
Vacation rentals with a pool in St. Simons
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in St. Simons

Total vacation rentals
Explore 950 vacation rentals in St. Simons

Nightly prices starting at
St. Simons vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 24,770 verified reviews to help you choose

Family-friendly vacation rentals
800 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 340 rentals that welcome pets

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wifi availability
930 of St. Simons vacation 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!
Top-rated rentals with a pool in St. Simons
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Heated Pool, Family friendly, Great Location
Welcome to The Ranch SSI! Here you will experience a fully stocked and beautifully designed home with a clean, modern style, located in the heart of St. Simons Island. The Ranch is located in the Kings Terrace area of the island, only a few blocks away from the St. Simons pier village with local shops and restaurants, as well as the lighthouse. The Ranch is only a quick 3 minute drive to the beaches and our favorite local coffee shop-- Wake Up Coffee Co! Enjoy an island retreat at The Ranch SSI!

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. No pets allowed.

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.

Lovely OceanWalk Condo, Pools, Golf Cart Available
Escape to The Marsh Mellow, a renovated 3-bedroom townhome on St. Simons Island! Perfect for families, it's just a short distance to the beach and vibrant Pier Village. Enjoy a private patio, dedicated workspace, and fantastic community amenities including two heated pools, pickleball and tennis courts, and a gym. Your ideal island getaway awaits! A golf cart is available to rent separately, is exclusively for our guests, and is about half the cost that carts rent for on the Island.

Renovated 3BR w/ Pool–Sleeps 10, Walk to Beach
Are you ready for an escape? How about The Grace Escape! Come enjoy St. Simon’s Island in this newly renovated beach house! Located a short walk to the beach, Pier Village and the King & Prince. Bring all of your toys as this house features a large two car garage complete with 50A EV charging outlet. Or stay in and enjoy a relaxing day by the heated pool (extra charge). Rinse off in the outdoor shower and cook a wonderful meal in the fully stocked kitchen and grill. No pets allowed

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!

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!

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.

Live like a local on SSI! 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!
Popular amenities for St. Simons rentals with a pool
House rentals with a pool

Private Pool | Pet-Friendly | Fenced-in Yard

Robin’s Nest

Escape to St. Simons This Fall + Save!

The Breeze: Pool + HotTub + Beach + Restaurants

Ocean Views with Swimming Pool.

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

Seaside Serenity

Family-Run Cottage | Beach+Pool+Golf Cart Add On
Condo rentals with a pool

Newly Renovated Island Condo

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

Beach Hideaway~great location~pool~ground floor

Large Open 2 Bed 2 bath Condo Overlooks Pool

Turtle Cottage: Lagoon Views & Convenient Location

Pool View - optional BIKES - Walk 2 Pier Village

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

St Simons Townhouse Close to Beach and Village
Other vacation rentals with a pool

Perfect Quiet Beach Getaway Walk to Beach + Pool

Golf Cart | Pool | Bikes | Beach Gear | Porch

The Peachy Palm

Sandy Toes, Sunkissed Nose

Beach Bliss & Boating Fun!

Beach Please! Balcony Ocean View*Top Floor*Pool

Harbour Oaks 3 bdr, walking distance to village!

Terrapin Lagoon
When is the best time to visit St. Simons?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $240 CAD | $243 CAD | $264 CAD | $282 CAD | $271 CAD | $301 CAD | $271 CAD | $234 CAD | $216 CAD | $240 CAD | $271 CAD | $257 CAD |
| 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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