Holiday rentals with a pool in St. Simons Island

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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.

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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
4.96 out of 5 average rating, 101 reviews

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!

Top guest favourite
The spacious studio features a queen bed dressed in light linens, complemented by a decorative throw. Large glass doors open to a private balcony surrounded by greenery. A seating area with a chair by the window invites relaxation, while a sleek entertainment console holds a large TV.
Apartment in St. Simons
5.0 out of 5 average rating, 114 reviews

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

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.
Apartment in St. Simons
4.92 out of 5 average rating, 116 reviews

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.

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.
Apartment in St. Simons
4.93 out of 5 average rating, 116 reviews

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.

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.
Apartment in St. Simons
4.97 out of 5 average rating, 346 reviews

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.

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.
Apartment in St. Simons
4.98 out of 5 average rating, 241 reviews

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!

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
4.93 out of 5 average rating, 121 reviews

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.

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.
Apartment in St. Simons
4.91 out of 5 average rating, 103 reviews

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.

Top guest favourite
The kitchen features sleek white cabinetry paired with dark backsplash tiles. Stainless steel appliances, including an oven, microwave, and dishwasher, are included. A farmhouse sink is prominently situated in front of a window, with spacious marble countertops offering ample workspace.
Townhouse in St. Simons
4.96 out of 5 average rating, 130 reviews

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.

Top guest favourite
Home in St. Simons
5.0 out of 5 average rating, 12 reviews

Coastal Comfort Stroll to Village, Pool & Tennis

Elegant 3BR/2BA Harbour Oaks condo, fully reimagined with shiplap, LVP flooring, and quartz countertops. Sleeps 8 with a king primary suite, queen guest room, and two full beds. Stylish coastal décor, in-unit laundry, and covered parking. Steps to pool, tennis, pickleball, and playground. Easy stroll to the Village and island hot spots—perfect blend of luxury and location for your St. Simons getaway.

Guest favourite
A bright living area features a comfortable seating arrangement with soft cushions. A glass coffee table sits at the center, showcasing decorative items. Large sliding doors provide access to a balcony with an ocean view, while light-colored curtains frame the windows.
Apartment in St. Simons
4.93 out of 5 average rating, 123 reviews

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!

Guest favourite
A community pool is framed by lush trees draped with Spanish moss. Surrounding the pool, several loungers are positioned for relaxation. The bright blue water reflects the sunlight, while a gentle pathway leads to the nearby condo units.
Apartment in St. Simons
4.98 out of 5 average rating, 103 reviews

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