
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 G$12,548 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 340 rentals that welcome pets

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wi-Fi availability
930 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!
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

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!

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.

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!

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!

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.

Sea-Esta Retreat, a Great Golden Isles Location!
Guests have access to the entire condo. Self check-in with keypad. Residence is located in the back of the complex for a peaceful quiet stay. There are two numbered parking spaces located in front of unit. A community pool is in the center of the complex, which is a very short walk. The outdoor shower is great when returning from the beach or pool. The front storage shed contains beach chairs, coolers and bicycles for guest use.

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

Live like a local on SSI! Pool/Spa

Private Pool | Pet-Friendly | Fenced-in Yard

Luxury St. Simons Home: Pool, Beach & Pet Friendly

Escape to St. Simons This Fall + Save!

The Peachy Palm

Spring special/heated pool/Mint Julep

Robin’s Nest

Close to Beach Heated Pool and Spa-Rent Golf Cart!
Condo rentals with a pool

Beach Air -optional BIKES-Pool-Walk 2 Pier Village

Beach Hideaway~great location~pool~ground floor

Large Open 2 Bed 2 bath Condo Overlooks Pool

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

Turtle Cottage: Lagoon Views & Convenient Location

Driftwood paradise, ocean view!

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

Saint Simons Island T 10 Ocean Walk 1 Bedroom
Other vacation rentals with a pool

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

Pelican's Perch

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

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

The Little Peach on the Beach

Perfect Quiet Beach Getaway Walk to Beach + Pool

Book for Fall: 2BD/BA Ocean Walk Condo

The Village Sea House
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$36,179 GYD | G$36,597 GYD | G$39,734 GYD | G$39,943 GYD | G$37,852 GYD | G$39,525 GYD | G$40,780 GYD | G$35,342 GYD | G$32,624 GYD | G$36,179 GYD | G$40,780 GYD | G$38,688 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 |
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- Rentals with pools Glynn County
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