Holiday rentals with a pool in Summerville

4.98 out of 5 average rating, 263 reviews

A warm living space is highlighted by a comfortable brown sofa and accent pillows. A sleek coffee table sits on a patterned area rug, while two decorative stools provide additional seating. The bedroom area features a queen-sized bed with soft linens and bedside lamps, enhanced by natural light from nearby windows.

Guest house in Hanahan

The Violet Villa

Relax and unwind in this beautiful private guesthouse, perfectly located just minutes from shopping, dining, entertainment, and the beach. Upon arrival, enjoy chilled bottled water waiting just for you. As evening falls, take a peaceful stroll along the nearby nature trail and catch a stunning sunset from the neighborhood dock. When you return, settle in for the night with your favorite movies on the 70” smart TV—no shared armrest required. Come stay, relax, and make this getaway all about you.

A modern three-story residence features a light blue exterior with a clean white facade. Tall windows allow ample natural light, while palm trees and low greenery enhance the entryway's welcoming presence. The front door is painted in a contrasting color, adding visual interest.

4.97 out of 5 average rating, 110 reviews

Happy Stays, Mins to Park Circle, Dtwn, CHS Beach

Welcome to a remarkable three-story residence in Park Circle! Featuring three large, professionally designed, colorful bedrooms, each with its ensuite bathroom, it offers comfort & privacy. With five Smart TVs, a 110-inch movie screen, Pacman Arcade, Ping Pong Table, Ring Toss, Grill & other fun games, entertainment abounds. Relax on porches, take in views from the porch swing or wraparound windows, & enjoy a green space for pets & kids. A gourmet market next door serves delightful food & drinks

4.8 out of 5 average rating, 145 reviews

A cozy hot tub is situated under a wooden gazebo adorned with string lights, providing a warm glow. Steps lead up to the hot tub, which is surrounded by a fenced backyard and lush grass, creating a serene space for relaxation.

Home in Charleston

Charleston Retreat, Hot Tub, Game Room, Sleeps Big

Charleston group & family retreat near airport, downtown & beaches in a quiet private community — ideal for wedding stays, reunions & vacations. Features: • Game room w/ pool table, shuffleboard & arcade • 7-person hot tub + fire-pit patio • Large kitchen & group dining space • Fast Wi-Fi + Smart TVs in bedrooms • Bikes for neighborhood exploring • Community pool, tennis court & playground • Flexible sleeping arrangements for groups • Near shopping, dining & venues • Easy self check-in

The welcoming exterior features a charming two-story house surrounded by lush greenery, while a heated pool is enclosed in a screened area, showcasing colorful lounge chairs and float. The inviting dining area is set on the deck, perfect for outdoor meals. A cozy bedroom highlights a spacious bed with soft linens, complemented by calming wall colors and stylish decor.

4.99 out of 5 average rating, 106 reviews

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.

Guest house in Summerville

The image captures a serene outdoor area featuring a large swimming pool surrounded by lush greenery and palm trees. A charming cottage with a gabled roof sits near the pool, complemented by a shaded patio area. The surroundings include well-maintained landscaping and a wooden fence.

4.99 out of 5 average rating, 111 reviews

The Cottage for Two

The Cottage was built in the late 1930's for a local church and was used as a Sunday school room, for receptions, etc.. In 2004 we relocated the Hut, as it was once called, to this site and restored it to it's existing condition, staying with it's late 30's roots. It and main house sets on 5 beautifully landscaped acres and is located only 7 minutes from historic downtown Summerville. Please note that this is NOT INTENDED AS A VENUE and is a SHARED POOL, not exclusive to the pool house guest.

Guest house in North Charleston

A shaded outdoor seating area is furnished with a comfortable couch and chairs, surrounded by tropical plants. A flat-screen TV is mounted on the wall, while a dining table awaits nearby. The entrance door adds a touch of charm to the inviting space.

4.92 out of 5 average rating, 172 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.

4.96 out of 5 average rating, 102 reviews

A bright and airy living area is surrounded by floor-to-ceiling windows, allowing natural light to fill the space. Ample seating is provided on a light-colored sectional, with modern furnishings and decor enhancing the open layout. Ceiling fans circulate air throughout, complementing the warm wooden flooring.

Home in Charleston

Renovated luxury home - 10 minutes Folly/downtown

Welcome to life in the Lowcountry at The Lookout! The design of this home embodies the natural beauty of life on the water with comfort and style. Heated saltwater pool! Great place to cool off year round- close to the outdoor TV, bar/grill! Search YouTube for "The Lookout of Charleston Airbnb" to see the video tour! Conveniently located in James Island, you are 10 minutes from all the fun Downtown Charleston has to offer or 5 minutes to the beautiful pristine beaches of Folly Beach!

5 out of 5 average rating, 237 reviews

A bright living area features a comfortable sectional sofa and accent chairs. A large flat-screen TV is mounted on the wall above a dark wood console. Natural light floods the space through sliding glass doors, which open to a screened back porch.

Townhouse in Charleston

The Oasis (Charming, Close, Sleeps 7)

The Oasis is a beautiful and comfortable townhome in Charleston, SC. This 2 bedroom, 2.5 bath sleeps 7 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.

The dining area features a natural wooden table set with bowls and elegant table settings. Surrounding the table are comfortable, light blue chairs. Soft lighting is provided by a modern fixture overhead. A view of the sunroom is visible through the archway, enhancing the space.

4.95 out of 5 average rating, 128 reviews

Share-in Dipity Refined 4 bedrooms pool not heated

Welcome to Share-in Dipity, this stylish and relaxing home has everything you need to de-stress and enjoy Charleston. This 4/2.5 home features thoughtful design touches, an incredible outdoor area with a large patio and pool, close proximity to grocery stores/shopping, all set in the walkable and quiet neighborhood of Kings Grant. Though you may be tempted to turn your trip into a staycation, we are only 25 minutes from downtown and 35 minutes to beaches like Sullivans Island.

4.93 out of 5 average rating, 237 reviews

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

4.96 out of 5 average rating, 162 reviews

Home in Folly Beach

Luxury pool, center of Folly, 2 blocks to beach!

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!

A private saltwater pool is surrounded by a spacious patio, featuring lounge chairs and a backdrop of well-kept landscaping. The screened-in porch showcases outdoor seating and a pool table. Inside, a den offers additional recreational space, inviting relaxation and fun.

4.97 out of 5 average rating, 210 reviews

Private Pool and Game Room Retreat

Escape to this stylish Summerville family retreat for 8! This renovated single-level home features a private saltwater pool, a game room with an Xbox, pool table on screened porch, and a dedicated workspace. Enjoy modern design, a fully equipped kitchen, and a large fenced yard. Perfect for a memorable getaway just a short drive from Charleston's charm, this home offers the ideal blend of relaxation and fun for families and friends.

Popular amenities for Summerville rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting backyard oasis features a private pool surrounded by tropical palm trees. Comfortable outdoor seating is provided under a large sun umbrella, along with a dining table set for outdoor meals. Vibrant plants frame the area, enhancing the serene atmosphere.

4.86 out of 5 average rating, 133 reviews

Year-Round Luxe Pool! | 5 Bedrooms | SullyChic

5 out of 5 average rating, 28 reviews

Kayak Launch|Game Room|Pool|Hot Tub

Home in Cannonborough Elliotborough

A spacious bedroom features a comfortable bed with crisp white linens and accent pillows. A large television is mounted on the wall, and natural light pours through the divided glass doors, leading to an outdoor space. A plant and decorative rug complement the calming green walls.

4.94 out of 5 average rating, 365 reviews

Boho Bungalow | Private Oasis with Jacuzzi Pool

5 out of 5 average rating, 26 reviews

Luxury Home Pool Hot Tub 85 Inch TV by the Airport

Home in Cannonborough Elliotborough

4.96 out of 5 average rating, 148 reviews

The Cavalla- private pool & roof top deck

A spacious dining area features a large wooden table surrounded by light-colored upholstered chairs. Natural light floods the room through multiple windows, complemented by modern light fixtures hanging above. A glass-front cabinet stands against the wall, providing additional storage and display space.

4.95 out of 5 average rating, 126 reviews

Family Friendly House in Charleston’s Park Circle

4.97 out of 5 average rating, 105 reviews

A spacious, modern home is set against a vibrant sunset, showcasing multiple levels with expansive balconies. Poolside, lounge chairs are arranged on the tile patio beside a well-maintained pool, while lush palm trees frame the surroundings, offering a relaxed outdoor environment.

Home in Isle of Palms

Gorgeous home one block from beach w/ heated pool

The living area features a large sectional sofa adorned with several teal and green pillows. A modern fireplace is mounted on the wall beneath a flat-screen television. Natural light fills the space through large windows, complemented by sheer curtains and a decorative mirror.

4.93 out of 5 average rating, 149 reviews

4 Bedrooms + 4 En-Suite Baths | North Charleston

Apartment rentals with a pool

4.92 out of 5 average rating, 141 reviews

1st Floor Spacious Condo Steps To Front Beach IOP

Apartment in Seabrook Island

The modern kitchen area features sleek white cabinetry and stainless steel appliances. A spacious countertop provides a convenient workspace. Natural light floods the area through large windows, illuminating the open layout that seamlessly connects to the living room, furnished with a cozy seating arrangement.

4.96 out of 5 average rating, 156 reviews

Riverside Condo with Marsh View Balcony

The image captures a serene view of the beach, framed by patches of soft sand and tall, green grasses. The water stretches out into the distance, meeting a clear blue sky. The tranquil scene invites relaxation and enjoyment of the coastal environment.

4.9 out of 5 average rating, 177 reviews

Key Lime Condo

4.96 out of 5 average rating, 162 reviews

A dining area features a round table set for four, complete with plates and utensils. A cozy living room with a large couch and armchairs is visible, along with a staircase leading to the upper level. Natural light floods the space through patio doors.

Apartment in Charleston

Cozy Coastal Crib near Downtown and the Beach!

A view from the balcony showcases the ocean and a private pier in the distance. A white table with a starfish decoration is positioned in the foreground, with greenery and walking paths leading to the beach visible below.

4.95 out of 5 average rating, 368 reviews

Stylish Ocean Front Sanctuary

A wooden fishing pier stretches into the ocean, accompanied by sandy beach visible to the left. Beach chairs are positioned along the shore, while the shoreline meets calm waters under a clear blue sky. Lush greenery is present in the foreground, enhancing the coastal view.

4.95 out of 5 average rating, 113 reviews

Oceanfront Villa-pool/pier, fishing, stunning view

The pool area is showcased with a clear blue swimming pool, surrounded by lounge chairs. Palm trees are visible nearby, and a colorful sunset enhances the serene ambiance. The building can be seen in the background, completing the coastal setting.

4.89 out of 5 average rating, 132 reviews

Sunrise Sea Cabin 137C - Isle of Palms, SC!

A modern kitchen features white cabinetry and stainless steel appliances, including a microwave and oven. A stylish blue backsplash complements the marble countertop. Four metal stools are positioned at the kitchen island, and nautical-themed artwork adorns the wall, adding charm to the space.

4.84 out of 5 average rating, 253 reviews

Oceanfront IOP Condo w/ Private Pier

Other holiday rentals with a pool

The front exterior of the home features a two-story structure with white siding and dark shutters. A welcoming porch is adorned with two chairs and blooming flower pots. A manicured lawn leads to a garden bed with vibrant flowers and a palm plant, creating a cozy entrance.

4.89 out of 5 average rating, 9 reviews

Beautiful and spacious 5/3, near I95 /I 26.highway

5 out of 5 average rating, 19 reviews

The image showcases a private in-ground pool surrounded by concrete decking and a shaded area created by a large umbrella. A children's basketball hoop is placed at one end of the pool, while a wooden playset is visible in the background, situated in a fenced backyard.

Home in Moncks Corner

Charleston area private pool 3 BR home!

5 out of 5 average rating, 10 reviews

Home in Hanahan

Coastal Charm Cottage - Pool + Waterfront Access

A modern living area is seen featuring a comfortable seating arrangement with soft gray couches. A flat-screen TV is mounted above a stone fireplace. Open shelving displays decorative items, and light filters in through large windows, enhancing the airy feel of the space.

4.91 out of 5 average rating, 77 reviews

North Charleston 4BR w/ POOL!

Apartment in North Charleston

A welcoming entrance features a covered porch with a vibrant hanging floral planter. Decorative stones are arranged on the ground, while surrounding greenery, including a palm and colorful potted flowers, create a pleasant atmosphere. A reflective door adds depth to the entryway.

4.94 out of 5 average rating, 83 reviews

2 Beautiful Master Suites

5 out of 5 average rating, 34 reviews

A small, private plunge pool is set against a backdrop of a grassy yard, flanked by several lounge chairs. The surrounding area features a combination of trees and residential buildings, with a minimalist patio design offering space to relax.

Home in Hanahan

Private Pool + Marsh Views | Near Charleston

An aerial view captures the spacious backyard, featuring a rectangular swimming pool surrounded by a patio. Several sun loungers are positioned around the pool, and lush greenery encircles the area. The house with a dark roof is visible nearby, alongside well-maintained landscaping.

5 out of 5 average rating, 100 reviews

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

An open living area features a bright yellow sectional sofa paired with green accent chairs, situated on a patterned rug. A TV stand holds a flat-screen television, and natural light is invited through two large windows. A small dining table is visible in the background.