
Holiday 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.

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.

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.

Lovely OceanWalk Condo, Pools, Golf Cart Available
Escape to The Marsh Mellow, a renovated 3-bedroom townhome on St. Simons Island! Perfect for families, it's just a short distance to the beach and vibrant Pier Village. Enjoy a private patio, dedicated workspace, and fantastic community amenities including two heated pools, pickleball and tennis courts, and a gym. Your ideal island getaway awaits! A golf cart is available to rent separately, is exclusively for our guests, and is about half the cost that carts rent for on the Island.

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!

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 and wireless printer (in case you have work to do). 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.

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!

Island Dayz - 609 Ocean Blvd
Island Dayz is a charming cottage that comfortably sleeps 6 guests, featuring a private pool perfect for cooling off after a day of island adventures. Conveniently located just steps from the village. The open and inviting living space provides the ideal gathering spot for families and friends, creating a welcoming home base for your island getaway. Relax by the pool, enjoy the spacious interior, and create lasting memories at Island Dayz.

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

Great Island Location!

Southern Charm - Sauna - Pond- Privacy

Coastal Comfort Stroll to Village, Pool & Tennis

Private Pool! Walk to Village & Ocean

Relaxing Lakeview Stay – Near Beach + Pool

Heated Pool, Family friendly, Great Location

Landfall Cottage -4 bed/2 bath East Beach* Pool*

Spring special/heated pool/Mint Julep
Apartment rentals with a pool

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

Waterfront Flat @ Settlers Bluff

Ocean Vibes Retreat (dog friendly)

Oceanfront Community 2 BR Bright/Cozy Condo!

Salt Air Villas - Walk to Beach Pier Restaurants

Cozy, End-Unit Condo-Pool!

Wake Up on the Water Riverfront Condo w/ Boat Slip

Beach Hideaway~great location~pool~ground floor
Other holiday rentals with a pool

2 Bdrm 2 bath Beachfront Condo in St Simons Island

Oceanfront Midcentury w Pool

Seaside Villa 259 Home

Sea Dip Cottage Oceanfront 4BR 3.5BA

Golf Cart | Pool | Bikes | Beach Gear | Porch

Tranquility Place

Garden Cottage 89 - Drift Away Cottage - The Cotta

Jekyll Island Getaway Modern 3/3 Condo Superhost
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- East Beach
- Fort Clinch State Park
- Little Talbot
- Huguenot Memorial Park
- 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





