Holiday rentals with a pool in Jekyll Island

Drift Away Cottage - Poolside & Ocean Access

Your dream coastal getaway awaits @ this chic vacation rental on Jekyll Island. This deluxe townhome features a stylish interior & outdoor spaces. Take a dip in the resort pool, walk to the ocean, & explore attractions like Driftwood Beach, the historic Jekyll Island Club, & the Georgia Sea Turtle Center. Enjoy evenings out on the private screened decks or patio, or watch the game or a movie on the Smart TVs! Rest Easy! We include $1550 in damage coverage @ no extra charge! Restrictions apply.

The Harbor Hideaway, Moorings #13

Welcome to a fabulous condo at the Moorings on Jekyll Island with a brand new pool. The condo is located just steps from the Jekyll Harbor Marina, and less than 3/4 mile to the beach, and sleeps 6 people. The kitchen is fully stocked with everything you will need for your stay. Each of the three bedrooms has its own 50 inch UHD TV, and the den has a 55 inch UHD TV. The laundry room has a full size W/D. We also have 4 bikes. Each Bedroom has its own bathroom. Must be 25 or older to book.

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.

Large Remodeled House: Parrott’s Landing

Parrott’s Landing is a beautifully remodeled home on Jekyll Island. This listing includes the entire house except for a personal storage room. The house is located a block from the beach. Jekyll Island is a family-oriented state park with bike trails, horse-back riding, historical district, shopping, beautiful wildlife and scenery, water park, great restaurants, and peace! There is a pool pass for the Days Inn Pool. The island once served as a private retreat for America’s wealthiest!

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.

Cater Cove - private pool, 1 mile to beach, quiet!

This home was fully renovated, top to bottom, in 2025 – everything is brand new! Welcome to your island escape on beautiful Saint Simons! This charming coastal retreat features a private backyard oasis with a pool, grill, and plenty of room to unwind. With 3 cozy bedrooms, Roku TVs throughout, and modern amenities, you'll have everything you need for a relaxing getaway. Just a short golf cart ride from shops, dining, and the beach—your perfect vacation starts here.

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

The Fig House is a newly renovated 3-bedroom, 2-bathroom Mid-Century Modern ranch style vacation home set on 1 level. It comprises: a living room/dining room with a wood-burning fireplace, 8-seater table and connection to the kitchen, which also has a breakfast table. There is a sitting room and a sun room off the kitchen with access to the pool courtyard. There are two masters with king size beds and a bunk room that has 2 sets of bunk (twin) beds.

Sea-Esta Retreat, a Great Golden Isles Location!

Guests have access to the entire condo. Self check-in with keypad. Residence is located in the back of the complex for a peaceful quiet stay. There are two numbered parking spaces located in front of unit. A community pool is in the center of the complex, which is a very short walk. The outdoor shower is great when returning from the beach or pool. The front storage shed contains beach chairs, coolers and bicycles for guest use.

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

Y’all we added an all season POOL/SPA! This home is local beach living at its finest and newly renovated, decorated and furnished for comfort. Enjoy all the south end has to offer from our beautiful beach to quaint shops and restaurants. Our home is less than a mile from the public beach access and is an easy walk or bike ride! The outdoor living is awesome here - plenty of room to park a boat and a fully fenced yard.

SandyToes and SaltyKisses B Beach bikes pool fun

Escape to our renovated 2-bedroom island retreat, perfect for families, couples, and business travelers. This pet-friendly duplex unit comfortably sleeps 4+ and features a dedicated workspace, private patio, and shared pool off site. Enjoy a central location just a short walk or bike ride from the beach, golf, and local dining. Includes private carport with EV charger.