
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.

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.

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.

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.

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.

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.

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.

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.

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.

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.
Popular amenities for Jekyll Island rentals with a pool
House rentals with a pool

Southern Charm - Sauna - Pond- Privacy

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

Renovated 3BR w/ Pool–Sleeps 10, Walk to Beach

Tabby Shack SSI - heated POOL, 3b/2ba, allows dogs

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

Robin’s Nest

Relaxing Lakeview Stay – Near Beach + Pool

Close to Beach Heated Pool and Spa-Rent Golf Cart!
Condo rentals with a pool

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

Location! WALK to BEACH, Village & PIER! 2 POOLS*

Turtle Cottage: Lagoon Views & Convenient Location

Salt Air Villas - Walk to Beach Pier Restaurants

Saint Simons Island T 10 Ocean Walk 1 Bedroom

Jack & Laurel Welcome You To Our Beach Club Condo!

Large Open 2 Bed 2 bath Condo Overlooks Pool

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

Seaside studio near Driftwood Beach

Oceanfront Midcentury w Pool

Seaside Villa 259 Home

66 Palmetto Lane located in Ocean Oaks on Jekyll

Beachy Keen

SandyToes and Salty Kisses B Beach pool fun

A Spacious Jekyll Island Home Steps to the Beach!

Large Remodeled House: Parrott’s Landing
When is the best time to visit Jekyll Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $289 CAD | $284 CAD | $327 CAD | $284 CAD | $304 CAD | $334 CAD | $356 CAD | $302 CAD | $282 CAD | $284 CAD | $290 CAD | $284 CAD |
| Avg. temp | 11 °C | 13 °C | 16 °C | 19 °C | 23 °C | 26 °C | 27 °C | 27 °C | 26 °C | 21 °C | 16 °C | 13 °C |
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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- East Beach
- Kathryn Abbey Hanna Park
- Fort Clinch State Park
- Little Talbot
- Huguenot Memorial Park
- Main Beach Park
- Kingsley Plantation
- Saint Simons Island Lighthouse Museum
- Jacksonville Zoo & Gardens
- Catty Shack Ranch Wildlife Sanctuary
- Fort Frederica National Monument
- Jekyll Island Convention Center
- St Simons Island Pier
- Amelia Island State Park
- Fort Caroline National Memorial
- Amelia River Cruises & Charters
- Massingale Park





