
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.

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.

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.

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!

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
House rentals with a pool

Coastal Comfort Stroll to Village, Pool & Tennis

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

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

St. Simons Getaway - Walk to beach & private pool!

Robin’s Nest

Relaxing Lakeview Stay – Near Beach + Pool

Beach Bliss & Boating Fun!

Wade's Hideaway
Condo rentals with a pool

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

Ocean Vibes Retreat (dog friendly)

Turtle Cottage: Lagoon Views & Convenient Location

Salt Air Villas - Walk to Beach Pier Restaurants

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

Saint Simons Island T 10 Ocean Walk 1 Bedroom

Jack & Laurel Welcome You To Our Beach Club Condo!

Còmhla Condo - A Magical, Peaceful Escape!
Other vacation rentals with a pool

Oceanfront Midcentury w Pool

Seaside Villa 259 Home

Rivera Retreat - Private Pool in SSI

Garden Cottage 77 – Under the Oaks

Beachy Keen

SandyToes and Salty Kisses B Beach pool fun

Classic island beach house with private pool

A Spacious Jekyll Island Home Steps to the Beach!
When is the best time to visit Jekyll Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $250 CAD | $246 CAD | $281 CAD | $281 CAD | $300 CAD | $330 CAD | $352 CAD | $299 CAD | $279 CAD | $281 CAD | $287 CAD | $281 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 $136 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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