
Vacation rentals with a pool in Saint Simons Island
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Top-rated rentals with a pool in Saint Simons Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Seaside studio near Driftwood Beach
Get into coastal lifestyle in this ground-level, Jekyll Island studio near famous Driftwood Beach. Short path to oceanfront complex’s secluded beach area with sandy promenade for leisurely strolling and sun worshipping. One room suite sleeps 4 (with pullout sofa). Well-equipped kitchenette. Lots of other amenities. One dog (60 lbs. max) OK with $75 fee. Sorry, no cats. For larger groups, we have additional condo units next door. For stays longer than 7 nights, contact host for special discount.

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!

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.

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!

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.

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**

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

Beach Air -optional BIKES-Pool-Walk 2 Pier Village
This modern 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops restaurants, & beach. U can easily walk 2 Pier Village & other entertainment. Living Room has a King & separated from the bunk area and kitchenette. Unit comes w/ new furnishings. Has washer/dryer, Keurig coffee make, reliable WiFi. Located in a gated community with oversized balcony and great pool. USAGE OF 2 BIKES for additional fee. Sorry, NO PETS. See house rules

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.

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.

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.

OCEAN VIEW-St. Simons says Relax at The Beach Club
Check out this gorgeous and updated condo in The Beach Club! There is a pool and private beach access for guests.It has a beautiful ocean view and a private balcony. The first bedroom features a King size bed, balcony access, and a private bathroom with a large walk in shower. The second bedroom has a Queen size bed and access to the shared hall bath. Please send a message with any questions!
Popular amenities for Saint Simons Island rentals with a pool
House rentals with a pool

Tabby Shack SSI - heated POOL, 3b/2ba, allows dogs

Great GA Dream Home, Pool & Pond

Rivera Retreat - Private Pool in SSI

Private Pool! Walk to Village & Ocean

Relaxing Lakeview Stay – Near Beach + Pool

GA/FLA Students Weekend Available! Pool/Hot Tub

Renovated Beach House Rental on St. Simons Island

Beach Bliss & Boating Fun!
Condo rentals with a pool

Oceanfront Condo w/view! | Free Bikes! | Updated!

Pool | Parking | Beach | Food | Bars | Stores, etc

Turtle Cottage: Lagoon Views & Convenient Location

Georgia Sunrise - King and Prince South Villas

Updated one bedroom condo in Ocean Walk w/washer a

Oceanfront. SSI, Ga Beach Club

Cozy, End-Unit Condo-Pool!

Beach Club -219! Pool, Hot Tub and tennis
Other vacation rentals with a pool

Villa Galicia

Poolside Oasis, Ground Floor, King Bed, Near Beach

Golf Cart | Bikes | Beach Gear | Pool | Spacious

Private cottage w/guest house by beach & ♥️ of DT

Robin’s Nest

Newly Renovated Beach Home

Private Pool | Pet-Friendly | Fenced-in Yard

3/2 House with Saltwater Pool!
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- East Beach
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- Sea Island Beach
- Amelia Island State Park
- Stafford Beach
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- Amelia Island Lugar Lindo
- Ocean Forest Golf Club
- St. Catherines Beach
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