
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

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!

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!

Stylish Ocean Front Sanctuary
ROOF CONSTRUCTION Oct 20, 2025 - Feb 13, 2026. THERE WILL BE SOME NOISE AND CONSTRUCTION VEHICLES WEEKDAYS 7:30 AM - 6PM and SAT 9AM - 4PM. Beautiful, 1 B/1B unit with stunning views of the ocean and IOP beach. Enjoy your piece of paradise in this oceanfront unit with direct access to the beach, private pier, and pool. Relax with stunning views from the living room and balcony, just steps from the beach. Sleeps 5 (up to 4 adults & 1 child) with 1 Q bed, 1 Q sofa bed, and 1 hallway bunk.

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.

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.

Oceanfront Top Floor ☼ Beautiful Panoramic View!
*Temporary construction notice. Please see end of description for most current update* Cozy third floor condo with unbeatable ocean views. This unit is top floor, center building which means panoramic views of the beach and ocean. Great location in the heart of Isle of Palms, with easy access to shopping, dining and entertainment. Open floor plan with full kitchen. Views of the ocean from the balcony, living room, and even the kitchen.
Popular amenities for Sullivan's Island rentals with a pool
House rentals with a pool

SullyChic 5 Bedroom | Private Lux Pool Park Circl

2500SF Downtown 1849 home w/ pool!

Hammock Haus Snowbird rates for longer stays

The Villa Pairidaeza - New Build With Pool

Family Friendly House in Charleston’s Park Circle

Beach House- 0.4 Miles from the Ocean STR25-000614

Old Village Retreat

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

1st Floor Spacious Condo Steps To Front Beach IOP

#109 Heart of IOP 1st Fl Studio 4 Min Walk 2 Beach

Dolphins & Sunsets From This Beachfront Villa!

Cozy Coastal Crib near Downtown and the Beach!

Wild Dunes Oceanfront 3 Bed 3 Bath condo w/ pool

Paradise at Folly - Beautiful Riverfront Condo

10B Mariners Walk, Wild Dunes

Beachy Isle of Palms Studio! Close walk to BEACH!
Other holiday rentals with a pool

3 BR 2.5 BA House | Pool | 3 Min Walk To The Beach

Modern Poolside Retreat in Old Village

The Oasis (Charming, Close, Sleeps 7)

Folly Oasis | Cozy Beachside Home + Pool

Beach House with Backyard Oasis

Seabrook Island Golf Course Condo! Amenity card!

Beautiful 1 bdrm 2 bath townhouse on golf course

Charming Mt Pleasant Getaway with 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 | € 256 | € 340 | € 372 | € 296 | € 299 | € 338 | € 339 | € 496 | € 299 | € 316 | € 343 | € 291 |
| 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 30 holiday rentals in Sullivan's Island

Nightly prices starting at
Sullivan's Island holiday rentals start at € 95 per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 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
- Waterfront Park
- Bulls Island
- Shem Creek Park
- Middleton Place
- Angel Oak Tree
- Hampton Park
- The Charleston Museum
- Isle of Palms Beach
- Morris Island Lighthouse
- White Point Garden
- Gibbes Museum of Art
- Whirlin' Waters Adventure Waterpark
- Children's Museum of the Lowcountry
- Rainbow Row
- Edisto Beach State Park




