Holiday rentals with a pool in Charleston

4BR w/ 2 Primary Suites | Pool + Grill | Parking

Relax and unwind in Charleston! This property is perfectly situated between Charleston International Airport (9.5 miles / 18 minutes) and Downtown Charleston (16 miles / 24 minutes). Our custom-designed, modern home offers a serene retreat with beach walks, historic tours, and nature's symphony at your doorstep. Take pleasure in the wide range of outdoor amenities and bask in the lovely Charleston weather. Every moment here is an opportunity to create cherished memories with friends and family:)

Location · Value · Indoor spaces

Crushing on Charleston *Pool *Game Room *Fire Pit

You will definitely be crushing on Charleston after your stay at this charming house in North Charleston. This home has everything you need to make amazing memories with your family or group. After a day of exploring downtown, playing at the beach or visiting one of the many attractions Charleston has to offer, head back to our your own personal oasis to continue the fun at the pool, game room and fire pit. Centrally located, you can be to everything this beautiful city has to offer in minutes.

Value · Family · Kitchen

Little Oak Love | 5 Minutes to Folly | Marsh View

Little Oak Love is a serene escape just a mile from Folly Beach, nestled in a gated community. This top-floor (must be able to climb 2 flights of stairs to access condo), two-bedroom, two-bath condo offers stunning views from almost every room. 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. Only a 20-minute drive from historic Downtown Charleston. The ultimate Lowcountry vacation experience!

Location · Family · View

Mount Pleasant oasis near beach with private pool!

Beautifully updated Mount Pleasant home with a pool! The home's perfectly located just a few short miles from the IOP beaches and a stone's throw from great shopping nearby. This house is the perfect spot for a family vacation or just a weekend away with friends as it offers 3 bedrooms (2 with queen beds and 1 with a king bed). You can enjoy a day at the beach (5 mins away), just relax by the pool, or swim laps in the endless pool system with a push of a button. LIC# ST260331 Bus# 20139685

Location · Family · Amenities

Sonny's Marsh Shack - Cowboy Pool/Bikes/Firepit

🛏 Sleeps 8 | 🛁 2 Bathrooms | 🌿 Marshfront Oasis Key Highlights & Amenities: 🌾 Marsh Front on Noisette Creek – Peaceful, scenic views in every direction 🚲 Low-country Cruiser Bikes – Explore the neighborhood the charming, laid-back way 💦 Cowboy Pool – Cool off and unwind with stunning marsh views 🌴 Hammocks – Relax and soak in the Lowcountry breeze 🔥 Outdoor Firepit – Cozy evenings under the stars 🎯 Outdoor Games – Cornhole, Spikeball, Giant Connect 4 & Giant Jenga for all-ages fun

Value · Family · Indoor spaces

The Oasis (Charming, Close, Sleeps 5)

The Oasis is a beautiful and comfortable townhome in Charleston, SC. This 2 bedroom, 2.5 bath sleeps 5 people. The airport, beach, downtown, golf courses, & concert venues are all approx. 20 min away. After enjoying Charleston's restaurants, tours, shops, beaches, golf, & entertainment, relax at The Oasis w/ 3 Roku TVs (70", 43", 43"). Drift off to dreams w/ King, Queen, Twin Loft, & Queen Sleeper Sofa options. Also enjoy a fully equipped kitchen. There is pool access in warmer weather.

Family · Value · Layout

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.

Family · Value · Air conditioning

Heated Pool - Marsh Front - Hot Tub - Walk toBeach

Come enjoy the most stunning views on Folly! With four private patios, a Private heated Plunge pool, a hot tub, and plenty of area's to relax - all overlooking the quiet, serene marsh; you are able to see amazing wildlife all around you while in complex relaxation mode. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there should be plenty of room. Enjoy tons of games, Golf hitting bay, darts, ping pong , swings and kids play area! STR23-0364799CF LIC00726

Value · Location · Pool

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.

Family · Value · Kitchen

The Endless Summer-Hot Tub-7 beds

Welcome to The Endless Summer! Spacious 5-Bedroom Home - Sleeping ideal for groups! Escape to tranquility in this laid-back and quiet neighborhood just one exit from the airport. The Endless Summer is ideal for both small and large groups of friends or families, offering a perfect blend of comfort and convenience. 12 min to downtown Charleston 8 min to Tanger Outlet Mall and Top Golf 6 min to Coliseum/Performing Arts 29 min to Folly Beach 8 min to the airport

Location · Family · Beach

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.

Location · Family · Decor

Private Pool Oasis In Downtown Charleston

Escape to this stunning 4-bedroom, 2-bathroom vacation rental nestled in the heart of downtown Charleston, located in the city’s most coveted neighborhood. Perfect for families, friends, or any group seeking an unforgettable getaway, this home combines modern comfort with unbeatable privacy and a standout feature every vacationer dreams of: a private, heated pool oasis.

Location · Family · Laundry