Holiday rentals with a pool in Jekyll Island

Townhouse in Jekyll Island

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

4.93 out of 5 average rating, 107 reviews

An aerial view of a charming Victorian home reveals its intricate architectural details. The porch extends across the front, framed by lush greenery and matured trees. Surrounding gardens provide a tranquil setting, highlighting the inviting entryway and multi-layered roofline.

Home in Brunswick

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.

Superhost

Two blue Adirondack chairs are positioned on a cement patio, offering a view of the ocean and coastal grass. The backdrop features a tranquil shoreline, with gentle waves and a clear sky, creating an inviting outdoor space for relaxation.

Condo in Jekyll Island

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.

4.85 out of 5 average rating, 121 reviews

Superhost

A scenic view of a wooden pier extending over calm waters, with a roof structure visible at its end. The sky features soft, fluffy clouds, while greenery frames the scene, creating a serene coastal atmosphere.

Apartment in Jekyll Island

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

A two-story cottage features a spacious front porch with welcoming entrance. Green shutters adorn multiple windows, while manicured bushes and palm plants frame the property. A gravel driveway leads to a garage, enhancing the charming coastal appeal of the home.

4.84 out of 5 average rating, 108 reviews

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.

4.98 out of 5 average rating, 115 reviews

The outdoor area features a large, private pool surrounded by a screened-in patio. Two colorful inflatable floats—a unicorn and a flamingo—are positioned in the water. Comfortable seating is provided on the patio, enhancing the space for relaxation and enjoyment.

Home in Brunswick

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!

Apartment in Jekyll Island

Jekyll Island Getaway Modern 3/3 Condo Superhost

Enjoy a private, peaceful condo with everything you need for a comfortable stay. ✔ Clean & cozy ✔ Fully stocked kitchen ✔ Quiet, walkable area ✔ Close to shops, dining & beaches Perfect for professionals, remote workers, or anyone seeking a peaceful coastal stay. Good to Know • Longer stays preferred • Flexible check-in options • Thoughtful, responsive host Why Guests Love Staying Here Many guests say it’s the kind of place where you can truly unwind, reset, and feel at home.

4.96 out of 5 average rating, 23 reviews

4.94 out of 5 average rating, 52 reviews

A spacious living area features a comfortable teal sofa and a stylish wooden coffee table on a light rug. Two art pieces with botanical themes are displayed on the white wall. A dining table and kitchen are visible in the background, enhancing the open concept design.

Condo in Jekyll Island

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.

A serene swimming pool is framed by lounge chairs and palm trees, with an inviting sunset casting warm colors over the water. Umbrellas provide shade, creating a tranquil ambiance adjacent to the beach.

4.98 out of 5 average rating, 248 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!

Apartment in Jekyll Island

A modern lounge area showcases a light grey sofa adorned with colorful turtle-patterned cushions. A glass and metal coffee table stands in front, enhancing the space's functionality. A vibrant piece of artwork hangs on the wall above, adding an artistic touch to the room.

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 reviews

An aerial view captures a serene stretch of beach lined with natural vegetation. The coastline curves gently, showcasing a mix of sandy shore and stony barriers. Residential buildings are visible among the greenery, suggesting a peaceful setting near the water.

4.79 out of 5 average rating, 43 reviews

Seaside Villa 259 Home

Reconnect with loved ones in this family-friendly place. All resort fees and amenities included no extra charges for these. Only pay cleaning fee. Beach is accessible just around corner of next building. Beach is accessible on low tide only. However there are eight more beaches available anytime within short drive or bike ride. No parking fees on island just toll coming into island.

4.96 out of 5 average rating, 254 reviews

Cottage in Jekyll Island

SandyToes and Salty Kisses A Beach heated pool fun

Escape to our cozy 2-bedroom coastal cottage on Jekyll Island, perfect for 4 guests. This remodeled duplex unit is a short walk to the beach and trails. Enjoy a fully-equipped kitchen, fenced backyard with grill, and access to hotel heated pool. Pet-friendly with approval. Your ideal home base for sun, sand, and relaxation!

Popular amenities for Jekyll Island rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting pool area is illuminated at night, featuring a spacious swimming pool alongside a hot tub. Lounge chairs are positioned around the pool, with a shaded umbrella providing space for relaxation. The house in the background showcases warm lights spilling from large windows.

4.96 out of 5 average rating, 187 reviews

Live like a local on SSI! Pool/Spa

A spacious living area features high, vaulted ceilings and large windows that invite natural light. Comfortable seating is arranged around a coffee table, with a soft ottoman in the center. A wood-burning fireplace is positioned against a white brick wall, complemented by tasteful decor.

4.93 out of 5 average rating, 123 reviews

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

5.0 out of 5 average rating, 20 reviews

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

4.97 out of 5 average rating, 38 reviews

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

4.9 out of 5 average rating, 20 reviews

Luxury St. Simons Home: Pool, Beach & Pet Friendly

A charming exterior view showcases a well-maintained lawn surrounded by a pristine white picket fence. Tall palm trees and lush greenery accentuate the welcoming facade. An American flag is proudly displayed, contributing to the serene neighborhood atmosphere.

4.97 out of 5 average rating, 63 reviews

4 Bedrooms in the Village - Ocean Blvd

5.0 out of 5 average rating, 24 reviews

Robin’s Nest

A multi-story cottage features a light blue and white exterior, with multiple spacious porches adorned with white railings. Tropical palm trees and landscaped greenery surround the property, situated in a tranquil neighborhood. A white picket fence and a sign marked 'Information' are visible in the foreground.

5.0 out of 5 average rating, 33 reviews

Family-Run Cottage | Beach+Pool+Golf Cart Add On

Condo rentals with a pool

The spacious bedroom features a large bed with neutral bedding, a decorative armchair, and a cozy sofa. Natural light floods the space through sliding glass doors that lead to a balcony. A wooden cabinet and artwork adorn the walls, creating a calming atmosphere.

4.97 out of 5 average rating, 167 reviews

Time for a "Latitude Adjustment" on St Simons

A contemporary living area is showcased, featuring a comfortable sofa, two accent chairs, and a coffee table. Natural light enters through large windows, illuminating the space. A piece of artwork is displayed on the wall, and a neutral-colored area rug is laid on the floor.

4.98 out of 5 average rating, 150 reviews

Ocean Vibes Retreat (dog friendly)

A clear view of the swimming pool is presented, featuring a spacious area with surrounding palm trees and lounging chairs. The water appears inviting in the sunlight, with a gentle curve along the edge. Nearby buildings provide a backdrop to the outdoor scene.

4.91 out of 5 average rating, 464 reviews

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

A community pool is framed by lush trees draped with Spanish moss. Surrounding the pool, several loungers are positioned for relaxation. The bright blue water reflects the sunlight, while a gentle pathway leads to the nearby condo units.

4.98 out of 5 average rating, 106 reviews

Lovely 2-Bedroom Condo with Pool

A cozy living area is furnished with a gray sofa and a tufted armchair, accented by decorative pillows. A light blue coffee table sits on a woven rug, surrounded by hardwood flooring, with natural light streaming through sheer curtains over the glass doors.

4.96 out of 5 average rating, 156 reviews

Newly Renovated Island Condo

A cozy living area features a light-colored sofa adorned with a multicolored striped pillow. Two bedside lamps provide soft illumination beside a round, fish-themed mirror. A wooden coffee table sits on a striped area rug, with a console table visible in the background.

4.97 out of 5 average rating, 157 reviews

Beach Hideaway~great location~pool~ground floor

A wooden sign marks the entrance to Gascoigne Condominiums, displaying the name prominently. Surrounding landscaping features lush green bushes and a bed of colorful flowers, including shades of purple and white, contributing to the welcoming atmosphere of the community.

4.93 out of 5 average rating, 122 reviews

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

A spacious bedding area features a large white bed adorned with decorative pillows. A cozy seating area invites relaxation, accompanied by a light-colored woven side table. Ocean-themed artwork is displayed above the bed, complemented by soft light from two lamps with seashell designs.

4.97 out of 5 average rating, 353 reviews

Perfect Island Private Getaway-Walk2Beach-Village

Other holiday rentals with a pool

4.97 out of 5 average rating, 29 reviews

Beachy Keen

A welcoming porch is equipped with turquoise rocking chairs and swings, inviting relaxation. Lush greenery and flowerbeds frame the space, while a vibrant blue door provides a cheerful contrast. The well-kept lawn extends into the surrounding landscape, enhancing the serene outdoor environment.

4.9 out of 5 average rating, 69 reviews

Large Remodeled House: Parrott’s Landing

Townhouse in Jekyll Island

A sparkling blue pool is surrounded by lush palm trees and well-maintained landscaping. Lounge chairs are positioned near the water's edge, providing a relaxing retreat. Bright sunlight illuminates the area, enhancing the inviting atmosphere of the community pool.

Garden Cottage 89 - Drift Away Cottage - 4 Bed The

4.93 out of 5 average rating, 28 reviews

5.0 out of 5 average rating, 7 reviews

Sea Dip Cottage Oceanfront 4BR 3.5BA

5.0 out of 5 average rating, 47 reviews

A living area featuring a comfortable sectional sofa and a patterned armchair is displayed. Natural light enters through sliding glass doors, leading to a private balcony. A flat-screen TV is positioned on a light-colored console, and wall art complements the soft green walls.

Condo in Jekyll Island

20% Weekly Discount! 3 BR End Unit at the Moorings

4.71 out of 5 average rating, 14 reviews

Beachside Oaks

5.0 out of 5 average rating, 8 reviews

Peaceful 5-bedroom cottage with a pool and spa