Holiday rentals in St. Simons

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Top-rated holiday rentals in St. Simons

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Top guest favourite
A wooden deck extends from the house, furnished with a comfortable seating area and a dining table. Lush greenery surrounds the space, providing a serene view of the marsh. Large windows allow natural light to fill the adjacent indoor area.
Cottage in St. Simons Island
4.94 out of 5 average rating, 205 reviews

Golden Isles Getaway Marsh View

A Great Vacation Rental, centrally located on St. Simons Island in the Sea Palms community next to the Sea Palms Golf Resort. This is a 2 bedroom, with a King in one and queen in the other , 2 bath, washer-dryer, kitchen and living space combo and has a nice little sitting room that has a perfect view of the marsh. The condo backs up to the marsh, has a large deck that faces east, and makes it enjoyable to watch the beautiful sunrises we have . Quiet and peaceful makes it a great getaway spot !

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, 160 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, 141 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
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.
Apartment in St. Simons Island
4.96 out of 5 average rating, 114 reviews

Large Open 2 Bed 2 bath Condo Overlooks Pool

You have found one of the best vacation rental condos on St. Simons Island. Comfortable and spacious, 1,100 sq ft, 2 bedroom, 2 bathroom in South Island gated complex, just two miles from the beach and Pier area. Upstairs. Perfect for as little as 1 guest or as many as 6. This condo is kept immaculately clean and fresh. Along with king in the master, the 2nd bedroom has a new queen full memory foam mattress. Pool, fitness room, fast Wifi, free gated parking, laundry. Lots of natural light!

Top guest favourite
Flat in Brunswick
4.95 out of 5 average rating, 329 reviews

Penthouse Suite | Historic District |Walk Downtown

Welcome to your charming penthouse apartment located in the heart of Brunswick’s Historic Old Town District. This one-bedroom gem is nestled within a beautifully restored 1910 brick carriage house, offering a unique blend of historic charm and modern comfort. Enjoy a beautiful morning view of the property's lush trees and plants. A lovely walk or short drive to downtown and an easy drive to Jekyll, St Simons & Sea Islands, w/Beaches, Cycling, Golf, Restaurants etc. Airports: BQK, SAV & JAX.

Top guest favourite
A spacious bedroom features a large bed with a decorative grey and blue coverlet. Soft lighting from a bedside lamp illuminates the room. A small area rug is placed beneath the bed, while a comfortable chair and storage unit are positioned near the entrance.
Cottage in Brunswick
4.95 out of 5 average rating, 330 reviews

The Salon Cottage (Dog Friendly)

This charming cottage is the guesthouse located next to another Airbnb, which is surrounded by churches and a charming green space. You almost feel transported to old town Georgia with church bells chiming. Then you can have a lovely short walk to downtown Brunswick or to the bakery around the corner. Minutes from Jekyll and St.Simons for beach access. Newly furnished and very relaxing. This space has been completely renovated in 2021. Cool colors and just what you need for your getaway.

Guest favourite
A welcoming living space features a comfortable light-colored sofa with patterned cushions, complemented by a rustic coffee table. Decorative art and plants add charm to the surroundings, while an open layout connects to a well-equipped kitchen in the background.
Townhouse in St. Simons Island
4.87 out of 5 average rating, 171 reviews

Abundant Amenities! Pool, Bikes, Near to beach!

1800+ SQ FT! 3 BRs, 2.5 baths, & patio w/ tranquil setting. EVERYTHING INCLUDED!!! Situated in a lush and private setting with additional green space behind the property, this newer construction 3 bedroom, 2 1/2 bath townhouse lives like a single-family home with an incredible and thoughtfully designed floor plan. This fabulous home is also near to all the island's amenities, within minutes to the beach, pier, shops, restaurants, and various beach activities.

Superhost
An outdoor space features a fire pit surrounded by four white Adirondack chairs. Soft string lights hang overhead, illuminating a landscaped area with gravel and lush greenery. A walkway meanders towards the bungalow, enhancing the tranquil setting.
Bungalow in St. Simons Island
4.81 out of 5 average rating, 109 reviews

Charming historic beach bungalow .5 mi. from beach

****PLEASE NOTE WE ARE REDOING SOME OF THE CURRENT DECOR. PICTURES WILL NOT MATCH THE HOME 100%. Master still has a QUEEN BED. 2nd bedroom now has a KING & TWIN BED. All else is the same. Welcome to the 1950's historic 'Anguilla Bungalow.' The home is recently renovated and includes 2BR & 2BA. Located on St. Simons Island and only 1/2 mile to the historic Village where you will find great shops and restaurants! The beach is less than 2 miles away.

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 Island
4.93 out of 5 average rating, 111 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
An open-concept living area features natural light from multiple windows. A comfortable white sofa is centered on a decorative rug, complemented by a wooden coffee table. The kitchen, visible in the back, showcases stainless steel appliances and a modern design. A large indoor plant adds a touch of greenery.
Flat in St. Simons Island
4.86 out of 5 average rating, 287 reviews

Stanton Apt A - Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This 1-bed/1-bath apartment blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 10-minute walk to the Pier Village. We provide high-quality bedding, towels, and kitchen supplies. Experience ultimate comfort and an unforgettable 5-star stay, with thoughtful amenities and personalized touches throughout.

Top guest favourite
A comfortable living area features a light-colored couch adorned with colorful cushions, complemented by a dark blue sofa. A large coffee table sits atop a patterned rug, and shelving displays books and games. Natural light enters through a window, with a ceiling fan above.
Guest house in Brunswick
4.94 out of 5 average rating, 994 reviews

Coastal Cottage

Coastal Cottage is less than a mile from the Jekyll And Saint Simon's Island causeways and Historic Downtown Brunswick. Savannah and Jacksonville and their airports are an easy hour away. Come love what we love about our adopted hometown! We are pet lovers! So your pets are welcome. There is a $25 one time pet fee per pet to help cover the cost of the extra cleaning needed when our furry guests check out.

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, 195 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 !

Popular amenities for St. Simons holiday rentals

When is the best time to visit St. Simons?

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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 1,790 vacation rentals in St. Simons Heights, over 430 vacation rentals in Sea Palms West, and over 1,790 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 390 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 540 vacation rentals for guests traveling with pets.

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

    Experience the best of St. Simons Island with our condo rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Yes! Dive into the perfect getaway at one of over 950 vacation homes with pools in St. Simons Island, available on Airbnb. Make a splash and soak up the sun in style!

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

    Absolutely! We offer over 210 house rentals with a bbq area in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 90 condo 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 510 house rentals with free parking in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.

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

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

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

    St. Simons Island has more than 530 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in St. Simons

  • Total holiday rentals

    Explore 1,450 holiday rentals in St. Simons

  • Nightly prices starting at

    St. Simons holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 42,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 540 rentals that welcome pets

  • Holiday rentals with a pool

    950 properties feature pools

  • Rentals with dedicated workspaces

    390 properties have a dedicated workspace

  • Wifi availability

    1,440 of St. Simons holiday rentals include wifi access

  • Popular amenities for guests

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