
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.

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 Assoc. STR25-000073 Occupany 4, onsite parking max 2

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!

Salt of the Island Retreat w/ Pool on the Lake
Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

Stunning Completely Renovated Golf Course Villa
Stunning villa w/ beautiful view of 7th hole & 15 min walk to beach. Completely renovated with open kitchen and living space that leads out onto private deck. Deck includes lounge chaise and table to enjoy your morning coffee or dinner. Living space includes a pull out couch and a Samsung HD tv. Upstairs enjoy a bright and spacious bedroom with lofted ceilings. With purchase of amenity cards guests enjoy access to Islands world class facilities including: beach club pools, custom gym and more.

Oceanfront Sea Cabin 226 B - Discover Charleston!
Positioned right in the heart of 🌴 Isle of Palms 🌴 this charming 2nd floor condo is just steps from a private pier and sandy shore, with shopping, dining and entertainment close by. Enjoy a panoramic view of the Atlantic Ocean from a private balcony overlooking a community pool and beautiful natural dunes. Unwind and relax with breathtaking sunrises that paint the sky. 👉 Located just off the IOP Connector, making a trip to nearby Mount Pleasant or Downtown Charleston is easy and stress free!

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!

Amzing views - Heated pool -hot tub -Walk to beach
*Please Note* Heated pool won’t be complete until March. Our home offers some of the most stunning views on Folly! With four private patios, you are able to see amazing wildlife in the marsh, the Intracoastal Waterway, and the Morris Lighthouse. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there is a plenty of room Enjoy the hot tub overlooking the marsh, a secluded rooftop room with deck amazing view; plus Golf hitting bay, darts, ping pong STR23-0364799CF LIC007267

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.

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.
Popular amenities for Sullivan's Island rentals with a pool
House rentals with a pool

2500SF Downtown 1849 home w/ pool!

Hammock Haus Snowbird rates for longer stays

The Sea Shadow - Walk to Beach!

Beach House with Backyard Oasis

Coastal Family Getaway, Heated Pool

12 Duplex w/Shared POOL, Great Location ST250331

Renovated House w/ Pool, Sauna,Gym,Outdoor shower!

A1 at Saint Philip Square, 1 Block to King Street
Apartment rentals with a pool

1st Floor Spacious Condo Steps To Front Beach IOP

Dolphins & Sunsets From This Beachfront Villa!

Riverside Condo with Marsh View Balcony

Key Lime Condo

Wild Dunes Oceanfront 3 Bed 3 Bath condo w/ pool

Paradise at Folly - Beautiful Riverfront Condo

Beachy Isle of Palms Studio! Close walk to BEACH!

Ocean Breeze Villa
Other holiday rentals with a pool

Beach Pool Jacuzzi and Putting green All you need

Folly Oasis | Cozy Beachside Home + Pool

Welcome to Ohana House!

Waterway Oasis - an iTrip Charleston Beaches Home

Adorable Family Home With Heated Pool

The Sandcastle-Oceanfront-Walkout to the Beach-New

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

Rare Opportunity to Stay in HGTV Dream Home!
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 | £220 | £292 | £319 | £254 | £257 | £290 | £291 | £426 | £257 | £271 | £295 | £250 |
| 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 £103 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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- House rentals Sullivan's Island
- Rentals with pools Charleston County
- Rentals with pools South Carolina
- 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
- The Golf Club at Wescott Plantation
- Angel Oak Tree
- 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




