Holiday rentals with a pool in Saint Simons Island

4.94 out of 5 average rating, 100 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.

4.95 out of 5 average rating, 102 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!

4.91 out of 5 average rating, 386 reviews

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

This cozy 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops & restaurants. U can walk 2 Pier Village & other entertainment. King in Master & living room has queen sleeper sofa. Comes w/ new furnishings & BUSINESS CLASS WIFI. 2 tennis courts, 2 pools (1 heated), laundry facilities (coin operated), ping pong, fitness center, playground, private stocked lake, & includes USAGE OF 2 BIKES for an additional charge. NO PETS or ANIMALS ALLOWED. SEE RULES

4.97 out of 5 average rating, 309 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.

4.98 out of 5 average rating, 207 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!

4.98 out of 5 average rating, 128 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**

4.97 out of 5 average rating, 117 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

4.92 out of 5 average rating, 106 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.

4.83 out of 5 average rating, 121 reviews

Turtle Cottage: Great location and Turtles too!

We can't wait for you to stay at our townhouse! Watch the turtles from our deck as you start your day with coffee or wind down in the evening. Drive or bike to the beaches (2.5 miles away), shops, restaurants, parks and attractions in under 10 minutes. With three bedrooms upstairs, lots of space to spread out downstairs in the living and dining room, and a well-equipped kitchen, you'll have everything you need to enjoy your stay on St Simons.

Home in St. Simons Island

4.96 out of 5 average rating, 165 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

4.96 out of 5 average rating, 118 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.