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

Total holiday rentals
Explore 950 holiday rentals in St. Simons

Nightly prices starting at
St. Simons holiday rentals start at £44 per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 340 rentals that welcome pets

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wifi availability
930 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!
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!

Pool View - optional BIKES - Walk 2 Pier Village
Newly renovated 1 bedroom condo has the best balcony view. U will enjoy the south-island location close 2 many shops & restaurants. U can easily walk 2 the pier, shops, & restaurants. Walk to live music! Master has a King size bed & the living room has sleeper sofa. Unit comes w/ furnishings & BUSINESS CLASS WIFI. Access to tennis courts, 2 pools (1 heated) laundry facilities (coin operated). 2 bikes to use for additional fee. NO PETS or ANIMALS ALLOWED. CONTACT ME for a link to ALL listings.

Saint Simons Island T 10 Ocean Walk 1 Bedroom
1 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 TV’s with cable. Condo is located on the second floor(no elevator) in the back of the complex. Private deck that is perfect for your morning coffee. The complex has 2 pools (1 seasonally heated), tennis courts and a pond. Ocean Walk is located less than mile from the pier, beach, shopping and dining. Washer and dryer located in clubhouse.

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!

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.

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 rentals with a pool
House rentals with a pool

Coastal Comfort Stroll to Village, Pool & Tennis

Live like a local on SSI! Pool/Spa

Relax and Unwind I Private Pool + Outdoor Oasis!

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

The Peachy Palm

Robin’s Nest

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

5 bed/3 bath Home with Heated Saltwater Pool
Apartment rentals with a pool

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

Sea-Esta Retreat, a Great Golden Isles Location!

Driftwood paradise, ocean view!

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

Turtle Cottage: Lagoon Views & Convenient Location

Book for Fall: 2BD/BA Ocean Walk Condo

Cozy, End-Unit Condo-Pool!

Beachy Keen
Other holiday rentals with a pool

2 Bdrm 2 bath Beachfront Condo in St Simons Island

Pool |Walk-2-Beach & Restaurants | OakTree Patio

Ocean Walk Super Host Family and Pet Friendly

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

Robin's Nest, Saint Simons Island, GA

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

Sandy Toes Condo 2 bed 2 bath. Monthly Rates Also

Island Townhouse with a View
When is the best time to visit St. Simons?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £128 | £129 | £140 | £141 | £134 | £140 | £144 | £125 | £115 | £128 | £144 | £137 |
| 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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- Rentals with pools United States
- East Beach
- Fort Clinch State Park
- Little Talbot
- Catty Shack Ranch Wildlife Sanctuary
- Kingsley Plantation
- Saint Simons Island Lighthouse Museum
- Fort Frederica National Monument
- St Simons Island Pier
- Amelia Island State Park
- Massingale Park
- Amelia River Cruises & Charters
- Main Beach Park
- Timucaun Ecological and Historical Preserve





