
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!
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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.
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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.
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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.
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Bosch Huis Goldie - Luxury Victorian Retreat
• A stunning Victorian home set in an unforgettable destination. • Elevated luxury and a thoughtfully curated experience — we’ve anticipated everything you need to make your stay truly special. • Just a short walk or drive to exceptional dining, shopping, pristine beaches, and tranquil waters. • Your stay helps support the ongoing restoration of this beautiful historic property and the vibrant community around it. • Flexible, guest-first policies — if it’s possible, we’ll make it happen.
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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.
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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!!
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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.
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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!
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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.
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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!
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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!
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Popular amenities for Driftwood Beach rentals with a pool
House rentals with a pool

Coastal Comfort Stroll to Village, Pool & Tennis
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Seaside Villa 259 Home
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Escape to St. Simons This Fall + Save!
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The Peachy Palm
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Private Pool! Walk to Village & Ocean
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Robin’s Nest
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Cozy Coastal Clean 3BR-Pool-Beaches-Golf-Dining
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Close to Beach Heated Pool and Spa-Rent Golf Cart!
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Condo rentals with a pool

Oceanfront Condo w/view! | Free Bikes! | Updated!
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Sea-Esta Retreat, a Great Golden Isles Location!
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Sea Gate #104
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Salt Air Villas - Walk to Beach Pier Restaurants
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Water View - optional BIKES - Walk 2 Pier Village
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Condo of Curiosity - Unique, cozy, fun and clean!
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Beachy Keen
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Large Open 2 Bed 2 bath Condo Overlooks Pool
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Other holiday rentals with a pool

Three-bedroom luxury, central
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2 Bdrm 2 bath Beachfront Condo in St Simons Island
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*Pool *Hot tub *Fire pit *Fence *Game room *Privat
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Sea Dip Cottage Oceanfront 4BR 3.5BA
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Golf Cart | Pool | Bikes | Beach Gear | Porch
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Jekyll Island Getaway Modern 3/3 Condo Superhost
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Island Paradise Retreat
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Beautiful private 1 bedroom. Heated pool & jacuzzi
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- Rentals with pools United States
- East Beach
- Fort Clinch State Park
- Huguenot Memorial Park
- Little Talbot
- Kingsley Plantation
- Catty Shack Ranch Wildlife Sanctuary
- 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
- Timucaun Ecological and Historical Preserve





