
Holiday rentals with a pool in Driftwood Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Driftwood Beach
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Heated Pool, Family friendly, Great Location
Welcome to The Ranch SSI! Here you will experience a fully stocked and beautifully designed home with a clean, modern style, located in the heart of St. Simons Island. The Ranch is located in the Kings Terrace area of the island, only a few blocks away from the St. Simons pier village with local shops and restaurants, as well as the lighthouse. The Ranch is only a quick 3 minute drive to the beaches and our favorite local coffee shop-- Wake Up Coffee Co! Enjoy an island retreat at The Ranch SSI!

The Hive Cottage - Ocean & Pool Access
Nestled in The Cottages, "The Hive" is a charming townhouse offering a cozy, home-like retreat for families. This sweet escape buzzes with convenience, just steps from the community oceanfront zero-entry pool, clubhouse, fitness center, fire pit, ocean deck, and the direct access point for unobstructed Atlantic views. Nearby, explore Jekyll Island's treasures: miles of scenic bike trails, the Georgia Sea Turtle Center, Driftwood Beach, Summer Waves Water Park, historic sites & world-class golf.

A Super Host Best Favorite on St. Simon's Island
Completely Renovated! This newly furnished condo is a great place to come back to after exploring all St. Simons Island has to offer. Just a short 3 miles from the beach and village area, it's perfect for a small family or couple. The condo has private parking and a great community pool. Enjoy a cocktail on the private deck while you make dinner on the grill! A Smart Home with Alexa in every room. You can have music in any room or the whole house, turn lights on and off by voice and more.

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.

Driftwood paradise, ocean view!
Enjoy amazing ocean sunrises from spacious 1-BR Jekyll Island condo! Next to secluded beach and short walk to famous Driftwood Beach. Updated, ground-level unit sleeps 4 (with pullout sofa). Extended patio offers panoramic shoreline view. Condo complex has pool, fitness center, volleyball, basketball, playground, bike rentals, picnic tables/grills, restaurant and more. One dog (60 lbs. max) OK with $75 fee. Sorry, no cats. For stays longer than 7 nights, contact host for special discount.

Spectacular Ocean Front Condo! Beach stairs open!
This gorgeous property features 2 luxurious king beds, 1.5 bathrooms with shower, and essential amenities like AC, WiFi, and a fitness room. Beautiful grounds, pool and playground! Fabulous restaurants nearby. Oceanfront from so views are spectacular mostly from master! Great bike riding trails! Steps from the beach at low tide and easy walk to Driftwood Beach! Experience a tremendous stay with your loved ones in this enchanting retreat. We're happy to assist! Great golfing and fishing!!

Villa Petit Plover
Location & Style! We are casual and beach-y, steps to the Ocean, plus a brand new and well-done renovation, including deep tub, fab tile, farm sink, turquoise counter tops and original artwork throughout. And fully equipped kitchen! w wine rack.Our patio leads to paths of palm scrub, close to laundry facility, great restaurant, and, most importantly, steps to the boardwalk leading the way to the ocean or boardwalk gazebo seating. note: price inc. Airbnb fees of 15.5%. sorry for fees.

Private Pool | Pet-Friendly | Fenced-in Yard
Bring the whole family! Pet-friendly four bedroom home with fenced-in yard and oversized private pool (NOT HEATED). Great location near beaches, golf, dining, and FLETC. Please note: We do not accept events or gatherings of any kind. This spacious home is in a quiet neighborhood just 15 minutes from St. Simons and 30 minutes from Jekyll Island. Enjoy the in-home gym with a treadmill, wall-mounted barre, and Peloton. Enjoy all the Golden Isles has to offer without island prices!

The Tipsea Turtle
Bring the pups and relax to the sounds of waves crashing just steps from your door! A quick five-minute walk to the world-famous Driftwood Beach (ranked the #1 beach in the US by Travel Guide), the Tipsea Turtle is a dog-friendly two-story condo with two bedrooms and one bathroom located on the second floor. Beautiful views of the gorgeous green space with walking trails from the primary bedroom, open kitchen, and spacious living room make it feel like you're somewhere tropical.

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 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!

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!

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 Driftwood Beach rentals with a pool
House rentals with a pool

Coastal Comfort Stroll to Village, Pool & Tennis

Sandpiper at Coast Cottages sleeps 8 with

Seaside Villa 259 Home

Escape to St. Simons This Fall + Save!

The Peachy Palm

Robin’s Nest

Cozy Coastal Clean 3BR-Pool-Beaches-Golf-Dining

Close to Beach Heated Pool and Spa-Rent Golf Cart!
Condo rentals with a pool

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

Sea-Esta Retreat, a Great Golden Isles Location!

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

Salt Air Villas - Walk to Beach Pier Restaurants

Cozy, End-Unit Condo-Pool!

Water View - optional BIKES - Walk 2 Pier Village

Condo of Curiosity - Unique, cozy, fun and clean!

Beachy Keen
Other holiday rentals with a pool

2 Bdrm 2 bath Beachfront Condo in St Simons Island

Ocean Front Condo at St. Simons Grand

*Pool *Hot tub *Fire pit *Fence *Game room *Privat

The Little Peach on the Beach

Golf Cart | Pool | Bikes | Beach Gear | Porch

Private Pool! Walk to Village & Ocean

Jekyll Island Getaway Modern 3/3 Condo Superhost

Island Paradise Retreat
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- East Beach
- Fort Clinch State Park
- Huguenot Memorial Park
- Little Talbot
- Catty Shack Ranch Wildlife Sanctuary
- Kingsley Plantation
- Saint Simons Island Lighthouse Museum
- Fort Frederica National Monument
- St Simons Island Pier
- Amelia Island State Park
- Massingale Park
- Amelia River Cruises & Charters
- Fort Caroline National Memorial
- Main Beach Park





