Vacation rentals with a pool in Walterboro

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Top-rated rentals with a pool in Walterboro

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Top guest favorite

Condo in Isle of Palms

4.97 out of 5 average rating, 343 reviews

Relax and Unwind in a Stylish Beachfront Villa

Enjoy breathtaking beachfront sunrises and dining at a cozy table on your own covered balcony. The private pier and pool are only steps away from the ocean. View stunning sunsets and Sullivan's Island Lighthouse from the bedroom and entrance. Nautical decor, premium vinyl plank floors, and shiplap walls coalesce within this bright apartment retaining an ethos of southern charm. The gourmet kitchen is well-equipped with full-size appliances, ice-maker, filtered water dispenser, granite countertop, under-counter lighting and a convenient coffee bar with multiple brew options! The panoramic ocean views are the best available at Sea Cabins! Located on the 3rd floor, it's just 3 doors from the end of building C. Enjoy beautiful sunrises right from the living room, kitchen, or balcony, and sunset views of Sullivan's Island Lighthouse from the front door or bedroom window. You will have private access to the beach, community pool, and fishing pier. Island shopping, restaurants, groceries and entertainment are just steps away! It is conveniently located near Mt. Pleasant, Shem Creek, and historic downtown Charleston, giving you unlimited choices for dining, shopping, and entertainment. This home sleeps 4 with a queen size bed and a queen sleeper sofa with memory foam mattress. Enjoy your meals at the bar or on the balcony. Outdoor grilling facilities and picnic tables are also available. The pool-house features private bathrooms and a coin-operated laundry. Access by stairs only (no elevator). Full Absentee host The apartment is located in Isle of Palms, a city on the slender barrier island of the same name. It’s known for its beaches backed by condos and eateries. Sea turtles nest in the area. A nearby park includes a beach, picnic areas, and a playground. Dining, shopping, and entertainment within walking distance. Only a short drive to historic Charleston, SC! Please be aware that the property has a Ring video doorbell on the premises (at the front door). There are no cameras/surveillance devices inside the home or on the balcony.

Guest favorite

Condo in Hilton Head Island

4.96 out of 5 average rating, 294 reviews

Ocean View! Steps to beach! Remodeled HHBT Condo

Newly remodeled just last year! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve!

Top guest favorite

Condo in Charleston

4.98 out of 5 average rating, 205 reviews

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!

Guest favorite

Condo in Hilton Head Island

4.97 out of 5 average rating, 289 reviews

OceanView Luxury! KING BED 65"TV Bar Pickleball Gym

2-3 min walk to Beach Beachfront Building Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot! KING BED! 2 Big SmartTVs HGTV Decorator Designed Coastal Decor Private Top Floor Balcony Beach Chairs, Boogie Boards, Ice Chest, Noodles Couples Retreat! Well designed 540 square foot condo RESORT: 4 Beach Boardwalks! Huge Oceanfront Pool Beachfront Bar & Grille Sports Bar 2nd Pool FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated 24 Hour Security Trolley Stop

Guest favorite

Home in Summerville

4.9 out of 5 average rating, 150 reviews

Summerville home~ground floor bedroom~25min to CHS

💘 Fall in Love at The Paramour! This Summerville stay has everything you need for a stress-free getaway: ✨ Close to Nexton~Taco Boy~Halls Chop House 🧼 $0 cleaning fee + professionally cleaned 🧳 Free early luggage drop ⏰ Free early check-in (when available) 🌳 HUGE fenced-in yard 🏊 Pool access (available for a fee) 🌴 30 min to Downtown CHS & beaches like Sullivan’s Island 🔐 VERY safe area 🧺 No chores at checkout—just pack and go! ✅ Cancel up to 5 days before arrival for a full refund!

Top guest favorite

Condo in Isle of Palms

4.97 out of 5 average rating, 285 reviews

Ocean front on Isle of Palms

Escape to our beautifully renovated 3rd floor condo, the perfect retreat for a relaxing beach getaway. Enjoy a fresh cup of coffee on your private balcony watching the waves roll in. The fully stocked kitchen has everything you need to prepare a delicious homemade meal, making your stay feel like home. The living room features a 65" smart TV for all your entertainment needs. With fantastic restaurants and a grocery store just a short walk away, everything you need is right at your fingertips.

Guest favorite

Home in Seabrook Island

4.95 out of 5 average rating, 145 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 favorite

Guesthouse in Saint Helena Island

4.99 out of 5 average rating, 223 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 will 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 favorite

Cottage in Tybee Island

4.99 out of 5 average rating, 139 reviews

Couples Retreat FREE Golf Cart/Bikes/Kayaks + Dock

Welcome to Siren & Seafarer Cottage! Immerse yourself in all that Tybee Island offers w/ FREE kayaks, bikes and an electric golf cart. Unwind in this luxurious getaway & nature-lovers paradise. Relax on your private dock w/ a cozy swing bed while surrounded by amazing panoramic views of the tidal creek & marshlands. Nestled amongst enchanting live oaks & marsh-side scenery, you'll soon discover something inherently romantic about this historic cozy cottage ~ book now and fall in love!

Top guest favorite

Cottage in Beaufort

4.98 out of 5 average rating, 179 reviews

Private Island Cottage

Beautiful key west inspired cottage set on a private Island with dock access To the intercoastal water way. Minutes firm downtown Beaufort, 35 miles from Hilton Head Island, 45 miles from Savannah, GA, 60 miles from Charelston. only minutes from great restaurantes and attractionss like: Hunting Island state park and3 public golf coures. Swimming, fishing, kayaking or canoeing (equipment provided), or just relax on one of the docks or porches. You can do as much or little as you desire.

Guest favorite

Condo in Hilton Head Island

4.95 out of 5 average rating, 182 reviews

Ocean Overlook - The Ultimate Vacation Experience

LUXURIOUS, DIRECT, OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Guest favorite

Home in Summerville

4.96 out of 5 average rating, 163 reviews

Pool | Screened Porch | Pool Table | Large Yard

Experience the best of Summerville in this stylish single-level retreat. Perfect for families and friends, it features cozy bedrooms, a private pool, a game-filled den, and a screened-in porch with a saltwater pool and pool table. Modern design and thoughtful details make this the ideal spot for a memorable stay. Farmer’s Market - 13 min drive Dorchester Museum - 13 min drive Azalea Park & Sculpture Garden - 14 min drive Book for a Memorable Summerville Getaway— Details Below!