Holiday rentals with a pool in Charleston County

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, 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.

Sailors Rest: Pool & Sauna Johns Island SC Retreat

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.

Lux Beach Bungalow Ocean Views Heated Pool

Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music with friends and family. Luxury furnishings and linens. Stay in a home not just an Airbnb. One block from Center Street, you are walking distance to shops, restaurants, bars, the pier, and Bert's corner market. This comes in very helpful as this area is nearly impossible to find parking. Front door to the sand is <300ft. LIC 007914

Kiawah Island Home w/ Pool - 4 bedroom /4 bath

Kiawah Island Home w/ 20x40 Salt H20 Pool 4 Br/3 Ba. Business Lic RBL20-000420 The limit on this property is 10 total house guests including children, 4 parking spaces, NO PARTIES/EVENTS ARE ALLOWED. The property is down a long private driveway with a very large private pool. Guest requests are required to match your guest request. This can always be altered to match your guest actual guest count. The apt is never rented separately. Exceeded guest limits will ensure guest removal.

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.

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!

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.

Luxury pool, incredible porch, 3/2center of Folly!

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!

Pond Side Retreat

Bring the whole family to this great place with lots of room to play! This is a very spacious 2 Bedroom 2 Bath condo on 1st floor on beautiful pond with water fountain and great fishing. This condo has recently been renovated and is in a safe and convenient location. There is a king, a queen. Living features 75” smart tv/ wifi, coffee bar, fully stocked kitchen with essential items. 1 assigned parking spot, limited additional parking. . On site host.