Holiday rentals with a pool in St. Simons

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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
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 out of 5 average rating, 100 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

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, 322 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.

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
4.93 out of 5 average rating, 110 reviews

Saint Simons Island T 10 Ocean Walk 1 Bedroom

One 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 2 TV’s with cable. Our condo is located on the second floor(no elevator) in the back of the complex. We have a private deck that is perfect for your morning cup of coffee. The complex has two pools (one seasonally heated), tennis courts and a pond. Ocean Walk is located less than a mile from the pier, beach, shopping and dining.

Guest favourite
Home in St. Simons
5 out of 5 average rating, 24 reviews

Newly Remodeled Home with a Pool, Huge Screened

Butter Side Up Cottage features all one level living during your vacation stay. This cottage has been completely renovated with a new floorplan that sleeps 9 guests and has a private 10’ X 22’ pool, which can be heated during the cooler months (for an additional fee). Butter Side Up offers an ideal location midway from the village to public beach entrances. A guest favorite is the oversized screened in front porch, which is perfect for relaxation spot or comfortable outdoor dining.

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.
Apartment in St. Simons
4.99 out of 5 average rating, 135 reviews

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**

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.
Apartment in St. Simons
4.83 out of 5 average rating, 265 reviews

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

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.
Flat in St. Simons
4.88 out of 5 average rating, 99 reviews

Newly Renovated Beach Home

Recently renovated quiet condo walking distance to the Village and pier. Your family will be close to everything when you stay at this centrally-located home. This beautiful 2 bedroom and 2 bathroom condo is designed to ensure you're comfortable and relaxed on your vacation. During your stay you will enjoy luxury amenities such as dimmable lights, keyless entry, Smart TV/Roku, marble shower& more. The community features 2 pools one of those are heated for cooler months.

Top guest favourite
Apartment in St. Simons
4.99 out of 5 average rating, 102 reviews

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!

Top 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, 113 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.

Top guest favourite
A welcoming living area is shown with a spacious sectional sofa and a large television. A soft rug covers the floor, while natural light filters in through windows. A cozy reading nook is visible in the background, adding to the inviting atmosphere.
Apartment in St. Simons
4.94 out of 5 average rating, 120 reviews

Golden Girls Getaway“Pet Friendly”

Wonderful first floor 3 bedrooms and 2 bathrooms condo available on St. Simons Island. You walk in and see all the upgrades this home has to offer for you and your entourage. 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!

Top 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, 101 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!

Top guest favourite
The spacious exterior of the house is highlighted by a welcoming porch featuring white railings and vibrant red doors. Lush greenery surrounds the home, with tall trees providing shade and a landscaped yard that enhances the tranquil setting.
Cottage in Jekyll Island
4.98 out of 5 average rating, 162 reviews

SandyToes and Salty Kisses B Beach pool fun

Escape to our renovated 2-bedroom island retreat, perfect for families, couples, and business travelers. This pet-friendly duplex unit comfortably sleeps 4+ and features a dedicated workspace, private patio, and shared pool off site. Enjoy a central location just a short walk or bike ride from the beach, golf, and local dining. Includes private carport with EV charger.

Popular amenities for St. Simons rentals with a pool

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Avg. price$192 SGD$201 SGD$230 SGD$244 SGD$231 SGD$242 SGD$249 SGD$216 SGD$199 SGD$221 SGD$249 SGD$236 SGD
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Quick stats about holiday rentals with a pool in St. Simons

  • Total holiday rentals

    Explore 990 holiday rentals in St. Simons

  • Nightly prices starting at

    St. Simons holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 22,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    860 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 320 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wifi availability

    980 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!

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