
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!

Salt Air Villas - Walk to Beach Pier Restaurants
Studio close to beach, village, restaurants, shopping. Gated condo community, covered parking. Perfect couples getaway, business trip or extended stay. One bedroom, 1-queen bed, one bath, large shower, jetted tub & private balcony. Fully stocked kitchen, 2-burner cooktop, fridge w/freezer, sink, microwave, toaster oven. Keurig coffee maker. Decorative touches throughout. Large Screen Samsung Smart TV+ROKU Guest Mode. Comfy furnishings, washer/dryer. Not suitable for children No Smoking No Pets

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.

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.

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.

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!

Life Is Bliss Cottage - Oceanfront / Heated Pool
This exquisite Two Story, 6 Bedroom/4 Bathroom beach front cottage features spacious living areas, large inground heated pool and a beautifully landscaped yard. This is the largest oceanfront rental cottage with pool on Jekyll Island. From 5/10 - 8/16 ("season") we require a Saturday - Saturday stay. NO PETS & NO SMOKING. Also, we do ask that you treat our home with RESPECT during your stay. Please also read "MORE ABOUT THE SPACE" section for important additional information.

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!

Southern Charm - Sauna - Pond- Privacy
Crafted for an unforgettable stay! Escape to your private 3.5+ acre retreat, where location blends with nature. Unwind by the pool, secluded sauna, peaceful hammocks, or scenic 1-acre pond with options of fishing, paddle and row boats. Relax in a king bed, Italian leather theater seats, and a spa-style walk-in shower. Spend evenings by the firepit or grill, and enjoy bocce, volleyball, cornhole, basketball, and classic board games—all tailored for your delight.
Popular amenities for Driftwood Beach rentals with a pool
House rentals with a pool

The Fig House | Mid Century, Pool, Mins from Beach

Central Location with a pool, sleeps 10

Seaside Villa 259 Home

Escape to St. Simons This Fall + Save!

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

Robin’s Nest

Private Pool! Walk to Village & Ocean

Coastal Comfort Stroll to Village, Pool & Tennis
Condo rentals with a pool

Sea-Esta Retreat, a Great Golden Isles Location!

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

Perfect getaway

Beach Hideaway~great location~pool~ground floor

Water View - optional BIKES - Walk 2 Pier Village

Large Open 2 Bed 2 bath Condo Overlooks Pool

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

Lovely 2-Bedroom Condo with Pool
Other holiday rentals with a pool

The Hive Cottage - Ocean & Pool Access

Spectacular Ocean Front Condo! Beach stairs open!

Golf Cart | Pool | Bikes | Beach Gear | Porch

Island Paradise Retreat

Poolside Paradise!

Jekyll Island Getaway Modern 3/3 Condo Superhost

Ocean Front Condo at St. Simons Grand

☀️Picturesque Views💥Game room👙Pool & Hot Tub
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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





