coastal setting!

Top guest favorite

Home in Hilton Head Island

5 out of 5 average rating, 6 reviews

3 Deer Run Lane · 4 Bedroom, large pool in the hea

Beautifully decorated, this light and airy four-bedroom home, with soaring ceilings and a wall of windows, welcomes the beauty of the Lowcountry inside. A complete update was just completed with the amenities and accents of a professional designer. A neutral palette, the living room is inviting with an abundance of comfortable tan-suede seating and a decorative brick fireplace. Viewing the home's private freeform swimming pool, hot tub and deck.

Guest favorite

Home in Pooler

4.94 out of 5 average rating, 16 reviews

Spacious Haven w/ Hot Tub

Boasts a large salt water pool and hot tub surrounded by beautiful bamboo, offering the perfect spot to relax and unwind. Inside, enjoy a spacious living room with a 65-inch TV, plus TVs in every bedroom added comfort. The sleeper sofa provides extra space for guests, making it ideal for families or groups. With a peaceful backyard and plenty of space, this property promises a relaxing getaway you'll never forget.

Superhost

Condo in Hilton Head Island

4.83 out of 5 average rating, 147 reviews

Updated Beach Villa Resort

Perfect for family vacations, golf and business trips. Unit is a couple minute walk to a beautiful beach with a private entrance. This is a private-gated complex with 10 fully-light tennis courts, two large outdoor swimming pools, hot tub, racquetball courts, fitness centers, four playgrounds and outdoor grills. The resort also overlooks Port Royal golf course, one of the top 75 Golf Resorts in the country.

Superhost

Home in Southside

4.8 out of 5 average rating, 143 reviews

Pool/Fenced/Pet friendly home 2

Have fun with the whole family at this stylish place. Executive furnished 3 bedroom 2 bathroom home for play or work. Fully fenced backyard and pool. Conveniently located 12 miles South from Historic Savannah and 5 miles from Coffee Bluff Marina. 30 min drive to Tybee Island (beach) or Savannah/Hilton Head International Airport. Walking distance to shopping and restaurants.