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

Total holiday rentals
Explore 350 holiday rentals in Jekyll Island

Nightly prices starting at
Jekyll Island holiday rentals start at £126 per night before taxes and fees

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

Family-friendly holiday rentals
270 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wifi availability
350 of Jekyll Island holiday 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.

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!!

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.

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.

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!

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.

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.

Harbour Oaks 413, newly renovated sleeps 8
Your vacation retreat awaits at this recently renovated coastal condo, perfectly situated on the south end of the island. Ideally located near local attractions, this beautifully decorated haven offers the perfect blend of comfort and convenience. Step into an open-concept living space that invites relaxation and creates lasting memories.

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

Live like a local on SSI! Pool/Spa

Heated Pool, Family friendly, Great Location

Robin’s Nest

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

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

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

Seaside Serenity

Escape to St. Simons This Fall + Save!
Apartment rentals with a pool

Ocean Vibes Retreat (dog friendly)

Perfect Island Private Getaway-Walk2Beach-Village

Time for a "Latitude Adjustment" on St Simons

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

Perfect getaway

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

Lovely 2-Bedroom Condo with Pool

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

Large Remodeled House: Parrott’s Landing

Garden Cottage 89 - Drift Away Cottage - The Cotta

Sea Dip Cottage Oceanfront 4BR 3.5BA

Beachside Oaks

A Spacious Jekyll Island Home Steps to the Beach!

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

7 bedrooms with lounge pool, near beach

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £155 | £153 | £176 | £195 | £194 | £221 | £191 | £163 | £151 | £153 | £156 | £153 |
| 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
- Catty Shack Ranch Wildlife Sanctuary
- Kingsley Plantation
- Saint Simons Island Lighthouse Museum
- Jacksonville Zoo & Gardens
- Fort Frederica National Monument
- St Simons Island Pier
- Amelia Island State Park
- Amelia River Cruises & Charters
- Massingale Park
- Fort Caroline National Memorial
- Main Beach Park





