Vacation rentals in Sea Island

Tiny homes in St. Simons Island

4.95 out of 5 average rating, 142 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.

Guest suite in St. Simons Island

4.95 out of 5 average rating, 132 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.

5 out of 5 average rating, 16 reviews

Idyllic SSI Beach House

Built in 1944 and sumptuously 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 — while the gentle roar of the ocean serenades every room. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (a short bike or walk into town), the Mildred Rose cottage is in a league of its own. Welcome to the joy of Saint Simons!

4.97 out of 5 average rating, 68 reviews

Luxury family home with private pool | sleeps 8

Come stay at Live Oak Retreat. Nestled in the heart of St Simon's Island this home is comprised of 3 bedrooms and 2.5 baths with an open floor plan. The welcoming pool allows for family fun time and 4 bicycles are provided for exploring the island. Featuring custom finishes, luxury amenities, and a relaxing screened in porch, this beach house is the perfect place for your next getaway. Located just a quick drive from beaches, popular golf courses, village, historic sites, and so much more.

4.94 out of 5 average rating, 49 reviews

Golf Retreat w/bikes, hottub | FUN4Family & Pups!

Modern, stylishly decorated, spacious family retreat located in Sea Palms Golf Resort, mid-island & perfect for a multi-generational group stay. New everything from the forks to the furniture circa 2022. Surrounded by wildlife, flora & fauna w/ fenced back yard & captivating screened porch. Fully-equipped w/ grill, hottub & everything needed for a delightful stay. Spacious floor plan w/ 3BRs & 3 incremental sleeping spaces + an air mattress, 3 full baths. 5 bikes incl. Pet friendly.

5 out of 5 average rating, 8 reviews

Cater Cove - private pool, 1 mile to beach, quiet!

This home was fully renovated, top to bottom, in 2025 – everything is brand new! Welcome to your island escape on beautiful Saint Simons! This charming coastal retreat features a private backyard oasis with a pool, grill, and plenty of room to unwind. With 3 cozy bedrooms, Roku TVs throughout, and modern amenities, you'll have everything you need for a relaxing getaway. Just a short golf cart ride from shops, dining, and the beach—your perfect vacation starts here.

Guest suite in St. Simons Island

4.93 out of 5 average rating, 146 reviews

The Lake Loft in St. Simons Island

Relax at our cozy boho-feel getaway spot on Lake Turner minutes from the beach, shops, and Village. A quiet, studio-esque space walking-distance to Gascoigne Park (disc golf!), St. Simons Marina, Epworth By the Sea, and a recently added tandem kayak to play on the lake. The space features three beds, a hammock chair, mini-kitchen coffee/tea bar with Berkey water. Also a great spot to enjoy coffee in the morning sun filtering through the live oak trees above.

Guesthouse in St. Simons Island

4.99 out of 5 average rating, 180 reviews

Private Cottage Treehouse Among Giant Live Oaks

Welcome to your very own island cottage treehouse — it’s 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 with a large open living space, including double sliding glass doors that lead you to your own 180 sq/ft private balcony nestled among the live oaks.

Cottage in St. Simons Island

4.85 out of 5 average rating, 27 reviews

North End Cottage

Enjoy the quiet side of St. Simons Island! Tucked in one of the oldest neighborhoods, this two-story cottage offers a perfect balance of nature and tranquility while still being just a 5 to 10-minute drive from the island's best restaurants, beaches, and activities. We always leave eggs, coffee, and butter for our guests. The kitchen is fully stocked for the times you want to eat in, and we are happy to offer recommendations for meals out!

4.96 out of 5 average rating, 25 reviews

Mid-Island Beach Cottage "Heron's Hideaway" Pets!

This 3-bed, 2-bath home was recently renovated from top to bottom! Open living/dining/kitchen perfect for gatherings and entertaining. Granite countertops, stainless steel appliances, and luxury vinyl flooring throughout. Mid-island location offers easy access to tourist destinations, shopping, and FLETC. This beach house is pet-friendly with a fully fenced backyard. Enjoy evenings around the fire pit or 8-minute drive to the beach!

Guest suite in St. Simons Island

4.99 out of 5 average rating, 184 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 !