
Holiday 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.

Salt Air Villas - Walk to Beach Pier Restaurants
Studio close to beach, village, restaurants, shopping. Gated condo community, covered parking. Perfect couples getaway, business trip or extended stay. One bedroom, 1-queen bed, one bath, large shower, jetted tub & private balcony. Fully stocked kitchen, 2-burner cooktop, fridge w/freezer, sink, microwave, toaster oven. Keurig coffee maker. Decorative touches throughout. Large Screen Samsung Smart TV+ROKU Guest Mode. Comfy furnishings, washer/dryer. Not suitable for children No Smoking No Pets

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.

Newly Remodeled Home with a Pool, Huge Screened
Butter Side Up Cottage features all one level living during your vacation stay. This cottage has been completely renovated with a new floorplan that sleeps 9 guests and has a private 10’ X 22’ pool, which can be heated during the cooler months (for an additional fee). Butter Side Up offers an ideal location midway from the village to public beach entrances. A guest favorite is the oversized screened in front porch, which is perfect for relaxation spot or comfortable outdoor 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

Newly Renovated Beach Home
Recently renovated quiet condo walking distance to the Village and pier. Your family will be close to everything when you stay at this centrally-located home. This beautiful 2 bedroom and 2 bathroom condo is designed to ensure you're comfortable and relaxed on your vacation. During your stay you will enjoy luxury amenities such as dimmable lights, keyless entry, Smart TV/Roku, marble shower& more. The community features 2 pools one of those are heated for cooler months.

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!

The Fig House | Mid Century, Pool, Mins from Beach
The Fig House is a newly renovated 3-bedroom, 2-bathroom Mid-Century Modern ranch style vacation home set on 1 level. It comprises: a living room/dining room with a wood-burning fireplace, 8-seater table and connection to the kitchen, which also has a breakfast table. There is a sitting room and a sun room off the kitchen with access to the pool courtyard. There are two masters with king size beds and a bunk room that has 2 sets of bunk (twin) beds.

Golden Girls Getaway“Pet Friendly”
Wonderful first floor 3 bedrooms and 2 bathrooms condo available on St. Simons Island. You walk in and see all the upgrades this home has to offer for you and your entourage. 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!

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!

SandyToes and Salty Kisses B Beach 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.
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

Coastal Comfort

Kendall Cottage~ Private Heated Pool~ Marsh Trails

Relaxing Lakeview Stay – Near Beach + Pool

Beach Bliss & Boating Fun!

Heated Pool, Family friendly, Great Location

☀️Picturesque Views💥Game room👙Pool & Hot Tub
Apartment rentals with a pool

Driftwood paradise, ocean view!

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

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

Turtle Cottage: Lagoon Views & Convenient Location

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

St Simons Townhouse Close to Beach and Village

Condo of Curiosity - Unique, cozy, fun and clean!

Jack & Laurel Welcome You To Our Beach Club Condo!
Other holiday rentals with a pool

Three-bedroom luxury, central

Resort-Style Condo in St Simons ~ 1 Mi to Pier!

The Little Peach on the Beach

Oceanfront Condo -Private Boardwalk -Pool-Balcony

Garden Cottage 89 - Drift Away Cottage

Tranquility Place

*Beautiful* Folly Flats Just STEPS from the Beach!

Beach Vacation! Pool, Bikes & Golf! Pet Friendly!
When is the best time to visit St. Simons?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $192 SGD | $201 SGD | $230 SGD | $244 SGD | $231 SGD | $242 SGD | $249 SGD | $216 SGD | $199 SGD | $221 SGD | $249 SGD | $236 SGD |
| 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 St. Simons

Total holiday rentals
Explore 990 holiday rentals in St. Simons

Nightly prices starting at
St. Simons holiday rentals start at $77 SGD per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 320 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wifi availability
980 of St. Simons holiday rentals include wifi 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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