
Vacation rentals with a pool in St. Simons
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in St. Simons
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.

Large Open 2 Bed 2 bath Condo Overlooks Pool
You have found one of the best vacation rental condos on St. Simons Island. Comfortable and spacious, 1,100 sq ft, 2 bedroom, 2 bathroom in South Island gated complex, just two miles from the beach and Pier area. Upstairs. Perfect for as little as 1 guest or as many as 6. This condo is kept immaculately clean and fresh. Along with king in the master, the 2nd bedroom has a new queen full memory foam mattress. Pool, fitness room, fast Wifi, free gated parking, laundry. Lots of natural light!

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage
This cozy 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops & restaurants. U can walk 2 Pier Village & other entertainment. King in Master & living room has queen sleeper sofa. Comes w/ new furnishings & BUSINESS CLASS WIFI. 2 tennis courts, 2 pools (1 heated), laundry facilities (coin operated), ping pong, fitness center, playground, private stocked lake, & includes USAGE OF 2 BIKES for an additional charge. NO PETS or ANIMALS ALLOWED. SEE RULES

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.

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 saltwater 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!

Saint Simons Island T 10 Ocean Walk 1 Bedroom
One bedroom condo, located in Ocean Walk, is available for you to rent on Saint Simons Island. It has a fully equipped kitchen, king size bed, internet, and 2 TV’s with cable. Our condo is located on the second floor(no elevator) in the back of the complex. We have a private deck that is perfect for your morning cup of coffee. The complex has two pools (one seasonally heated), tennis courts and a pond. Ocean Walk is located less than a mile from the pier, beach, shopping and dining.

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

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!

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.

OCEAN VIEW-St. Simons says Relax at The Beach Club
Check out this gorgeous and updated condo in The Beach Club! There is a pool and private beach access for guests.It has a beautiful ocean view and a private balcony. The first bedroom features a King size bed, balcony access, and a private bathroom with a large walk in shower. The second bedroom has a Queen size bed and access to the shared hall bath. Please send a message with any questions!

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.
Popular amenities for St. Simons rentals with a pool
House rentals with a pool

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

Rivera Retreat - Private Pool in SSI

Private Pool! Walk to Village & Ocean

Robin’s Nest

Kendall Cottage~ Private Heated Pool~ Marsh Trails

The Salty Tortoise - By Beach

Heated Pool, Family friendly, Great Location

Beach Bliss & Boating Fun!
Condo rentals with a pool

Sea-Esta Retreat, a Great Golden Isles Location!

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

Jan Special: 2BD/BA Ocean Walk Condo

Cozy, End-Unit Condo-Pool!

Great ocean views from living room and the master

New Kitchen & Bathrooms! 3 bed Harbour Oaks Condo

Sunny Beach Stay: King Bed, Pool and Bikes!

Sandy Toes, Sunkissed Nose
Other vacation rentals with a pool

Poolside Oasis, Ground Floor, King Bed, Near Beach

Georgia Sunrise - King and Prince South Villas

Golf Cart | Pool | Bikes | Beach Gear | Porch

Pool |Walk-2-Beach & Restaurants | OakTree Patio

Welcome to Our Beach House! Walk/bike to pier

Newly Renovated Beach Home

LOCATION! *2 POOLS *WALK TO BEACH & PIER VILLAGE*

Modern East Beach 3BR/2BA – Pool + Golf Cart
When is the best time to visit St. Simons?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,324 GYD | G$32,785 GYD | G$37,588 GYD | G$39,885 GYD | G$37,797 GYD | G$39,468 GYD | G$40,721 GYD | G$35,291 GYD | G$32,577 GYD | G$36,544 GYD | G$33,412 GYD | G$31,324 GYD |
| 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 St. Simons

Total vacation rentals
Explore 990 vacation rentals in St. Simons

Nightly prices starting at
St. Simons vacation rentals start at G$12,529 GYD per night before taxes and fees

Verified guest reviews
Over 22,950 verified reviews to help you choose

Family-friendly vacation rentals
860 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 320 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
980 of St. Simons vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across St. Simons rentals

4.8 Average rating
St. Simons stays are highly rated by guests—averaging 4.8 out of 5!
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