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Vacation rentals with a pool in Sullivan's Island

Find and book unique homes with a pool on Airbnb

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.

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Home in Mount Pleasant

4.9 out of 5 average rating, 129 reviews

Pleasant Place: Newly Built with Pool: Close to downtown/beach

Bring your family & enjoy our brand new 2020 built home minutes to downtown Charleston, only 6 miles from the beach! Pleasant Place is in the BEST location to top restaurants & activities. This lovely 2700sqft 4 BR 3 BA pleasantly sleeps 10 guests and has all the familiar comforts of home with a fenced-in pool oasis, on a quiet street within walking distance to the Ravenel bridge connecting you to the heart of Charleston. Just a few minutes drive to the best beaches. Bring the family, book now!

Home in James Island

4.98 out of 5 average rating, 131 reviews

Waterfront Privacy, heated infinity pool, location

Be prepared for a truly eye-opening, out-of-this-world experience! Booking this home will change the way you view your next vacation - literally! This is a one-of-a-kind Lowcountry home. Every detail in this home has been laid out just for you to arrive and immediately go into relaxation mode. There are amenities included for the adventurous outdoor-lover and for the unrivaled nightlife seeker Charleston boasts. And, this home is centrally located to Folly Beach and downtown Charleston-$20 Uber.

Home in Cannonborough - Elliottborough

4.97 out of 5 average rating, 234 reviews

2500SF Downtown 1849 home w/ pool and roof deck!

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, have a cocktail on the balcony, or just sit and watch the sun set from the roof top deck. 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 2024 OP. 05542.

Rental unit in Johns Island

4.93 out of 5 average rating, 222 reviews

Sailors Rest: Heated Pool & Fireplace Johns Island

Escape to Sailors Rest, a Johns Island oasis located just a short drive from Charleston, SC & Kiawah Beach. We offer a unique blend of luxury & natural beauty, complete with pool (typically heated April - Nov.), infrared sauna, farm-fresh eggs daily, 2 luxury Queen beds, cozy fireplace & patio for al fresco dining. As the only guests on premises, you'll enjoy privacy and tranquility, surrounded by gardens, fountains & Koi Pond. Book Sailors Rest now if you're looking for ultimate rejuvenation.

Condo in Saint Helena Island

4.98 out of 5 average rating, 134 reviews

La Sirena , First Floor Ocean View 1 BR Villa

First floor 1 bedroom with 1.5 baths. Located in a gated community on Harbor Island. The island has 3 miles of sandy beach which is just steps away. Views of the ocean & pool can be seen from the screened-in porch. Enjoy 3 pools, tennis, basketball , pickle ball courts, full gym access. Dog park located at the BRC.We also offer a free pass for Hunting Island State Park to use during your stay. We do have golf cart and bike rentals on the Island. Please see pictures for info. Relax and Enjoy!

Guesthouse in Park Circle

4.91 out of 5 average rating, 116 reviews

My Happy Place

This is a charming cottage with a pool and large outdoor area. It is located 3 minutes to both I26 and 526, a 10 minute drive to downtown Charleston and walking distance to North Charleston’s trendy, fun area. The Credit One Stadium on Daniel Island is a 10 minute drive, the Isle of Palms and Sullivans Island 15 minutes and North Charleston Colliseum 5 minutes. It is easy to get to all these places and there are many fun things to do in the Charleston/North Charleston/Daniel Island areas.

Guesthouse in James Island

4.93 out of 5 average rating, 391 reviews

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.

Home in North Charleston

4.99 out of 5 average rating, 112 reviews

Modern Family Home| Private Pool| Games| Huge Yard

This stylish oasis is the perfect place to make unforgettable memories with family and friends. With a fenced backyard, private pool, modern design, and plenty of games, there's something for everyone. It’s just a short drive from historic downtown Charleston and you’ll also have easy access to the beautiful beaches in the area. Tanger Outlets - 12 Min Drive Firefly Distillery - 16 Min Drive Riverfront Park - 19 Min Drive Create Lasting Memories In Charleston With Us & Learn More Below!

Home in Mount Pleasant

4.97 out of 5 average rating, 87 reviews

Coastal Renovated Beauty w/ Pool, 5 min to Beach!

Stunning, updated Mount Pleasant single family home with private pool, grill, outdoor dining table, and a large Astro turf yard with fire pit and chairs for the entire family to create the happiest memories! All high end furniture inside with new memory foam mattresses, high quality cozy pillows and linens, fans in every room, and every amenity in the kitchen and bathrooms you’ll ever need! Close to downtown and 5 minutes to Sullivan’s Island. Permit # ST240179 Business License # 20129947

Home in Isle of Palms

4.97 out of 5 average rating, 101 reviews

Luxury Coastal Cottage With Pool

Experience Life in The Lowcountry! Our Coastal Cottage has luxury finishes, a gourmet kitchen, spacious bedrooms, and the new pool installed Spring of 2022 is ideal for discerning travelers of all ages. We pride ourselves on making sure your vacation time is special. Isle of Palms offers a premier beach vacation experience with pleasant beaches and delightful restaurants. We are a 5-minute walk to the beach on a quiet residential street away from the crowds.

Home in Folly Beach

4.98 out of 5 average rating, 123 reviews

Massive family PORCH and hot tub, center of Folly!

Soak in the Cedar, Japanese extra 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!

Home in Wild Dunes

4.7 out of 5 average rating, 56 reviews

6 Palms Beach House- New listing w/ private pool and spa

Beautiful 5 bedroom/4 bathroom beach house with private pool and spa. Located 2 blocks from the beach and fully stocked with everything necessary for fun in the sun! From the spacious open floor plan, to the high-end linens, everything about this home emanates luxury. Enjoy family time in the large living/dining area, prepare gourmet meals in the chef-style kitchen, or relax outside by the pool. Book today, relax, and let the fun begin!

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Popular amenities for Sullivan's Island rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Isle of Palms

4.95 out of 5 average rating, 19 reviews

Priv. Pool, 2 rooftop decks, 1 blk to beach

Home in Summerville

4.95 out of 5 average rating, 79 reviews

Share-in Dipity Refined 4 bedroom house w/ a pool

Home in North Charleston

4.9 out of 5 average rating, 39 reviews

North Charleston 4BR w/ POOL!

Home in Park Circle

4.9 out of 5 average rating, 122 reviews

Blue Bungalow-3/1 family 🏡 huge yard & king bed

Home in Isle of Palms

4.95 out of 5 average rating, 22 reviews

Beach House with Backyard Oasis

Home in Mount Pleasant

4.94 out of 5 average rating, 232 reviews

Coastal Family Getaway, Heated Pool

Home in Park Circle

4.95 out of 5 average rating, 58 reviews

Park Circle Tropical Oasis 3BR/2BA with Pool

Home in Folly Beach

4.87 out of 5 average rating, 47 reviews

Celebrate the holidays at the beach! Heated Pool

Condo rentals with a pool

Condo in Mount Pleasant

4.94 out of 5 average rating, 115 reviews

Welcome to your home away from home!

Condo in Seabrook Island

4.81 out of 5 average rating, 104 reviews

Quiet Racquet BL#20241349

Condo in Seabrook Island

4.96 out of 5 average rating, 135 reviews

Riverside Condo with Marsh View Balcony

Condo in Wild Dunes

4.93 out of 5 average rating, 209 reviews

Isle of Palms-Beachside Port O'Call

Condo in Isle of Palms

4.9 out of 5 average rating, 146 reviews

Key Lime Condo

Condo in Wild Dunes

4.96 out of 5 average rating, 67 reviews

Cozy condo w/easy beach access in Wild Dunes

Condo in Charleston

4.93 out of 5 average rating, 117 reviews

Folly Beach sunrise and sunsets

Condo in North Charleston

4.75 out of 5 average rating, 63 reviews

Tranquil Condo w/ Pond View

Quick stats about vacation rentals with a pool in Sullivan's Island

Total rentals
40 properties
Nightly prices starting at
$150 before taxes and fees
Total number of reviews
530 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore