
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!

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.

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!

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.

Beach House- 0.4 Miles from the Ocean STR25-000614
*Close to Charleston, SC- Our pet friendly 2 bedroom 2 bathroom charming “Tree House” is located just .4 miles from the beach on the prestigious and gated Seabrook Island. With ample space and a one of a kind design, your family, friends, or colleagues will love this slice of heaven minutes from the beach, pools, golfing, dining, and all of the other amenities Seabrook has to offer. NOTE: The treehouse is roughly 900 sq. ft. Parking for two vehicles. Furniture changes have been made. .

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.

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.

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.

Luxury Isle of Palms Home Steps to Beach with Pool
Discover Isle of Palms from the comfort of Isle of Calm, a stylish, child-friendly bungalow that is just a 3 minute walk to the 34th Beach Access Point. With four spacious bedrooms, kids’ games, and beach gear, this beautiful home is the perfect place for your next vacation. Spend days soaking up the sun by the ocean or on a golf course - there's something for everyone! Experience Isle of Palms With Us & Learn More Below!
Popular amenities for Sullivan's Island rentals with a pool
House rentals with a pool

4 BR IOP Beach Rental with Private Pool & Hot Tub

Hammock Haus Snowbird rates for longer stays

Folly Oasis | Cozy Beachside Home + Pool

Welcome to Ohana House!

Ocean Views-30 Steps to Beach-Heated Pool+Spa+Golf

Family Retreat | Pool | Game Room | Fenced Yard

Beach House with Backyard Oasis

12 Duplex w/Shared POOL, Great Location ST250331
Condo 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

Cozy Coastal Crib near Downtown and the Beach!

Newly renovated Oceanfront Condo ~ Isle of Palms

Paradise at Folly - Beautiful Riverfront Condo

The Sandcastle-Oceanfront-Walkout to the Beach-New
Other holiday rentals with a pool

Cozy Coastal Loft

Palm Paradise ~Heated Pool~3 min walk to beach

Red Sunsets | 2 Master Bedrooms | Heated Pool

Paradise Palms with Private Pool on IOP

Carolina Suite

“Eagles Nest” (3035 Southerly Way) Pet Friendly

Beautiful 1 bdrm 2 bath townhouse on golf course

Cottage 1 king bed, 1 set bunk beds, heated pool
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 | $511 NZD | $677 NZD | $740 NZD | $589 NZD | $596 NZD | $673 NZD | $675 NZD | $989 NZD | $596 NZD | $629 NZD | $684 NZD | $579 NZD |
| 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 $240 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Sullivan's Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- 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
- 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




