
Vacation rentals with a pool in Sullivan's Island
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Sullivan's Island

Total vacation rentals
Explore 30 vacation rentals in Sullivan's Island

Nightly prices starting at
Sullivan's Island vacation rentals start at G$29,304 GYD per night before taxes and fees

Verified guest reviews
Over 960 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Sullivan's Island vacation rentals include wi-fi 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!
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.

Marshfront 5BD Oasis | Pool, Yard & Steps to Beach
🏝️ Private Marshfront 4BR/5BD/3.5BA Home with stunning views, saltwater pool, fenced yard, hammocks, grill & outdoor shower 📍Steps to the beach! 🛎️ Personalized concierge services by On The Coast Property Group (fees vary) • Grocery stocking • Decoration setup • Dining reservations • Private chefs • Transportation coordination • Boating/water excursions • Beach rentals • Sports equipment • Baby gear • Spa, fitness & wellness services • Event planning for celebrations/gatherings …& more!

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.

Pura Vida, minutes to Beaches, w/a Pool!
This is a very comfortable home to relax in whether by the pool, on the screen porch or on the couch! There are 3 bedrooms 2 baths & a frog (room over the garage with a window unit). We have tv's in the living room, dining room and master bedroom w/roku. This home is in a great location 3 miles to Sullivan's Island and a 10 minute drive to downtown Charleston. We have bikes, pool towels, beach chairs & a grill to accommodate our guests. Bring the family and book now!

Stylish Ocean Front Sanctuary
ROOF AND BUILDING MAINTENANCE ONGOING. THERE MAY BE WORKERS AND 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.

Renovated Home Near Shem Creek & Sullivan’s Island
Located in the heart of Old Village, this beautifully decorated 3-bedroom, 2-bath home is just 3 miles from Sullivan’s Island beaches and 5 miles to downtown Charleston. Walk or rent a golf cart to Shem Creek’s bars, restaurants, and The Post House. Ample parking and close to top Mt. Pleasant eateries. Clean, cozy, and welcoming – ideal for beach lovers, foodies, and history buffs. Must be 25+ to rent. Golf cart rentals available nearby. ST260053 BL-24-000027

Private Pool Oasis • Walk to Folly Beach
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.

Pristine Townhouse - Beach, Charleston, Pool, Fun
Stylish home with the short term guest in mind. Wood floors throughout. Views onto live oaks, park, community pool (subject to HOA opening and closing) and tennis. Sun drenched courtyard. Close to beaches, downtown Charleston, Patriots Point, Shem Creek, Alhambra Hall, Pitt Street Bridge and more. 2 queen beds and the 3rd with a twin bed & trundle. Great location. Please read house rules before booking. STR LIC ST260069; BUS LIC BL-24-005711..

2500SF Downtown 1849 home w/ pool!
The perfect Oasis in the middle of the Peninsula... Come home to this 2,500 SF c.1849 historic property and take a dip in the pool after a long day walking around or relax and have a cocktail on the balcony. Walk out the door and explore Cannonborough-Elliotborough and some of the best restaurants the City has to offer. Off-street parking for 1-2 vehicles is provided, a rarity downtown. We are a legal City licensed short-term rental 2026 OP. 07096.

SALTY HUT AT THE BEACH, Isle of Palms, SC
Hitch a ride from the airport and never need a car. This newly renovated cozy cottage will truly give you the Low Country beach experience you're looking for. Located on Isle of Palms and steps away from the nearest beach access. Walk to the grocery store or take a short walk down the beach to several restaurants & beachfront bars offering local live music. Tired of the beach, no problem. Simply walk to the community pool and tennis court.
Popular amenities for Sullivan's Island rentals with a pool
House rentals with a pool

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

Pet Friendly IOP Beach House Private Pool and Golf Cart!!!

Coastal Family Getaway, Heated Pool

Beach House- 0.4 Miles from the Ocean STR25-000614

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

Large 6 Bed Private Beach Home w/ Pool + Bikes

Happy Stays-In Park Circle-Dtwn-CHS Beach

Mount Pleasant oasis near beach with private pool!
Condo rentals with a pool

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

Dolphins & Sunsets From This Beachfront Villa!

Riverside Condo with Marsh View Balcony

Beautifully Transformed Upper Level Deluxe Villa

Beachy Isle of Palms Studio! Close walk to BEACH!

Oceanfront Villa-pool/pier, fishing, stunning view

Ocean views from every window Perfect Beach Condo

Ocean Breeze Villa
Other vacation rentals with a pool

Coastal Charm Cottage - Pool + Waterfront Access

4 BedroomBungalow with Huge Private Pool

Amazing Pool + Games + Pet Friendly |

Great "Newly" Listed Villa with Stunning Kitchen

Beach Pool Jacuzzi and Putting green All you need

Spacious 6-bedroom home on IOP! 9 22nd Ave

Waterway Oasis - an iTrip Charleston Beaches Home

Beach House with Backyard Oasis
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- Rentals with pools Charleston County
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- Rentals with pools United States
- Charleston City Market
- Isle of Palms Beach
- Sullivan's Island Beach
- Hunting Island State Park Beach
- Bulls Island
- James Island County Park
- Waterfront Park
- Shem Creek Park
- North Charleston Coliseum & Performing Arts Center
- College of Charleston
- Riverfront Park
- Rainbow Row
- Hampton Park
- The Charleston Museum
- Middleton Place
- Angel Oak Tree
- Magnolia Plantation & Gardens
- Edisto Beach State Park
- White Point Garden
- Hunting Island State Park
- Morris Island Lighthouse
- Gibbes Museum of Art
- The Citadel
- Boone Hall Plantation





