
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.

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.

Kendall Cottage~ Private Heated Pool~ Marsh Trails
Let Kendall Cottage be your base camp as you explore of the treasures of Jekyll Island. Enjoy the hush of the morning with a coffee on the screened back patio overlooking the private heated pool. Bike, run or stroll on the marsh side paths, just off the end of the driveway. Relax by the pool inside the cathedral lanai enclosure. Prepare meals in the updated, well-equipped kitchen. Catch a sunset out the front door and settle in for a relaxing evening with a movie, game, or book of your choice.

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.

Large Open 2 Bed 2 bath Condo Overlooks Pool
You have found one of the best vacation rental condos on St. Simons Island. Comfortable and spacious, 1,100 sq ft, 2 bedroom, 2 bathroom in South Island gated complex, just two miles from the beach and Pier area. Upstairs. Perfect for as little as 1 guest or as many as 6. This condo is kept immaculately clean and fresh. Along with king in the master, the 2nd bedroom has a new queen full memory foam mattress. Pool, fitness room, fast Wifi, free gated parking, laundry. Lots of natural light!

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
This cozy 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops & restaurants. U can walk 2 Pier Village & other entertainment. King in Master & living room has queen sleeper sofa. Comes w/ new furnishings & BUSINESS CLASS WIFI. 2 tennis courts, 2 pools (1 heated), laundry facilities (coin operated), ping pong, fitness center, playground, private stocked lake, & includes USAGE OF 2 BIKES for an additional charge. NO PETS or ANIMALS ALLOWED. SEE RULES

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.

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 saltwater 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!

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.

Beach Hideaway~great location~pool~ground floor
GROUND FLOOR unit~GREAT LOCATION(mid/South Island)~walk to Redfern Village(many shops and restaurants), Southern Soul, Chickfila, Starbucks, etc~quick drive to the beach and pier~NEWLY REMODELED~GATED FAMILY ORIENTED COMMUNITY~ reliable WiFi~TV and sofa in living room~king bed & TV in master~queen bed & TV in spare~twin sleeper sofa in sunroom~pool & tennis court~NO PETS or ANIMALS ALLOWED, SEE RULES FOR HIGH PET FEE. **Parking -- My HOA does not allow work/business vehicles**

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!

St Simons Townhouse Close to Beach and Village
This townhome is less than a mile to Coast Guard beach access and close to The Village area with shops and restaurants. Both bedrooms have a queen and a full bed. The kitchen is well stocked with a dining area with seating for six. Private back patio with seating. Please note there is not a washer/dryer within the condominium but there is a coin laundry facility on property. Community pool on the property is opened seasonally. Please inquiry for pet policy.

Oceanfront Condo w/view! | Free Bikes! | Updated!
Welcome to your luxurious coastal getaway! Our newly updated condo is located in the exclusive Beach Club gated community on SSI offering guests access to *private* beaches, oceanside pool, and more. Our condo is fully equipped with everything you need for a comfortable stay. Unit 315 is situated on the 3rd floor giving this condo a lovely view of the beach, courtyard and pool. We are a short walk to restaurants, shops, and a quick bike ride to so much more!
Popular amenities for Driftwood Beach rentals with a pool
House rentals with a pool

Live like a local on SSI! Bike to BEACH! Pool/Spa

Rivera Retreat - Private Pool in SSI

Poolside Days + Firepit Nights in Sunny St. Simons

Robin’s Nest

Close to Beach Heated Pool and Spa

Beach Bliss & Boating Fun!

Heated Pool, Family friendly, Great Location

Private Pool | Pet-Friendly | Fenced-in Yard
Apartment rentals with a pool

Ocean Front Condo at St. Simons Grand

Near Gascoigne Park and St Simons Marina. Communi

Balcony Ocean View/Steps to Beach and Restaurants

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

Turtle Cottage: Lagoon Views & Convenient Location

A Super Host Best Favorite on St. Simon's Island

Cozy, End-Unit Condo-Pool!

Saint Simons Island T 10 Ocean Walk 1 Bedroom
Other holiday rentals with a pool

Driftwood paradise, ocean view!

Seaside Villa 259 Home

Driftwood paradise, near ocean

The Little Peach on the Beach

Oceanfront Condo -Private Boardwalk -Pool-Balcony

Garden Cottage 77 – Under the Oaks

Beautiful private 1 bedroom. Heated pool & jacuzzi

Island Adventure - Your Poolside Escape!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Atlanta Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Myrtle Beach Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Bay Holiday rentals
- Charleston Holiday rentals
- Beachfront rentals Driftwood Beach
- Rentals with beach access Driftwood Beach
- Apartment rentals Driftwood Beach
- Fitness-friendly rentals Driftwood Beach
- Pet-friendly rentals Driftwood Beach
- Rentals with a washing machine and dryer Driftwood Beach
- Rentals with a patio Driftwood Beach
- Rentals with lake access Driftwood Beach
- Rentals with pools Jekyll Island
- Rentals with pools Glynn County
- Rentals with pools Georgia
- Rentals with pools United States




