Vacation rentals with a pool in Saint Simons Island

4.96 out of 5 average rating, 209 reviews

Water View - optional BIKES - Walk 2 Pier Village

Newly renovated 2 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, Queen in guest room, & 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). 4 bikes for additional fee to use. NO PETS or ANIMALS ALLOWED. CONTACT ME for all listings.

A large swimming pool is surrounded by lush greenery, featuring palm trees and landscaped gardens. Sun loungers and umbrellas are visible on the deck. The shallow entry steps lead into the clear water, inviting relaxation and leisure.

4.94 out of 5 average rating, 104 reviews

Location! WALK to BEACH, Village & PIER! 2 POOLS*

After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

The living area features comfortable seating, including a light-colored armchair and a dark couch, placed around a circular table. A dining area is visible, showcasing a blue and white color scheme with upholstered chairs. Natural light fills the room through large windows adorned with blinds.

4.95 out of 5 average rating, 104 reviews

Large Open 2 Bed 2 bath Condo Overlooks Pool

You have found one of the best vacation rental condos on St. Simons Island. Comfortable and spacious, 1,100 sq ft, 2 bedroom, 2 bathroom in South Island gated complex, just two miles from the beach and Pier area. Upstairs. Perfect for as little as 1 guest or as many as 6. This condo is kept immaculately clean and fresh. Along with king in the master, the 2nd bedroom has a new queen full memory foam mattress. Pool, fitness room, fast Wifi, free gated parking, laundry. Lots of natural light!

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.

4.96 out of 5 average rating, 311 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 large swimming pool is centrally located, surrounded by lounge chairs and umbrellas. Two multi-story buildings frame the pool area, featuring balconies overlooking the water. Lush palm trees enhance the tropical ambiance, creating an inviting outdoor space for relaxation.

4.98 out of 5 average rating, 211 reviews

Jack & Laurel Welcome You To Our Beach Club Condo!

Comfort, relaxation, and beauty await you here - On the quieter and most private side of the Beach Club - with direct, gated beach access . Enjoy our oceanside saltwater pool, 2 hot tubs, and lush gardens - in the perfect spot, on one of the prettiest beaches in the South! Primary suite with king bed, walk-in shower/soaking tub. Second bedroom with 1 queen/ 1 twin, full bathroom. Well-equipped kitchen, full balcony... Come on, the dolphins are waiting for you!

Superhost

An indoor lap pool is visible, featuring clear blue water and surrounded by large windows that showcase the lush greenery outside. The space is designed with a calm atmosphere, highlighted by natural light streaming in through the screens.

Apartment in Brunswick

4.85 out of 5 average rating, 142 reviews

Beautiful private 1 bedroom. Heated pool & jacuzzi

This private 1 bedroom apartment has so many amazing perks. Its everything you need to make you feel right at home and more. Lap pool, large jacuzzi, washer dryer, garage parking, central air, fire pit, barbeque grill and screened in outdoor dining area next to the pool. Office nook with pc and printer. Beautifully furnished. 15 minutes to the beautiful beaches of St Simons or Jekyll Island. Kitchen is stocked with much of the basics. Inquire about sunset and dinner cruises

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, 132 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**

Superhost

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, 252 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 spacious outdoor pool is surrounded by paved pathways and lounge chairs, set amidst lush greenery. The property includes a two-story building in the background, with large windows facing the pool area, creating an inviting scene for relaxation.

4.98 out of 5 average rating, 120 reviews

Ocean Vibes Retreat (dog friendly)

This serene ground floor 3 bedrooms and 2 bathrooms condo available on St. Simons Island. We live up to our name “Ocean Vibes Retreat”. You walk in and see all the upgrades and new furnishings this home has to offer for you and your group. The complex is gated and located in walking distance to many restaurants, Redfern Village, and one of our grocery stores. We also offer a pool, workout room, tennis court and play ground. Come stay and let the salt air cure what ails you!

Home in St. Simons Island

4.93 out of 5 average rating, 109 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, 167 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.

The pool area is surrounded by numerous lounge chairs and palm trees, creating a relaxing environment. Two shaded seating areas with umbrellas are visible. The modern condo buildings frame the space, offering a clean and spacious layout for guests to enjoy.