
Vacation rentals with a pool in Jekyll Island
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Jekyll Island

Total vacation rentals
Explore 350 vacation rentals in Jekyll Island

Nightly prices starting at
Jekyll Island vacation rentals start at $234 CAD per night before taxes and fees

Verified guest reviews
Over 4,220 verified reviews to help you choose

Family-friendly vacation rentals
270 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
350 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
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.

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.

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!!

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!

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.

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.

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!

Island Paradise Retreat
Experience paradise at Island Paradise Retreat, a spacious 3-bedroom, 3-bath condo nestled amidst majestic moss-draped oaks in the Moorings at Jekyll Harbor. Just steps away from walking and biking trails and the Moorings community pool. Easy access to Jekyll's pristine beaches and the beautiful historic district.

Beachy Keen
Coastal retreat just minutes from Pier Village, shops, dining, and the beach. Enjoy a bright, thoughtfully designed space with a fully equipped kitchen, in-unit laundry, and comfortable living areas. Community amenities include a pool and fitness center—perfect for relaxing after a day exploring St. Simons.
Popular amenities for Jekyll Island rentals with a pool
House rentals with a pool

Live like a local on SSI! Pool/Spa

Heated Pool, Family friendly, Great Location

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

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

Seaside Villa 259 Home

Sea Grace – your coastal vacation awaits. Sleep

Robin’s Nest

Cozy Coastal Clean 3BR-Pool-Beaches-Golf-Dining
Condo rentals with a pool

Jack & Laurel Welcome You To Our Beach Club Condo!

Perfect Island Private Getaway-Walk2Beach-Village

Time for a "Latitude Adjustment" on St Simons

Ocean Vibes Retreat (dog friendly)

Water View - optional BIKES - Walk 2 Pier Village

Perfect getaway

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

Turtle Cottage: Lagoon Views & Convenient Location
Other vacation rentals with a pool

Garden Cottage 89 - Drift Away Cottage - The Cotta

Large Remodeled House: Parrott’s Landing

Sea Dip Cottage Oceanfront 4BR 3.5BA

Peaceful 5-bedroom cottage with a pool and spa

Beachside Oaks

A Spacious Jekyll Island Home Steps to the Beach!

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

2 Bdrm 2 bath Beachfront Condo in St Simons Island
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 | $285 CAD | $328 CAD | $363 CAD | $362 CAD | $412 CAD | $356 CAD | $303 CAD | $282 CAD | $285 CAD | $290 CAD | $285 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 |
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- East Beach
- Kathryn Abbey Hanna Park
- Fort Clinch State Park
- Huguenot Memorial Park
- Little Talbot
- Kingsley Plantation
- Catty Shack Ranch Wildlife Sanctuary
- Saint Simons Island Lighthouse Museum
- Jacksonville Zoo & Gardens
- Fort Frederica National Monument
- St Simons Island Pier
- Amelia Island State Park
- Massingale Park
- Amelia River Cruises & Charters
- Fort Caroline National Memorial
- Main Beach Park





