
Holiday rentals with a pool in Sullivan's Island
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Top-rated rentals with a pool in Sullivan's Island
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Upper Level Villa; Bright & Modern - Beach/Pools
Escape to Seabrook and relax at a private South Carolina coastal island with access to exclusive beaches, pools and amenities. This thoughtfully designed and decorated 1-bedroom, 1-bathroom villa has everything needed to make your island experience comfortable and memorable. The villa is on the end of the upper floor which provides a quiet retreat and its porch overlooks the Racquet Club. Conveniently located within the security gates of the 7-square mile island, the villa is ideal for Seabrook!

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!

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.

Indigo House Poolside Retreat
Indigo House Poolside Retreat is a bright, beachy & bohemian space that is perfect for your stay in beautiful Charleston! This one bedroom pool house apartment is located in the heart of James Island, just 10 minutes from the downtown peninsula and 15 minutes from Folly Beach. It can sleep up to four adults and includes a full kitchen with incredible outdoor space including a salt water pool and a gas fire pit. While the pool house is located in the owners' backyard, it feels very private.

Oceanview Sea Cabin 318B- Isle of Palms, SC!
Make your next vacation unforgettable with a stay in our charming beachfront condo. Wake up to amazing views of the sunrise over the Atlantic, then spend the day enjoying the private beach access, swimming pool, and the only fishing pier on the island! After a long day of sunbathing, your fully equipped kitchen and comfortable living room provide the perfect setting for enjoying a meal, game night, or just relaxing. Don't feel like cooking? The shops and restaurants of IOP are steps away!

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.

Gorgeous home one block from beach w/ heated pool
Have fun with the whole family at this stylish place. This home is ideally located walking distance to the beach and near everything IOP has to offer. Enjoy sunsets on the rooftop patio and spend hours swimming in the pool. The home is ideal for families with a number of games, shuffle board, bikes, a golf cart, four patios, and tons of interior space. The home has all new furniture and is stocked with everything you need to enjoy your stay and feel like you are at home.

Oceanfront Condo ☼ Steps to Beach ☼ Lower Level
First floor oceanfront condo just steps from the beach! Great location in the heart of Isle of Palms, a laid back beach town on the coast of South Carolina. You'll have easy access to the pool, beach, shopping, spectacular dining, and entertainment. Open floor plan with full kitchen. Enjoy a cup of coffee on the patio as the sun rises over the water. Take a walk on the pier and enjoy a sunset while waves crash beneath your feet. Getting to the beach has never been easier.

Beautifully Transformed Upper Level Deluxe Villa
Escape to Seabrook Island, a Private Gated Beach Community! Stay at a Bright, Modern, Renovated Upper Level 1 Bedroom Villa. An exceptional choice with the combination of luxury and ideal location. The urban, beach chic style features everything you need for enjoyment and relaxation. Updated kitchen is equipped with all essentials. Enjoy the screened porch or a drink on the deck overlooking the tennis courts. Owner is a Licensed SC Real Estate Associate. STR25-000073.

Massive hot tub& porch, 3/2, center of Folly!
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!

Private Entrance Suite w/ pool, 5 min from beach
This beautiful, private guest suite is in a quiet, residential neighborhood, settled on a cul-de-sac on the marsh! Only 3 miles to Sullivans Island, and 1.7 to Shem Creek this is the perfect location to everything! Your suite has its own entrance with no shared indoor spaces. The suite has a small entry room with a sofa & small table, a king size bed and walk in closet in the main room. You have your own bathroom, a microwave, fridge, & coffeemaker.
Popular amenities for Sullivan's Island rentals with a pool
House rentals with a pool

Hammock Haus Snowbird rates for longer stays

The Palma New, Spa/Pool, Elevator, 2 Blocks Beach

Welcome to Ohana House!

Paradise Palms with Private Pool on IOP

Family Retreat | Pool | Game Room | Fenced Yard

12 Duplex w/Shared POOL, Great Location ST250331

Folly River Escape + Dock/Pool

Beach House- 0.4 Miles from the Ocean STR25-000614
Apartment rentals with a pool

1st Floor Spacious Condo Steps To Front Beach IOP

Riverside Condo with Marsh View Balcony

Dolphins & Sunsets From This Beachfront Villa!

Key Lime Condo

Cozy Coastal Crib near Downtown and the Beach!

Newly renovated Oceanfront Condo ~ Isle of Palms

Wild Dunes Oceanfront 3 Bed 3 Bath condo w/ pool

Paradise at Folly - Beautiful Riverfront Condo
Other holiday rentals with a pool

Cozy Coastal Loft

Great "Newly" Listed Villa with Stunning Kitchen

“Eagles Nest” (3035 Southerly Way) Pet Friendly

The Sandcastle-Oceanfront-Walkout to the Beach-New

Port O'Call B 104, Ocean INCREDIBLE VIEWS AND EASY ACCESS

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

Luxury Isle of Palms Home Steps to Beach with Pool

Boho SoCo- 8 mins to Credit One, 20 mins to DTWN
When is the best time to visit Sullivan's Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $383 SGD | $507 SGD | $555 SGD | $442 SGD | $447 SGD | $505 SGD | $506 SGD | $741 SGD | $447 SGD | $471 SGD | $512 SGD | $434 SGD |
| Avg. temp | 10°C | 12°C | 15°C | 19°C | 23°C | 26°C | 28°C | 27°C | 25°C | 20°C | 15°C | 11°C |
Quick stats about holiday rentals with a pool in Sullivan's Island

Total holiday rentals
Explore 40 holiday rentals in Sullivan's Island

Nightly prices starting at
Sullivan's Island holiday rentals start at $180 SGD per night before taxes and fees

Verified guest reviews
Over 920 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Sullivan's Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sullivan's Island rentals

4.9 Average rating
Sullivan's Island stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with pools Charleston County
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- Rentals with pools United States
- Park Circle
- Hunting Island State Park Beach
- Sullivan's Island Beach
- James Island County Park
- Bulls Island
- Waterfront Park
- Middleton Place
- Shem Creek Park
- Angel Oak Tree
- The Golf Club at Wescott Plantation
- Hampton Park
- Harbor Island Beach
- The Charleston Museum
- Isle of Palms Beach
- Driftwood Beach
- Morris Island Lighthouse
- Seabrook Island Beach
- Hunting Island Beach
- Charleston Aqua Park
- Gibbes Museum of Art
- The Beach Club
- White Point Garden
- Seabrook Beach
- Splash Zone Waterpark At James Island County Park




