Vacation rentals with a pool in Jekyll Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Jekyll Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
Townhouse in Jekyll Island
5 out of 5 average rating, 4 reviews

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.

Top guest favourite
Home in Jekyll Island
4.94 out of 5 average rating, 109 reviews

Kendall Cottage~ Private Pool~ New Renovations

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.

Guest favourite
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.
Condo in St. Simons
4.93 out of 5 average rating, 107 reviews

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.

Top guest favourite
A circular swimming pool is surrounded by lounge chairs under the shade of tall trees. The water reflects the sunlight, creating a calm atmosphere. Nearby buildings are visible in the background, enhancing the outdoor setting.
Condo in Jekyll Island
4.97 out of 5 average rating, 58 reviews

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.

Top guest favourite
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.
Condo in St. Simons
4.96 out of 5 average rating, 335 reviews

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.

Guest favourite
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
4.87 out of 5 average rating, 114 reviews

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.

Top guest favourite
A bright living room is presented with a large flat-screen television mounted on the wall. Two comfortable armchairs are positioned around a textured area rug, with a coffee table at the center. Natural light filters through sheer curtains, revealing an outdoor patio area.
Townhouse in St. Simons
4.91 out of 5 average rating, 102 reviews

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.

Guest favourite
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.
Home in Jekyll Island
4.85 out of 5 average rating, 102 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.

Guest favourite
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.
Apartment in Jekyll Island
4.91 out of 5 average rating, 118 reviews

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.

Guest favourite
Apartment in Jekyll Island
5 out of 5 average rating, 10 reviews

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.

Top guest favourite
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
4.95 out of 5 average rating, 42 reviews

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.

Guest favourite
Home in St. Simons
5 out of 5 average rating, 21 reviews

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.

Popular amenities for Jekyll Island rentals with a pool

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Quick stats about vacation rentals with a pool in Jekyll Island

  • Total vacation rentals

    Explore 360 vacation rentals in Jekyll Island

  • Nightly prices starting at

    Jekyll Island vacation rentals start at $137 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,930 verified reviews to help you choose

  • Family-friendly vacation rentals

    280 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Wifi availability

    360 of Jekyll Island vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Jekyll Island rentals

  • 4.7 Average rating

    Jekyll Island stays receive an average rating of 4.7 out of 5 from guests

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