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

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

A Super Host Best Favorite on St. Simon's Island
Completely Renovated! This newly furnished condo is a great place to come back to after exploring all St. Simons Island has to offer. Just a short 3 miles from the beach and village area, it's perfect for a small family or couple. The condo has private parking and a great community pool. Enjoy a cocktail on the private deck while you make dinner on the grill! A Smart Home with Alexa in every room. You can have music in any room or the whole house, turn lights on and off by voice 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.

Private Pool | Pet-Friendly | Fenced-in Yard
Bring the whole family! Pet-friendly four bedroom home with fenced-in yard and oversized private pool (NOT HEATED). Great location near beaches, golf, dining, and FLETC. Please note: We do not accept events or gatherings of any kind. This spacious home is in a quiet neighborhood just 15 minutes from St. Simons and 30 minutes from Jekyll Island. Enjoy the in-home gym with a treadmill, wall-mounted barre, and Peloton. Enjoy all the Golden Isles has to offer without island prices!

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!

Island Dayz - 609 Ocean Blvd
Island Dayz is a charming cottage that comfortably sleeps 6 guests, featuring a private pool perfect for cooling off after a day of island adventures. Conveniently located just steps from the village. The open and inviting living space provides the ideal gathering spot for families and friends, creating a welcoming home base for your island getaway. Relax by the pool, enjoy the spacious interior, and create lasting memories at Island Dayz.

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.

The 19th Hole
You'll find all the comforts of home at the 19th Hole. A 5-10 minute drive will get you to Mallory square, where there is shopping, dining and the pier to watch the sunset. East Beach has a wide beach with tide pools, concession stands and a convenient bath house with bathrooms and showers. Perfect for a family get together. A public pool in the community is available for use and is managed by the HOA.

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

The Fig House | Mid Century, Pool, Mins from Beach

Family-Run Cottage | Beach+Pool+Golf Cart Add On

Escape to St. Simons This Fall + Save!

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

The Breeze: Pool + HotTub + Beach + Restaurants

Coastal Getaway | Private Pool & Walk to Beach!

The Village Sea House

Robin’s Nest
Condo rentals with a pool

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

Perfect getaway

Beach Hideaway~great location~pool~ground floor

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

Turtle Cottage: Lagoon Views & Convenient Location

Newly Renovated Island Condo

Sea-Esta Retreat, a Great Golden Isles Location!

Large Open 2 Bed 2 bath Condo Overlooks Pool
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Pelican's Perch

Well-Furnished | Clean | Pool | Bikes | Beach Gear

Book for Fall: 2BD/BA Ocean Walk Condo

Modern East Beach 3BR/2BA – Pool + Golf Cart

Cozy, End-Unit Condo-Pool!

Close to Beach Heated Pool and Spa-Rent Golf Cart!

The Little Peach on the Beach

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