
Holiday rentals with a pool in Jekyll Island
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Top-rated rentals with a pool in Jekyll Island
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Seaside studio near Driftwood Beach
Get into coastal lifestyle in this ground-level, Jekyll Island studio near famous Driftwood Beach. Short path to oceanfront complex’s secluded beach area with sandy promenade for leisurely strolling and sun worshipping. One room suite sleeps 4 (with pullout sofa). Well-equipped kitchenette. Lots of other amenities. One dog (60 lbs. max) OK with $75 fee. Sorry, no cats. For larger groups, we have additional condo units next door. For stays longer than 7 nights, contact host for special discount.

Kendall Cottage~ Private Heated Pool~ Marsh Trails
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.

Location! WALK to BEACH, Village & PIER! 2 POOLS*
After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

Island Retreat Condo (Pet Friendly!)
This spacious two-bedroom condo features large bedrooms, a galley kitchen, and two full baths. Sleep well in the four-poster king bed, or lounge on the couch in the open living space. Big closets, two full baths, and a separate work space! Surface parking and in-unit laundry. The community also offers a pool, fitness center, grills, and tennis/pickleball court. Biking distance to the beach! We welcome your pets with a $50/pet fee. (Long-term guests with pets: $250 refundable deposit.)

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.

Beach Hideaway~great location~pool~ground floor
GROUND FLOOR unit~GREAT LOCATION(mid/South Island)~walk to Redfern Village(many shops and restaurants), Southern Soul, Chickfila, Starbucks, etc~quick drive to the beach and pier~NEWLY REMODELED~GATED FAMILY ORIENTED COMMUNITY~ reliable WiFi~TV and sofa in living room~king bed & TV in master~queen bed & TV in spare~twin sleeper sofa in sunroom~pool & tennis court~NO PETS or ANIMALS ALLOWED, SEE RULES FOR HIGH PET FEE. **Parking -- My HOA does not allow work/business vehicles**

Perfect getaway
Located on the south end of the island , this spacious condo is convenient to shopping and restaurants. Five short minutes to the beach , fishing pier , lighthouse , village, and golf courses . Has been beautifully remodeled with all the comforts of home . Pool right across from your front door. Fabulous sun deck off the master bedroom . Fenced in patio for privacy to unwind after exploring all the island has to offer . Perfect vacation for family and friends

St Simons Townhouse Close to Beach and Village
This townhome is less than a mile to Coast Guard beach access and close to The Village area with shops and restaurants. Both bedrooms have a queen and a full bed. The kitchen is well stocked with a dining area with seating for six. Private back patio with seating. Please note there is not a washer/dryer within the condominium but there is a coin laundry facility on property. Community pool on the property is opened seasonally. Please inquiry for pet policy.

Abundant Amenities! Pool, Bikes, Near to beach!
1800+ SQ FT! 3 BRs, 2.5 baths, & patio w/ tranquil setting. EVERYTHING INCLUDED!!! Situated in a lush and private setting with additional green space behind the property, this newer construction 3 bedroom, 2 1/2 bath townhouse lives like a single-family home with an incredible and thoughtfully designed floor plan. This fabulous home is also near to all the island's amenities, within minutes to the beach, pier, shops, restaurants, and various beach activities.

SandyToes and SaltyKisses B Beach bikes pool fun
Escape to our renovated 2-bedroom island retreat, perfect for families, couples, and business travelers. This pet-friendly duplex unit comfortably sleeps 4+ and features a dedicated workspace, private patio, and shared pool off site. Enjoy a central location just a short walk or bike ride from the beach, golf, and local dining. Includes private carport with EV charger.

St Simons Cozy Coastal Townhome -Enjoy Island Time
Relax at our stylish St. Simon's Island Townhome and enjoy all the comforts of home. Awesome beds, 55inch TVs, full size kitchen, washer and dryer, and an extra private outdoor shower. Conveniently located on the island, this spacious town-home, has everything you need. You're close to everything (beaches, village, pier) and tons of island shopping.

Snowbird Special – Steps to Pier & Shops
Delightful coastal retreat just 1 mile from the beach and St Simons Village. This updated 2-bedroom, 2-bath condo offers comfort, a private back patio, and family-friendly amenities. Enjoy a fully equipped kitchen with a drip coffee pot and blow dryers in each bathroom. Perfect for families or small groups!
Popular amenities for Jekyll Island rentals with a pool
House rentals with a pool

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

Poolside Days + Firepit Nights in Sunny St. Simons

Rivera Retreat - Private Pool in SSI

Private Pool! Walk to Village & Ocean

Close to Beach Heated Pool and Spa

Relaxing Lakeview Stay – Near Beach + Pool

Heated Pool, Family friendly, Great Location

Beach Bliss & Boating Fun!
Apartment rentals with a pool

Sea-Esta Retreat, a Great Golden Isles Location!

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

The Harbor Hideaway, Moorings #13

Oceanfront. SSI, Ga Beach Club

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

Saint Simons Island T 10 Ocean Walk 1 Bedroom

Sandy Toes, Sunkissed Nose

Large Open 2 Bed 2 bath Condo Overlooks Pool
Other holiday rentals with a pool

Seaside Villa 259 Home

The Little Peach on the Beach

Pool | Parking | Beach | Food | Bars | Stores, etc

Garden Cottage 77 – Under the Oaks

Beach Club -219! Pool, Hot Tub and tennis

Beautiful private 1 bedroom. Heated pool & jacuzzi

Newly Updated! 3BR Condo, Minutes from the Beach!

Beach Vacation! Pool, Bikes & Golf! Pet Friendly!
When is the best time to visit Jekyll Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 155 | € 152 | € 174 | € 174 | € 186 | € 205 | € 218 | € 185 | € 173 | € 174 | € 178 | € 174 |
| 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 holiday rentals with a pool in Jekyll Island

Total holiday rentals
Explore 320 holiday rentals in Jekyll Island

Nightly prices starting at
Jekyll Island holiday rentals start at € 93 per night before taxes and fees

Verified guest reviews
Over 3,740 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
290 properties have a dedicated workspace

Wifi availability
320 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
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