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Holiday rentals with a pool in St. Simons

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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 $84 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 340 rentals that welcome pets

  • Rentals with dedicated workspaces

    450 properties have a dedicated workspace

  • Wi-Fi availability

    930 of St. Simons holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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.

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Top Guest favourite
A walkable path of stepping stones is bordered by various plants and shrubs, leading to the entrance of a well-maintained home. Lush greenery, including tall grasses and a large succulent, adds a natural element, while soft sunlight filters through trees in the background.
Home in St. Simons

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!

4.96 out of 5 average rating, 106 reviews
Top Guest favourite
A clear view of the swimming pool is presented, featuring a spacious area with surrounding palm trees and lounging chairs. The water appears inviting in the sunlight, with a gentle curve along the edge. Nearby buildings provide a backdrop to the outdoor scene.
Condo in St. Simons

Beach Walk -optional BIKES-Pool-Walk 2 PierVillage

This cozy 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops & restaurants. U can walk 2 Pier Village & other entertainment. King in Master & living room has queen sleeper sofa. Comes w/ new furnishings & BUSINESS CLASS WIFI. 2 tennis courts, 2 pools (1 heated), laundry facilities (coin operated), ping pong, fitness center, playground, private stocked lake, & USAGE OF BIKES your entire stay for an additional charge. NO PETS or ANIMALS ALLOWED. SEE RULES

4.91 out of 5 average rating, 464 reviews
Top Guest favourite
The property features two-story buildings surrounded by lush green landscaping, with walking paths leading through the grounds. A logo for Island Retreat is displayed prominently. A serene pond with seating is shown alongside a large, inviting swimming pool under clear blue skies.
Condo in St. Simons

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

After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

4.9 out of 5 average rating, 153 reviews
Top Guest favourite
A wooden sign marks the entrance to Gascoigne Condominiums, displaying the name prominently. Surrounding landscaping features lush green bushes and a bed of colorful flowers, including shades of purple and white, contributing to the welcoming atmosphere of the community.
Condo in St. Simons

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.

4.93 out of 5 average rating, 122 reviews
Top Guest favourite
A spacious bedding area features a large white bed adorned with decorative pillows. A cozy seating area invites relaxation, accompanied by a light-colored woven side table. Ocean-themed artwork is displayed above the bed, complemented by soft light from two lamps with seashell designs.
Condo in St. Simons

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.

4.97 out of 5 average rating, 353 reviews
Guest favourite
A bright living room is presented with a large flat-screen television mounted on the wall. Two comfortable armchairs are positioned around a textured area rug, with a coffee table at the center. Natural light filters through sheer curtains, revealing an outdoor patio area.
Townhouse in St. Simons

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.

4.91 out of 5 average rating, 106 reviews
Top Guest favourite
A serene swimming pool is framed by lounge chairs and palm trees, with an inviting sunset casting warm colors over the water. Umbrellas provide shade, creating a tranquil ambiance adjacent to the beach.
Condo in St. Simons

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!

4.98 out of 5 average rating, 248 reviews
Top Guest favourite
A cozy living area features a light-colored sofa adorned with a multicolored striped pillow. Two bedside lamps provide soft illumination beside a round, fish-themed mirror. A wooden coffee table sits on a striped area rug, with a console table visible in the background.
Condo in St. Simons

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**

4.97 out of 5 average rating, 157 reviews
Top Guest favourite
A contemporary living area is showcased, featuring a comfortable sofa, two accent chairs, and a coffee table. Natural light enters through large windows, illuminating the space. A piece of artwork is displayed on the wall, and a neutral-colored area rug is laid on the floor.
Condo in St. Simons

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!

4.98 out of 5 average rating, 150 reviews
Top Guest favourite
Condo in St. Simons

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!

4.99 out of 5 average rating, 115 reviews
Guest favourite
A spacious living area features high, vaulted ceilings and large windows that invite natural light. Comfortable seating is arranged around a coffee table, with a soft ottoman in the center. A wood-burning fireplace is positioned against a white brick wall, complemented by tasteful decor.
Home in St. Simons

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.

4.93 out of 5 average rating, 123 reviews
Guest favourite
An inviting pool area is illuminated at night, featuring a spacious swimming pool alongside a hot tub. Lounge chairs are positioned around the pool, with a shaded umbrella providing space for relaxation. The house in the background showcases warm lights spilling from large windows.
Home in St. Simons

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.

4.96 out of 5 average rating, 187 reviews

Popular amenities for St. Simons rentals with a pool

KitchenWi-FiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top Guest favourite
The outdoor area features a large, private pool surrounded by a screened-in patio. Two colorful inflatable floats—a unicorn and a flamingo—are positioned in the water. Comfortable seating is provided on the patio, enhancing the space for relaxation and enjoyment.
Home in Brunswick

Private Pool | Pet-Friendly | Fenced-in Yard

4.98 out of 5 average rating, 115 reviews
Guest favourite
An aerial view of a charming Victorian home reveals its intricate architectural details. The porch extends across the front, framed by lush greenery and matured trees. Surrounding gardens provide a tranquil setting, highlighting the inviting entryway and multi-layered roofline.
Home in Brunswick

Bosch Huis Goldie - Luxury Victorian Retreat

4.93 out of 5 average rating, 107 reviews
Guest favourite
Home in St. Simons

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

4.9 out of 5 average rating, 20 reviews
Guest favourite
A charming exterior view showcases a well-maintained lawn surrounded by a pristine white picket fence. Tall palm trees and lush greenery accentuate the welcoming facade. An American flag is proudly displayed, contributing to the serene neighborhood atmosphere.
Home in St. Simons

4 Bedrooms in the Village - Ocean Blvd

4.97 out of 5 average rating, 63 reviews
Top Guest favourite
Home in St. Simons

Robin’s Nest

5.0 out of 5 average rating, 24 reviews
Top Guest favourite
A multi-story cottage features a light blue and white exterior, with multiple spacious porches adorned with white railings. Tropical palm trees and landscaped greenery surround the property, situated in a tranquil neighborhood. A white picket fence and a sign marked 'Information' are visible in the foreground.
Home in St. Simons

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

5.0 out of 5 average rating, 33 reviews
Superhost
Home in St. Simons

Large Executive Luxury Home W/pool- New Constructi

5.0 out of 5 average rating, 3 reviews
Top Guest favourite
Home in St. Simons

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

5.0 out of 5 average rating, 20 reviews

Condo rentals with a pool

Top Guest favourite
A vibrant living space is highlighted by a plush, dark sectional sofa and colorful floor lamps. A soft, white area rug provides warmth underfoot. A dining area with artwork-laden walls and various shelves filled with decor and games can be seen in the background.
Condo in St. Simons

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

4.95 out of 5 average rating, 166 reviews
Superhost
A bright bedroom features a light-colored bed frame with a patterned quilt in shades of blue and green. A small bedside table holds a lamp, and a fan is overhead. Neutral walls and a cozy carpet enhance the inviting atmosphere.
Condo in St. Simons

Perfect getaway

4.83 out of 5 average rating, 292 reviews
Top Guest favourite
The living area features comfortable seating, including a light-colored armchair and a dark couch, placed around a circular table. A dining area is visible, showcasing a blue and white color scheme with upholstered chairs. Natural light fills the room through large windows adorned with blinds.
Condo in St. Simons

Large Open 2 Bed 2 bath Condo Overlooks Pool

4.96 out of 5 average rating, 123 reviews
Guest favourite
A tall white lighthouse rises beside a historic brick building with dark shutters. Lush green grass surrounds the structures, and palm trees add to the coastal ambiance. The sky above is partly cloudy, allowing sunlight to illuminate the scene.
Condo in St. Simons

Sea-Esta Retreat, a Great Golden Isles Location!

4.92 out of 5 average rating, 107 reviews
Guest favourite
Condo in St. Simons

Turtle Cottage: Lagoon Views & Convenient Location

4.85 out of 5 average rating, 156 reviews
Superhost
A cozy living area features a brown couch accented with soft cushions. A white coffee table sits in front, topped with a decorative fish. Light streams in from a lamp, illuminating the walls adorned with nautical decor, including artwork and shells.
Condo in St. Simons

St Simons Townhouse Close to Beach and Village

4.88 out of 5 average rating, 225 reviews
Guest favourite
A comfortable living area is furnished with a beige sofa and a recliner, accompanied by a wooden coffee table. Natural light enters through glass sliding doors, leading to a private deck surrounded by greenery. A ceiling fan provides a sense of airiness.
Condo in St. Simons

Saint Simons Island T 10 Ocean Walk 1 Bedroom

4.92 out of 5 average rating, 118 reviews
Guest favourite
Condo in St. Simons

Sea Gate #104

4.95 out of 5 average rating, 21 reviews

Other holiday rentals with a pool

Guest favourite
A light-filled living room features a sleek entertainment unit with a large TV and a glass coffee table. Comfortable seating options include a woven chair and a sofa visible through the open curtains, enhancing the inviting atmosphere.
Apartment in St. Simons

Newly Renovated Beach Home

4.9 out of 5 average rating, 118 reviews
Guest favourite
Townhouse in St. Simons

Pool | Pet Friendly | Clean & Colorful | Patio

5.0 out of 5 average rating, 10 reviews
Guest favourite
Apartment in St. Simons

Just Listed, Ground Floor 2BR/2BA, 1 mile to beach

4.87 out of 5 average rating, 15 reviews
Guest favourite
Townhouse in St. Simons

Perfect Quiet Beach Getaway Walk to Beach + Pool

4.81 out of 5 average rating, 21 reviews
Guest favourite
Apartment in St. Simons

Sandy Toes Condo 2 bed 2 bath. Monthly Rates Also

5.0 out of 5 average rating, 6 reviews
Superhost
Cottage in St. Simons

Modern East Beach 3BR/2BA Pool + Close to Beach

4.81 out of 5 average rating, 86 reviews
Top Guest favourite
A collage showcases the welcoming living area with plush seating and large windows, a private balcony with ocean views, a serene saltwater pool surrounded by palm trees, and the beautifully landscaped community featuring multiple buildings and inviting amenities.
Condo in St. Simons

Beach Please! Balcony Ocean View*Top Floor*Pool

5.0 out of 5 average rating, 64 reviews
Top Guest favourite
A spacious living area features a light-colored leather sofa, complemented by two side tables with lamps. A television is positioned on a stand, while a dining area with a round table and chairs is visible in the background. Large windows allow natural light to fill the space.
Condo in St. Simons

Squared Retreat- Quiet 3 Bedroom Condo w/ Bikes

4.98 out of 5 average rating, 84 reviews

When is the best time to visit St. Simons?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$243 AUD$246 AUD$267 AUD$285 AUD$274 AUD$305 AUD$274 AUD$238 AUD$219 AUD$243 AUD$274 AUD$260 AUD
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