Condo holiday rentals in St. Simons

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.

4.92 out of 5 average rating, 101 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.

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.

4.91 out of 5 average rating, 431 reviews

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, & includes USAGE OF 2 BIKES for an additional charge. NO PETS or ANIMALS ALLOWED. SEE RULES

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.

4.97 out of 5 average rating, 328 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.

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.

4.93 out of 5 average rating, 111 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.

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.

4.98 out of 5 average rating, 226 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!

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.

4.99 out of 5 average rating, 140 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**

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.

4.84 out of 5 average rating, 270 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

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.

4.98 out of 5 average rating, 130 reviews

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!

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.

4.92 out of 5 average rating, 116 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!

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.

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!

A cozy living area is furnished with a gray sofa and a tufted armchair, accented by decorative pillows. A light blue coffee table sits on a woven rug, surrounded by hardwood flooring, with natural light streaming through sheer curtains over the glass doors.

4.96 out of 5 average rating, 136 reviews

Newly Renovated Island Condo

Newly Remodeled! Cozy, coastal upstairs condo less than a mile from the ocean. Located in Ocean Walk, it is right down the street from the beautiful St. Simon's Island Pier & Village. Amenities include: televisions w/ Netflix/Roku/Prime Video, Wifi, Ironing Board, & Sofabed. Has everything you need for a relaxing stay.

4.85 out of 5 average rating, 140 reviews

Turtle Cottage: Lagoon Views & Convenient Location

Welcome to our cozy St. Simons townhouse! Enjoy coffee on the deck while watching turtles in the lagoon, then head out—beaches, shops, and restaurants are just 2.5 miles away. With 3 comfy bedrooms, a spacious living area, and a fully equipped kitchen, you'll have everything you need for a relaxing stay.

Popular amenities for St. Simons condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A spacious living room features a large, comfortable sofa and armchair, complemented by a glass coffee table. Natural light floods the space through sliding glass doors, leading to an oversized balcony that showcases outdoor seating and views of the surrounding landscape.

4.95 out of 5 average rating, 20 reviews

Ocean Front Condo at St. Simons Grand

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.

5 out of 5 average rating, 50 reviews

Oceanfront Community*Balcony View*Pool*Pickleball

A comfortable living area features a neutral color palette with a mix of furniture styles. A wooden armoire and a cozy chair are positioned beside a decorative fireplace. Artwork adorns the walls, and plants add a touch of greenery to the inviting space.

4.82 out of 5 average rating, 11 reviews

Easy walk to the beach from this condo!

A multi-level building features a series of balconies framed by large, leafy trees. The sun sets in the background, casting warm light on the walkway and surrounding greenery, illustrating a serene atmosphere in the residential community.

4.87 out of 5 average rating, 23 reviews

A spacious living room features a large, light-colored sectional sofa and two accent chairs with coral patterns. A coffee table with storage sits in the center, complemented by decorative lamps and vibrant artwork on the walls. Natural light fills the area through sliding glass doors.

5 out of 5 average rating, 17 reviews

St. Simons Island Condo

A cozy bedroom is visible, featuring a wooden headboard with decorative pillows arranged on a spacious bed. Light-colored curtains frame the windows, while soft lamps sit on bedside tables. Four art pieces depicting coastal themes are displayed above the bed.

5 out of 5 average rating, 47 reviews

Cozy, End-Unit Condo-Pool!

A tranquil view of a coastal area is displayed, featuring a long pier extending into the water. Smooth rocks line the shoreline, while gentle waves lap at the sandy beach. Fluffy clouds drift across a bright blue sky, enhancing the serene atmosphere.

4.87 out of 5 average rating, 63 reviews

coppacabana near the village

4.94 out of 5 average rating, 16 reviews

Ocean Walk Beautiful Ground Floor Lake View Condo!

Pet-friendly condo rentals

A comfortable living area features a gray sofa adorned with pillows, a patterned chair, and a wooden side table. Soft lighting is provided by two lamps. A large window offers views of the private patio and natural greenspace beyond, enhancing the space's tranquility.

4.9 out of 5 average rating, 112 reviews

Ocean Walk D-6 Pet Friendly / Recently Renovated

4.84 out of 5 average rating, 88 reviews

Totally renovated on beach, with pool, and bikes

4.87 out of 5 average rating, 113 reviews

Two blue Adirondack chairs are positioned on a cement patio, offering a view of the ocean and coastal grass. The backdrop features a tranquil shoreline, with gentle waves and a clear sky, creating an inviting outdoor space for relaxation.

Condo in Jekyll Island

Driftwood paradise, ocean view!

A swimming pool area is surrounded by a white fence, featuring a central pool and a smaller hot tub. Lounge chairs are arranged around the decking, and a gazebo can be seen nearby. Lush greenery and trees provide a natural backdrop.

4.75 out of 5 average rating, 122 reviews

Ocean Walk Super Host Family and Pet Friendly

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.

4.89 out of 5 average rating, 206 reviews

St Simons Townhouse Close to Beach and Village

5 out of 5 average rating, 3 reviews

Cozy Ground-Floor Condo w/Pool & Bikes - Pets OK!

A panoramic view of a lush marshland stretches toward the horizon, exhibiting varying greens of tall grasses under a clear sky. In the distance, homes are faintly visible along the shoreline, framed by dark green foliage in the foreground.

4.55 out of 5 average rating, 99 reviews

Astonishing view of The Marshes

A shaded patio area features a dining table surrounded by four wicker chairs. A porch swing hangs from the overhead structure, while a grill is positioned nearby. Lush greenery from the large private backyard adds to the tranquil setting.

4.83 out of 5 average rating, 23 reviews

Beach Village Pool - remodeled Townhouse

Condo rentals with a pool

A light-colored sofa is accompanied by a textured ottoman and two armchairs. Decorative pillows enhance the sofa's aesthetic. A painting depicting serene coastal scenery hangs above. Soft lighting is provided by a standing lamp and two table lamps positioned nearby.

4.95 out of 5 average rating, 41 reviews

Pickleball on site & walk Mallery Park PB courts

A bright living area features a large sliding glass door leading to a balcony. A blue sofa and two yellow checkered armchairs offer comfortable seating. Light wood flooring enhances the space, while a wall-mounted television provides entertainment options.

4.9 out of 5 average rating, 86 reviews

Jan Special: 2BD/BA Ocean Walk Condo

5 out of 5 average rating, 7 reviews

Tranquility Place

New place to stay

Beachy Keen

A refreshing swimming pool is surrounded by lounge chairs and tropical landscaping. The pool area is framed by well-maintained buildings, creating a serene atmosphere. Tall trees provide shade, and a clear blue sky complements the inviting setting.

4.8 out of 5 average rating, 10 reviews

Island Adventure - Your Poolside Escape!

A neatly arranged bed is shown, featuring numerous decorative pillows in soft blue and white tones. A prominent blue pillow with the word 'ocean' is placed at the center, accompanied by a textured blanket that adds a coastal touch to the overall design.

5 out of 5 average rating, 13 reviews

New, Spacious & Cozy Townhome: Centrally Located

5 out of 5 average rating, 9 reviews

Two Pools-Corner Unit-Newly Renovated Ocean Walk

A colorful garden blooms vibrantly in front of a well-maintained building. Rich red and white flowers create a striking contrast against lush green foliage, while trees and shrubs provide a sense of privacy and tranquility within the gated community.