Vacation rentals with a pool in West Ashley

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in West Ashley

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
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.
Home in Park Circle
4.97 out of 5 average rating, 108 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

Guest favorite
A private pool oasis is showcased, featuring a circular hot tub surrounded by a spacious deck. Comfortable seating is arranged under a shaded pergola, and tall trees and a wooden fence create a secluded atmosphere. Sunlight reflects off the clear water, enhancing the serene environment.
Home in Mount Pleasant
4.88 out of 5 average rating, 154 reviews

Pleasant Place New Build + Pool Great for Families

Bring your family & enjoy our brand new 2020 built home minutes to downtown Charleston, only 6 miles from the beach! Pleasant Place is in the BEST location to top restaurants & activities. This lovely 2700sqft 4 BR 3 BA pleasantly sleeps 10 guests and has all the familiar comforts of home with a fenced-in pool oasis, on a quiet street within walking distance to the Ravenel bridge connecting you to the heart of Charleston. Just a few minutes drive to the best beaches. Bring the family, book now!

Top guest favorite
A bright pool area is surrounded by lush greenery and vibrant landscaping. The pool features a unique shape and inviting turquoise water. Comfortable seating is arranged nearby, with colorful chairs contrasting against the light-colored walls of the house and deck.
Guesthouse in Charleston
4.99 out of 5 average rating, 315 reviews

Salt of the Island Retreat w/ Pool on the Lake

Welcome to Salt of the Island Retreat! Tucked away on James Island and very conveniently located between Historic Downtown Charleston (10 minutes away) and Folly Beach (15 minutes away), this hidden gem is nestled on a 5 acre lake, immersed in a vibrant ecosystem! After visiting all of the eclectic charm that Charleston has to offer, head back to Salt of the Island Retreat and reconnect with nature. Enjoy the sunshine and a cold beverage poolside while you heal your soul with the simple things.

Guest favorite
The exterior of the home is shown, featuring a light-colored facade and a garnet front door. An American flag is prominently displayed above the entrance. A well-kept lawn and neatly trimmed shrubs are visible, along with a paved driveway leading up to the porch.
Home in Park Circle
4.9 out of 5 average rating, 128 reviews

Park Circle Tropical Oasis 3BR/2BA with Pool

Welcome to the PC Tropical Oasis - where you will feel like you've stepped into a traveler's paradise. This stay is located right in the center of the Park Circle neighborhood of North Charleston - with the main strip of restaurants and shops only a 10minute walk away. You are also only a short ride away from the best local beaches, downtown and just about anything you dream of doing while visiting Charleston. This stay offers high end amenities while also being centrally located to everything.

Guest favorite
Guesthouse in Riverland Terrace
4.87 out of 5 average rating, 134 reviews

CHS Golfview Guest house - Poolside Retreat

Stay at The Golfview Guest House, a peaceful 2BR, 1.5BA retreat on the 10th hole of Charleston’s award-winning Municipal Golf Course, “The Muni.” Enjoy a full kitchen, bright living area, and sleeping for four (1 queen, 2 twins). Relax by the pool or take in golf-course views in Riverland Terrace, one of Charleston’s most beloved neighborhoods. Just 10 min to downtown and 9 miles to Folly Beach, this spot offers privacy, comfort, and Southern charm — ideal for families, couples, or friends.

Top guest favorite
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.
Home in Park Circle
4.95 out of 5 average rating, 125 reviews

Family Friendly House in Charleston’s Park Circle

This new Charleston style home is centrally located in trendy Park Circle is also dog friendly! Steps away from Paradiso pool & restaurant! 5 min drive to Charleston Wine + Food. 10 min drive to downtown Charleston/SEWE. 12 min drive to Credit One Stadium. 20 min drive to beaches of Sullivans Island. Beautiful new neighborhood with several walking paths. 12 min drive from airport. Please let us know if you need an early check in or late check out! We can usually accommodate these requests!

Guest favorite
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.
Guesthouse in Park Circle
4.92 out of 5 average rating, 166 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.

Top guest favorite
A serene backyard setting is created around a circular fire pit surrounded by four turquoise Adirondack chairs. Lush palm trees and greenery frame the area, with a salt water pool visible in the background, enhancing the outdoor retreat ambiance.
Guesthouse in Charleston
4.94 out of 5 average rating, 430 reviews

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.

Top guest favorite
The image captures a tranquil pool area illuminated by soft green lights against a backdrop of palm trees. The serene water reflects the surrounding greenery, with a light-colored patio surface complementing the ambiance. The two-story house is partially visible, adding to the inviting atmosphere.
Guesthouse in West Ashley
4.98 out of 5 average rating, 268 reviews

Detached Guest Suite

Operations Permit # OP2025-5734. Separate entrance to suite. Swimming pool is on veranda . Detached guest suite (45" Smart TV with YouTubeTV ) with full bathroom. Outdoor veranda space includes a swimming pool , outdoor kitchen (microwave,fridge , gas cook top,Keurig (with coffee),toaster, gas fireplace, and large screen Smart TV. The pool is shared with the owners but guests are given privacy. 14 miles to airport 10 miles to downtown Beaches-Kiawah-23 miles. Folly Beach-19 miles.

Guest favorite
A view of the parking area and beach access path is captured, with palm trees and coastal vegetation lining the background. The clear blue sky complements the scene, while the nearby pier is visible in the distance, inviting guests toward the water.
Condo in Isle of Palms
4.87 out of 5 average rating, 447 reviews

Oceanfront Condo ☼ Steps to Beach ☼ Lower Level

*Temporary construction notice. Please see end of description for most current update* First floor oceanfront condo just steps from the beach! Great location in the heart of Isle of Palms, a laid back beach town on the coast of South Carolina. You'll have easy access to the pool, beach, shopping, spectacular dining, and entertainment. Open floor plan with full kitchen. Enjoy a cup of coffee on the patio as the sun rises over the water. Getting to the beach has never been easier.

Guest favorite
An open living area features a comfortable seating arrangement, highlighted by soft beige curtains and warm-toned furniture. A dark countertop with stylish bar stools separates the kitchen space. Natural light filters through the white blinds, illuminating the room, while a TV is visible in the background.
Townhouse in Johns Island
4.88 out of 5 average rating, 455 reviews

CHS Guest Suite w/Separate Entry 2 Bedroom& 2 Bath

**One of the few Airbnb’s with a legal permit in Charleston, SC. Just 15 minutes from downtown Charleston, SC. Free parking in my driveway! Guest suite. Own private and separate entrance. Comfortably hosts four. We charge a fee if two people want to stay in two separate rooms- the room rate is based on double occupancy. Fee is $40/ppn for 2nd bedroom Guest access to swimming pool. Complimentary coffee/coffee maker, cable TV, water bottles & juice, refrigerator.

Top guest favorite
The exterior of a charming carriage house is framed by lush hedges and gravel pathways. Arched black windows and a handsome brick facade enhance the building's historical character, while neighboring architecture showcases the elegance of the area.
Home in Harleston Village
4.98 out of 5 average rating, 107 reviews

Casa Zoë | Historic Garden Carriage House CHS

OP2024-05714 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.

Popular amenities for West Ashley rentals with a pool

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Quick stats about vacation rentals with a pool in West Ashley

  • Total vacation rentals

    Explore 60 vacation rentals in West Ashley

  • Nightly prices starting at

    West Ashley vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 2,830 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of West Ashley vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across West Ashley rentals

  • 4.8 Average rating

    West Ashley stays are highly rated by guests—averaging 4.8 out of 5!