Vacation rentals with a pool in Saint Simons Island

A covered balcony features a seating area overlooking a large swimming pool and landscaped grounds. Lush greenery surrounds the pool area, enhancing the view. The bright blue sky is visible above, contributing to a relaxed outdoor atmosphere.

4.91 out of 5 average rating, 318 reviews

Pool View - optional BIKES - Walk 2 Pier Village

Newly renovated 1 bedroom condo has the best balcony view. U will enjoy the south-island location close 2 many shops & restaurants. U can easily walk 2 the pier, shops, & restaurants. Walk to live music! Master has a King size bed & the living room has sleeper sofa. Unit comes w/ furnishings & BUSINESS CLASS WIFI. Access to tennis courts, 2 pools (1 heated) laundry facilities (coin operated). 2 bikes to use for additional fee. NO PETS or ANIMALS ALLOWED. CONTACT ME for a link to ALL listings.

A shared pool area is surrounded by green grass and palm trees, offering several lounge chairs arranged around the pool. A large umbrella stands near the edge, and a low fence encloses the pool area, with two-story buildings visible in the background.

4.96 out of 5 average rating, 135 reviews

Còmhla Condo - A Magical, Peaceful Escape!

DISCOVER & EXPLORE this magical place our family fell in love with 32 years ago! This tastefully decorated, newly updated condo is located in desirable South Island and a short walk/bike to East Beach, the Pier, fun shops, unique restaurants, night life, live music, parks & playgrounds, coastal wildlife and conducive to relaxing meanderings under the canopy of Live Oaks & Spanish Moss. Fully equipped to sleep 5 comfortably. Còmhla = Together in Scots Gaelic. Let's enjoy being together :)

A clear blue pool is framed by lush greenery and palm trees. The surrounding area features two levels of covered balconies from the building, creating a shaded atmosphere. Poolside lounge chairs are visible, inviting relaxation under the sunny sky.

4.97 out of 5 average rating, 302 reviews

Perfect Island Private Getaway-Walk2Beach-Village

If you are interested in a great little getaway, this is it. Gated UPDATED BEACHY condo with private gated parking & pool. IDEAL LOCATION. Walk/Bike to the Beach, Pier Village Shopping, Restaurants & Entertainment. Custom made book with local recommendations included. Condo is setup similarly to a hotel suite with Kitchenette *see photos. Relaxing jetted tub&large shower Has washer/dryer, full refrigerator, Keurig coffee, WiFi, Roku Stick, Alexa, Amazon Music, Amazon Prime, Netflix.

A serene bedroom features a spacious bed adorned with a mint green coverlet and decorative pillows. Soft lighting is provided by two bedside lamps. The light mint walls enhance the beach-themed decor, complemented by wall art that reads 'SeaShells.' A closet door is visible in the background.

4.91 out of 5 average rating, 171 reviews

GROUND FLOOR! NEWLY RENOVATED! “ISLAND OASIS”

This Ground Floor Island Oasis Condo has been completely renovated from top to bottom with all new furniture and island themed decor including a king sized bed and sleeper sofa which accommodates comfortably up to 4 guests.The kitchen is well stocked with everything you need to cook at home as well as full sized washer and dryer. Beautifully appointed dining room seats 4 guests. Enjoy Free WifI with TV in the bedroom and living room. Relax & make plans for the day by the cozy fireplace.

A serene pool area is illuminated under a twilight sky, with a clear blue surface reflecting surrounding greenery. Lounge chairs and a nearby pool house are visible, along with floating pool noodles in the water, suggesting a welcoming space for relaxation and recreation.

4.92 out of 5 average rating, 101 reviews

Saint Simons Island T 10 Ocean Walk 1 Bedroom

One bedroom condo, located in Ocean Walk, is available for you to rent on Saint Simons Island. It has a fully equipped kitchen, king size bed, internet, and 2 TV’s with cable. Our condo is located on the second floor(no elevator) in the back of the complex. We have a private deck that is perfect for your morning cup of coffee. The complex has two pools (one seasonally heated), tennis courts and a pond. Ocean Walk is located less than a mile from the pier, beach, shopping and dining.

A clear blue swimming pool is surrounded by a spacious paved area featuring several lounge chairs. Lush greenery and shaded areas create a relaxing environment. A fence is visible in the background, adding to the sense of privacy.

4.98 out of 5 average rating, 119 reviews

Beach Hideaway~great location~pool~ground floor

GROUND FLOOR unit~GREAT LOCATION(mid/South Island)~walk to Redfern Village(many shops and restaurants), Southern Soul, Chickfila, Starbucks, etc~quick drive to the beach and pier~NEWLY REMODELED~GATED FAMILY ORIENTED COMMUNITY~ reliable WiFi~TV and sofa in living room~king bed & TV in master~queen bed & TV in spare~twin sleeper sofa in sunroom~pool & tennis court~NO PETS or ANIMALS ALLOWED, SEE RULES FOR HIGH PET FEE. **Parking -- My HOA does not allow work/business vehicles**

A bright bedroom features a light-colored bed frame with a patterned quilt in shades of blue and green. A small bedside table holds a lamp, and a fan is overhead. Neutral walls and a cozy carpet enhance the inviting atmosphere.

4.85 out of 5 average rating, 247 reviews

Perfect getaway

Located on the south end of the island , this spacious condo is convenient to shopping and restaurants. Five short minutes to the beach , fishing pier , lighthouse , village, and golf courses . Has been beautifully remodeled with all the comforts of home . Pool right across from your front door. Fabulous sun deck off the master bedroom . Fenced in patio for privacy to unwind after exploring all the island has to offer . Perfect vacation for family and friends

A community pool area is surrounded by lush greenery and trees with hanging moss. The rectangular pool features steps for entry and is bordered by a spacious patio. A covered area with seating is available nearby, providing a shaded spot for relaxation.

4.88 out of 5 average rating, 181 reviews

St Simons Townhouse Close to Beach and Village

This townhome is less than a mile to Coast Guard beach access and close to The Village area with shops and restaurants. Both bedrooms have a queen and a full bed. The kitchen is well stocked with a dining area with seating for six. Private back patio with seating. Please note there is not a washer/dryer within the condominium but there is a coin laundry facility on property. Community pool on the property is opened seasonally. Please inquiry for pet policy.

Home in St. Simons Island

4.92 out of 5 average rating, 103 reviews

The Fig House | Mid Century, Pool, Mins from Beach

The Fig House is a newly renovated 3-bedroom, 2-bathroom Mid-Century Modern ranch style vacation home set on 1 level. It comprises: a living room/dining room with a wood-burning fireplace, 8-seater table and connection to the kitchen, which also has a breakfast table. There is a sitting room and a sun room off the kitchen with access to the pool courtyard. There are two masters with king size beds and a bunk room that has 2 sets of bunk (twin) beds.

Home in St. Simons Island

An outdoor area features a spacious pool alongside a spa, surrounded by brick flooring and well-maintained landscaping. Comfortable lounge chairs are positioned nearby, with an umbrella offering shade. Bike storage is visible in the background, complementing the serene environment.

4.96 out of 5 average rating, 162 reviews

Live like a local on SSI! Bike to BEACH! Pool/Spa

Y’all we added an all season POOL/SPA! This home is local beach living at its finest and newly renovated, decorated and furnished for comfort. Enjoy all the south end has to offer from our beautiful beach to quaint shops and restaurants. Our home is less than a mile from the public beach access and is an easy walk or bike ride! The outdoor living is awesome here - plenty of room to park a boat and a fully fenced yard.

Townhouse in St. Simons Island

A well-maintained community pool offers a clear view of the calm water. The pool is surrounded by a decorative stone patio, with a safety railing lining its perimeter. Trees and greenery provide a natural backdrop, creating a serene environment for relaxation.

4.95 out of 5 average rating, 111 reviews

The 19th Hole

Immaculate, freshly painted and nicely decorated townhome with comfortable beds and stocked kitchen. A 5-10 minute drive will get you to Mallory square, where there is shopping, dining and the pier to watch the sunset. East Beach has a wide beach with tide pools, concession stands and a convenient bath house with bathrooms and showers. Perfect for a family get together. You'll find all the comforts of home.