Waterfront holiday rentals in St. Simons

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.

5.0 out of 5 average rating, 60 reviews

Beach Please! Balcony Ocean View*Top Floor*Pool

Welcome to Beach Please SSI! You’re just steps away to your relaxing vacation. This beautifully renovated condo is located in Beach Club, an oceanfront resort community. Enjoy all the amenities including oceanside saltwater pool, 2 hot tubs, business center, fitness center, grilling area and tennis/pickleball court. Walk along the beach through the private beach access and to local favorite restaurants. Beach cart, 2 beach chairs, beach towels, sand toys and cooler are provided during your stay.

Superhost

4.92 out of 5 average rating, 13 reviews

Seaside Grove-Steps to the beach! Pool 5B/4B 12-15

Oceanview Oasis: 5BR/4BA for Groups! Steps from beach access, this 5BR retreat is built for groups of 15 (max 12 adults). Relax in your private pool, grill on the Green Egg, or enjoy your backyard oasis. You can also relax ion one of the ocean view decks or sit by the high top bar 4 of the bedrooms features En-suite bath Highlights:• Beach Proximity: Just seconds to the sand.• Large Groups: Open-concept living + 3 decks.• Layout: 2 BR 1BA on main; Primary + 1 BR upstairs; 5th BR on lower level.

A modern exterior view of the home is displayed, highlighting a new pool with a sun shelf surrounded by elegant stone tiles. Loungers are positioned nearby, and outdoor dining is offered on the patio. Lush greenery and palm trees add a touch of nature.

5.0 out of 5 average rating, 31 reviews

The Breeze: Pool + HotTub + Beach + Restaurants

The Breeze - luxury and relaxation just steps from the beach. This 5-bed, 4.5-bath home sleeps 14! NEW pool for April 2025! Enjoy a fully equipped kitchen with wet bar and two ice makers. Features include two master suites, a family suite, and a fun triple-decker bunk room. Relax in one of four inviting outdoor spaces. The location is unbeatable—across from The King and Prince Resort and the beach! Walkable to Crabdaddy's, The Crab Trap, Fiddlers, Beachcomber BBQ, and Barrier Island Brewing!

4.89 out of 5 average rating, 146 reviews

Location! WALK to BEACH, Village & PIER! 2 POOLS*

After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

Apartment in Jekyll Island

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.

4.87 out of 5 average rating, 119 reviews

Driftwood paradise, ocean view!

Enjoy amazing ocean sunrises from spacious 1-BR Jekyll Island condo! Next to secluded beach and short walk to famous Driftwood Beach. Updated, ground-level unit sleeps 4 (with pullout sofa). Extended patio offers panoramic shoreline view. Condo complex has pool, fitness center, volleyball, basketball, playground, bike rentals, picnic tables/grills, restaurant and more. One dog (60 lbs. max) OK with $75 fee. Sorry, no cats. For stays longer than 7 nights, contact host for special discount.

A welcoming living area features a white sofa adorned with decorative cushions. Two woven chairs flank a coffee table displaying books and magazines. Warm lighting from table lamps enhances the neutral-colored walls, complemented by art pieces, creating a cozy atmosphere.

4.97 out of 5 average rating, 314 reviews

My Ocean Getaway Yards from beach Location!

Actually minute walk to beach! 3 bedroom 2.5 bath -Beautiful fenced in back yard with a patio area covered ,with grill, Beach kart and towels chairs included! Located in the heart of popular beach community Restaurants shops markets and more Block to beach access and minute from Village. Guest favorite on South end . Great king beds and Smart tvs in bedrooms Fully stocked kitchen.outdoor space private yard . Beach Restaurants Fees instead of splitting are added to daily same cost

4.84 out of 5 average rating, 107 reviews

A two-story cottage features a spacious front porch with welcoming entrance. Green shutters adorn multiple windows, while manicured bushes and palm plants frame the property. A gravel driveway leads to a garage, enhancing the charming coastal appeal of the home.

Home in Jekyll Island

Life Is Bliss Cottage - Oceanfront / Heated Pool

This exquisite Two Story, 6 Bedroom/4 Bathroom beach front cottage features spacious living areas, large inground heated pool and a beautifully landscaped yard. This is the largest oceanfront rental cottage with pool on Jekyll Island. From 5/10 - 8/16 ("season") we require a Saturday - Saturday stay. NO PETS & NO SMOKING. Also, we do ask that you treat our home with RESPECT during your stay. Please also read "MORE ABOUT THE SPACE" section for important additional information.

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, 245 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!

4.99 out of 5 average rating, 114 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!

4.93 out of 5 average rating, 69 reviews

An open living space is shown with a cozy couch and a colorful armchair situated around a red coffee table. A dining area is visible with a wooden table and chairs. Natural light enters the room from a large window, complementing the warm, inviting décor.

Townhouse in St. Simons

sandcastle on the beach

REFUND IN THE EVENT OF HURRICANE YOU MUST BE 25 YEARS OF AGE TO RESERVE THIS LOCATION if you don’t put the number of guests into your reservation the price reflects a reservation for two. artistic and unique townhome on the east end of beautiful saint simons island georgia ON THE BEACH! three bedrooms with en suite baths, open concept living space, 4 stories you must climb stairs. televisions in all bedrooms and living room. high speed internet 900mbps.

A charming beach house is nestled close to the shoreline, surrounded by lush palm trees and rocky formations. The clear blue sky complements the sandy beach and calm waters, creating a serene coastal atmosphere. Nearby homes reflect a mix of architecture, adding to the scenic view.

5.0 out of 5 average rating, 48 reviews

Perfect cottage ON THE BEACH! Golf Cart for RENT!

Built in 1944 and transformed in 2021, the Mildred Rose Cottage embodies the best of old and new. With direct ocean frontage on two sides, the cottage is uniquely positioned to watch both sunrise and sunset. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (bike or walk to town), the Mildred Rose cottage is in a league of its own. Welcome to Saint Simons! 6 SeaterGolf Cart ADD ON available as well!

A comfortable living space showcases a light blue sofa alongside a woven chair, with a round coffee table centered on a patterned area rug. A ceiling fan offers airflow, and an entertainment center displays a television. The space is brightened by natural light from multiple windows.