
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.

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.

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.

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!

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

Ocean Vibes Retreat (dog friendly)
This serene ground floor 3 bedrooms and 2 bathrooms condo available on St. Simons Island. We live up to our name “Ocean Vibes Retreat”. You walk in and see all the upgrades and new furnishings this home has to offer for you and your group. The complex is gated and located in walking distance to many restaurants, Redfern Village, and one of our grocery stores. We also offer a pool, workout room, tennis court and play ground. Come stay and let the salt air cure what ails you!

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.

Live like a local on SSI! Bike to BEACH! Pool/Spa
Y’all we added an all season POOL/SPA! This home is local beach living at its finest and newly renovated, decorated and furnished for comfort. Enjoy all the south end has to offer from our beautiful beach to quaint shops and restaurants. Our home is less than a mile from the public beach access and is an easy walk or bike ride! The outdoor living is awesome here - plenty of room to park a boat and a fully fenced yard.

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!

Lovely 2-Bedroom Condo with Pool
Welcome to Island Retreat! This two bedroom, two level condo is sparkling clean, pet free, and tastefully designed with coastal décor. In addition to the master and guest bedrooms our comfortable furnishings include a pullout sofa bed, flat screen TVs in every room, fully equipped kitchen, and a deck complete with seating and a gas grill. The community pool is only steps away!

Ocean Walk D-6 Pet Friendly / Recently Renovated
Our perfect beach getaway on the top floor includes two bedrooms, queen size sleeper sofa, and two full baths, accommodating up to six people, and is professionally decorated to create a cozy comfortable atmosphere. This lovely setting is perfect for daily, weekly, or extended monthly stays. Short walk/drive to Beach, Lighthouse, restaurants and Village!

Turtle Cottage: Lagoon Views & Convenient Location
Welcome to our cozy St. Simons townhouse! Enjoy coffee on the deck while watching turtles in the lagoon, then head out—beaches, shops, and restaurants are just 2.5 miles away. With 3 comfy bedrooms, a spacious living area, and a fully equipped kitchen, you'll have everything you need for a relaxing stay.
Popular amenities for St. Simons rentals with a pool
House rentals with a pool

Woodford’s Reserve Estate on Saint Simons Island

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

Rivera Retreat - Private Pool in SSI

Coastal Comfort

Robin’s Nest

Relaxing Lakeview Stay – Near Beach + Pool

Close to Beach Heated Pool and Spa

East Beach Home w Marsh Views and Pool | Sleeps 10
Condo rentals with a pool

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

Driftwood paradise, ocean view!

Balcony Ocean View/Steps to Beach and Restaurants

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

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

Oceanfront Community 2 BR Bright/Cozy Condo!

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

Ocean Walk Super Host Family and Pet Friendly
Other vacation rentals with a pool

The Little Peach on the Beach

The Village Sea House

sandcastle on the beach

Island Adventure - Your Poolside Escape!

Updated 3 BR near Pier/Village!

*Beautiful* Folly Flats Just STEPS from the Beach!

2Br/1.5b TOWNHOUSE. Sleep 6 St. Simons GA

Easy Walk to the Beach: King Bed, Pool and Bikes!
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$31,380 GYD | G$32,845 GYD | G$37,656 GYD | G$39,958 GYD | G$37,866 GYD | G$39,539 GYD | G$40,794 GYD | G$35,355 GYD | G$32,636 GYD | G$36,192 GYD | G$40,794 GYD | G$38,702 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$12,552 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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