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

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.
4.93 out of 5 average rating, 15 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.
4.89 out of 5 average rating, 152 reviews
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.
4.92 out of 5 average rating, 106 reviews
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.
4.93 out of 5 average rating, 122 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.
4.97 out of 5 average rating, 353 reviews
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.
4.86 out of 5 average rating, 120 reviews
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!!
4.66 out of 5 average rating, 29 reviews
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!
4.98 out of 5 average rating, 115 reviews
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.
4.94 out of 5 average rating, 52 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 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, 248 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!
4.98 out of 5 average rating, 150 reviews
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 to the ocean or boardwalk and gazebo seating.
4.92 out of 5 average rating, 133 reviewsPopular amenities for Driftwood Beach rentals with a pool
House rentals with a pool

Heated Pool, Family friendly, Great Location
4.96 out of 5 average rating, 105 reviews
Life Is Bliss Cottage - Oceanfront / Heated Pool
4.84 out of 5 average rating, 108 reviews
The Fig House | Mid Century, Pool, Mins from Beach
4.93 out of 5 average rating, 123 reviews
Right in the Village w/ Private Pool
5.0 out of 5 average rating, 11 reviews
Robin’s Nest
5.0 out of 5 average rating, 24 reviews
Escape to St. Simons This Fall + Save!
4.96 out of 5 average rating, 23 reviews
The Peachy Palm
4.94 out of 5 average rating, 69 reviews
8 Stewart Lane
4.69 out of 5 average rating, 32 reviewsCondo rentals with a pool

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
4.91 out of 5 average rating, 463 reviews
Condo of Curiosity - Unique, cozy, fun and clean!
4.95 out of 5 average rating, 166 reviews
Newly Renovated Island Condo
4.96 out of 5 average rating, 156 reviews
Oceanfront Condo w/view! | Free Bikes! | Updated!
4.99 out of 5 average rating, 115 reviews
Beach Hideaway~great location~pool~ground floor
4.97 out of 5 average rating, 157 reviews
Lovely 2-Bedroom Condo with Pool
4.98 out of 5 average rating, 106 reviews
Perfect getaway
4.83 out of 5 average rating, 292 reviews
Large Open 2 Bed 2 bath Condo Overlooks Pool
4.96 out of 5 average rating, 123 reviewsOther vacation rentals with a pool

Pool | Pet Friendly | Clean & Colorful | Patio
5.0 out of 5 average rating, 10 reviews
Perfect Quiet Beach Getaway Walk to Beach + Pool
4.81 out of 5 average rating, 21 reviews
Just Listed, Ground Floor 2BR/2BA, 1 mile to beach
4.87 out of 5 average rating, 15 reviews
Poolside Paradise!
4.97 out of 5 average rating, 74 reviews
Sandy Toes Condo 2 bed 2 bath. Monthly Rates Also
5.0 out of 5 average rating, 6 reviews
Beautiful private 1 bedroom. Heated pool & jacuzzi
4.84 out of 5 average rating, 180 reviews
Garden Cottage 89 - Drift Away Cottage - 4 Bed The
4.93 out of 5 average rating, 28 reviews
South End of SSI. Walk to beach, restaurants, pier
5.0 out of 5 average rating, 13 reviewsDestinations to explore
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- East Beach
- Fort Clinch State Park
- Huguenot Memorial Park
- Little Talbot
- Kingsley Plantation
- Catty Shack Ranch Wildlife Sanctuary
- Fort Frederica National Monument
- Saint Simons Island Lighthouse Museum
- St Simons Island Pier
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- Massingale Park
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