
Holiday rentals with a pool in Sullivan's Island
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Top-rated rentals with a pool in Sullivan's Island
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Popular amenities for Sullivan's Island rentals with a pool
House rentals with a pool

SullyChic 5 Bedroom | Private Lux Pool Park Circl
Everything I hoped and wished for our stay was like the pictures and details! It was a gorgeous home, the bedrooms were comfy and spacious. The kitchen was massive and so perfect for a big group, the backyard with the pool was so beautiful and like a little oasis! It was the perfect distance to downtown, not too far. Such a good stay, definitely will be back!

Hammock Haus -cozy firetable- 10 min to downtown
Beautiful clean house in a great neighborhood. Great location, there is a lot to do and see within a short drive. Host was very welcoming and very responsive to our questions. Highly recommend this house.

The Cavalla- private pool & roof top deck
Staying here was one of the highlights of our trip to Charleston! Beautiful place to lounge in, so many cute amenities, the spa pool was so great, and the parking was very convenient. It truly felt like a home away from home (but super upgraded) for our group. So close to so many things to do in the Elliotborough neighborhood, with food, drinks, and breakfast just a few blocks away! Also, SUPER walkable to King’s street. Management was also very quick to respond to any queries and were very accommodating. Would recommend this place to any group visiting Charleston!

The Hampton House
This is a nice house with a lot of really great perks. The golf cart, kayaks, fishing rods, beach equipment, and more made it easy to enjoy the week. The location is peaceful and ideal for fishing but not perfect for swimming or waves; we went to adjacent Hunting Island State Park for the kids to ride waves (a state park pass is included by the host). We enjoyed our week!

Family Retreat | Pool | Game Room | Fenced Yard
This is our second time back and it was amazing! Perfect spot for a trip with kids - separate den area to play in, clean and comfortable bedrooms, huge pool with ledges around the sides for the littlest ones, and so close to everything we wanted to get to. The kitchen was fully stocked, plenty of pool supplies, and we loved how tucked away in a quiet neighborhood it was. My kids loved that every night they could see the jets flying overhead too. Steven was a wonderful host and we can’t wait to come back again!

One block to beach with pool
We had the best girls weekend at Calvin’s home! He was very responsive and flexible letting us drop our bags off at the house ahead of check in. It was a great house and location - so close to the beach but also was great to have the pool option! IOP was a blast and the house was a semi far, but feasible walk to restaurants/bars. The house was great with many rooms to spread out and use during our stay. The only note is that the kitchen wasn’t stocked with any cooking essentials (olive oil, s&p, butter, condiments). Would highly recommend - we may even be back!

Gorgeous home one block from beach w/ heated pool
It’s a beautiful, well appointed, clean and tastefully decorated home. The home is spacious with a great floor plan. We were 3 families. 6 adults and 5 children. The kids loved the pool. There were numerous pool toys to keep them entertained. The kitchen is a cook’s dream. Everything ( except a coffee grinder) was available. The long kitchen table easily accommodates 12. We enjoyed the porches. There are 3 but we did not use top balcony. ( that is where the fire pit is ) There are lots of steps, but the convenience of the elevator was wonderful. It was a great location as well. We had a lovely time.

Renovated House w/ Pool, Sauna,Gym,Outdoor shower!
Tiana’s place was absolutely perfect for our girls weekend! Tiana was very responsive with any questions that popped up. The pool was incredible and stocked with plenty of floats (perfect temperature all weekend). The updates and decor were fantastic for pictures! We all fit comfortably - all bedrooms were a great size. Every bed was very comfortable. Open concept in the kitchen/living room was great for hanging out. Highly recommend staying here with a group. Can’t wait to go back!
Condo rentals with a pool

#109 Heart of IOP 1st Fl Studio 4 Minute Walk to T
The place had all we needed, the walk to the beach and town was easy! Great area and convenient. Definitely would come back! Also, special touches were the dog treats and extra 💩 bags 🤣

Wild Dunes Oceanfront 3 Bed 3 Bath condo w/ pool
We loved the place! Everything worked as it was supposed to. We look forward to coming back in the future!

Sea Cabin Top Floor Isle of Palms Oceanfront Condo
Great stay and was super responsive and easy to check in/check out. Would definitely recommend!

Paradise at Folly - Beautiful Riverfront Condo
Two words: absolutely wonderful! Felt right at home the moment we walked in. It was exactly as pictured and described. Close to everything. 20 minutes from Charleston and 5 min drive to ocean. Beautiful water views from porch. Also enjoyed time at the pool. Fully stocked kitchen. We will be returning again.

Beachy Isle of Palms Studio! Close walk to BEACH!
This is a fantastic condo on IOP. Walkable, clean, and Robert was very helpful with requests and communications.

Oceanfront Villa-pool/pier, fishing, stunning view
Stayed for a few days with our small family. Grateful for the easy walks to the beach and the pool. There was plenty of play gear available for the beach. The kitchen was well stocked for a good cup of coffee and to accommodate some simple meals for our picky children. Great views in the morning, too!

2bd/2bath villa with pool and close to the beach
Fantastic location with great access to the beach (5 minute walk). Good chairs, umbrella and beach cart made it easy. A few details could be better : kitchen faucet loose, cabinet pulls loose/cheap in one bathroom, dining chair seats in bad condition under the cushion, no kitchen scissors for opening food packaging, shower curtain in one of the bathrooms isn't a preference (just little stuff....not make or break issues). These are small things that the Owner could upgrade. All in all we had a wonderful time and loved the place...view out at the pool and lots of palm trees was lovely!

New Listing! - 11A Mariners Walk - Ocean Front
Everything described, and more! The views, the beach, the atmosphere..all wonderful. Very peaceful, relaxing place to stay. Comfortable and clean. Beds are comfy. Waking up to the sunrise view right out the bedroom window was breathtaking. The pool was nice, too chilly for us to swim but was nice sitting in the sun chatting with neighbors. Would highly recommend.
Quick stats about holiday rentals with a pool in Sullivan's Island
Total rentals
30 properties
Nightly prices starting at
$285 NZD before taxes and fees
Total number of reviews
730 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Hunting Island State Park Beach
- Sullivan's Island Beach
- Middleton Place
- Hampton Park
- The Golf Club at Wescott Plantation
- James Island County Park
- The Charleston Museum
- Harbor Island Beach
- Yeamans Hall Club
- Shem Creek Park
- Angel Oak Tree
- Waterfront Park
- Seabrook Beach
- Gibbes Museum of Art
- White Point Garden
- Morris Island Lighthouse
- Isle of Palms Beach
- Hunting Island Beach
- The Beach Club
- Seabrook Island Beach
- Driftwood Beach
- Deep Water Vineyard
- Whirlin' Waters Adventure Waterpark
- Cougar Point Golf Course