Holiday rentals in St. Simons

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Top-rated holiday rentals in St. Simons

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Top guest favourite
The cottage treehouse features a modern exterior surrounded by lush greenery, including tall oak trees. A gravel parking area is visible in front, with a staircase leading to a second-floor balcony. Large windows allow for natural light to enter the space.
Guest house in St. Simons Island
5 out of 5 average rating, 200 reviews

Private Cottage Treehouse Among Giant Live Oaks

Welcome to your very own island cottage treehouse - all new construction with a beach community theme, laced with Southern charm. To reach your 600 sq/ft studio cottage, use the private entrance to access the stairway. Along with a full bath and a convenient kitchenette, you are welcomed to a large open living space with double sliding glass doors that lead you to your own 180 sq/ft private balcony nestled among the live oaks. All guest bookings w favorable prior history will be considered.

Top guest favourite
The exterior showcases a light-colored building with multiple windows, allowing natural light to filter in. A wooden deck is visible, leading to a covered seating area. Nearby, a grill is situated on the deck, surrounded by trees for added privacy.
Tiny home in St. Simons Island
4.96 out of 5 average rating, 178 reviews

Tiny Turtle, 1 queen, full bath and kitchenette

Tiny Turtle is perfect for a couple or small family with one child. Tiny Turtle is a cozy place to spend your nights after exploring the Islands. You will love the beach and nautical décor. It has one bedroom that can only be accessed up a spiral staircase, kitchenette and private bath. Start your island adventure with beach bikes, beach chairs, wagon & umbrella all included! Tiny Turtle was designed to have an interior similar to a light house quarters! It truly is a special little place.

Top guest favourite
A well-lit bedroom features two queen beds adorned with white linens and tropical-themed pillows. Colorful bird art hangs on the walls above the beds, while a lighted side table to one side adds functionality. Natural light filters through white sheer curtains.
Guest suite in St. Simons Island
4.96 out of 5 average rating, 147 reviews

Lovely, central village area, cozy coastal cottage

Enjoy a stylish experience at the centrally-located Cottages at Neptune Way. Cottage #1 (this listing) features 2 bed/2 bath, a full kitchen, dining, and living area with a separate laundry room. Fully renovated with a beautiful color story and details, this cottage is a perfect getaway spot. Walk to breakfast at Sandcastle Cafe, then take a stroll by the ocean before hitting the local shops… *Please note this unit is part of a 3-unit home. No pets, or parties please. Parking for 2 cars only.

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 Island
4.97 out of 5 average rating, 320 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 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 Island
4.91 out of 5 average rating, 100 reviews

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.

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 Island
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 Island
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

Top guest favourite
A charming cottage with light blue siding features a vibrant yellow door. A gravel path leads to the entrance, surrounded by lush greenery, including ferns and a surfboard. The property is enclosed by a wooden privacy fence, enhancing a sense of seclusion.
Cottage in St. Simons Island
4.95 out of 5 average rating, 128 reviews

Walk to everything! The Beach and The Village

Cute and quaint guesthouse located in the heart of the pier/village area of St.Simons restored to its vintage heritage. New A/C and a 65” smart TV. It has a private driveway but you won't need the car - this cottage has such an incredible location you'll be walking everywhere with ease! Our little beach cottage is completely enclosed with a privacy fence for your pet to run free. It also features a porch for outside dining with a grill and an outdoor shower.

Top guest favourite
The open space features a king size bed framed by soft lighting and lush tree canopy views. Two patterned chairs with bright yellow cushions are positioned opposite a stylish side table, providing a cozy seating area. A decorative touch is added with framed artwork on the walls.
Guest suite in St. Simons Island
4.99 out of 5 average rating, 204 reviews

The Green Door | your treehouse 2mi from the beach

The green door is a newly built studio apartment, in the heart of SSI, a bike ride away from the beach and walking distance from bars and restaurants in nearby Redfern Village. Modern furnishing, fluffy bedding and lofted ceilings meet plenty of natural light in this cozy and peaceful space. With tree canopy views at every window, it is like staying in the most comfy -air conditioned- treehouse !

Top guest favourite
A charming red cottage is framed by lush greenery and tall trees, providing a sense of privacy. The entrance features a welcoming gray door with a doormat. A cozy seating area on the front porch is partially visible, inviting relaxation in the natural surroundings.
Home in Brunswick
4.98 out of 5 average rating, 109 reviews

Coco’s Cottage

This is a dream cottage with a yard that envelops you as you walk into the gate. If charming is what you are looking for with all the modern conveniences you found the perfect location. This tranquil cottage has two bedrooms and one bath decorated beautifully. The large deck begs for you to sit outside with a sweet tea and breathe in the wonderful salt air. Let me say Welcome Home!

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 Island
4.98 out of 5 average rating, 100 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 exterior of the property is surrounded by lush greenery, including palm trees and shrubs. A concrete pathway leads to the entrance, with a light canopy covering the outdoor seating area. The building features a light-colored facade and a balcony with chairs.
Cottage in St. Simons Island
4.97 out of 5 average rating, 263 reviews

Salt Life upstairs duplex

3 blocks to the beach and a short 10 minute walk to the Village. It's a quiet neighborhood, great for enjoying coffee on the patio in the morning or refreshing beverages in the afternoon, you can hear the ocean waves from the patio. FLETC per diem accepted. Dogs may be considered at owner's sole discretion, additional fees will apply. Glynn Excise Tax #013038

Popular amenities for St. Simons holiday rentals

When is the best time to visit St. Simons?

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Avg. price$200 SGD$209 SGD$229 SGD$242 SGD$232 SGD$242 SGD$250 SGD$217 SGD$203 SGD$223 SGD$245 SGD$233 SGD
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Frequently Asked Questions

  • Where should I stay in St. Simons Island?

    Make yourself at home in St. Simons Island by choosing from our most frequently booked neighborhoods. We have over 1,820 vacation rentals in St. Simons Heights, over 430 vacation rentals in Sea Palms West, and over 1,820 vacation rentals in St. Simons.

  • Are there vacation rentals with a dedicated workspace in St. Simons Island?

    Yes! Work meets play with ease at over 380 vacation rentals in St. Simons Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in St. Simons Island?

    Four-legged friends are welcome in St. Simons Island. Choose from more than 550 vacation rentals for guests traveling with pets.

  • Are there St. Simons Island vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 990 vacation homes with pools in St. Simons Island, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in St. Simons Island?

    Experience the best of St. Simons Island with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in St. Simons Island?

    St. Simons Island has more than 540 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in St. Simons Island have self check-in?

    Absolutely! We offer over 130 house rentals with self check-in in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in St. Simons Island have free parking?

    Absolutely! We offer over 530 house rentals with free parking in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in St. Simons Island have a gym?

    Absolutely! We offer over 30 house rentals with a gym in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in St. Simons Island?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a gym, over 530 homes with free parking, over 130 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in St. Simons

  • Total holiday rentals

    Explore 1,490 holiday rentals in St. Simons

  • Nightly prices starting at

    St. Simons holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 42,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,290 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 550 rentals that welcome pets

  • Holiday rentals with a pool

    990 properties feature pools

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

  • Wifi availability

    1,480 of St. Simons holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Free parking on premises, Self check-in and Beachfront 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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