Vacation rentals with a pool in Charleston Harbor

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

Renovated House w/ Pool, Sauna, Gym 5 min to Beach

STUNNING, renovated to the 9’s Mount Pleasant single family home with private pool, sauna, mini golf, outdoor dining, and a turf yard with fire pit 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, Keurig with Starbucks pods and every amenity in the kitchen and bathrooms you’ll ever need! Close to downtown and 5 minutes to Sullivan’s Island. Permit # ST250148 Business License # 20129947

Spacious Island Home with Private Pool & Spa!

Discover Isle of Palms from the comfort of Family Tides, a stylish family-friendly home with huge windows and plantation shutters throughout. It’s only a 4-minute walk to the 34th Avenue Beach Access Point which has a paved walkway all the way down to the sand. Relax with the whole family at this peaceful home where you can enjoy the gunite saltwater private pool + spa in the huge backyard. Enjoy outdoor living at its finest on one of the many balconies and decks or poolside lounge chairs!

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.

Amazing Island Home, Pool, Close to the Beach!

This stunning custom built home, located in the quiet section of the island only 2 blocks from the beach is perfect for relaxing on your vacation. Features a screened porch, private saltwater pool, multiple decks, upgraded TV's, and a sun room. The rear yard is surrounded with a wooden fence for privacy. This home is close to the IOP rec center. Note: Sleeper sofa in 2nd fl media room. Rents Sat to Sat in summer. No elevator. Must be 25+ Permit # P-00649

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.