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Featured Cottages in Sea Island

WALK to restaurants, lighthouse and shops! Charming cottage, cozy & bright!

10.0 out of 10, Exceptional, (49)
"Everything was thought out for the perfect getaway. It was a wonderful week and I’ll be back! Thank you so much"
WALK to restaurants, lighthouse and shops! Charming cottage, cozy & bright!

Great Location Unique Luxury Cottage- Sleeps 3 Spa Shower

10.0 out of 10, Exceptional, (260)
"We came the week after hurricane helene and upon arrival the stairs and yard were a wreck, but someone was there Saturday morning blowing off and picking up limbs. Cottage was extremely clean!"
Great Location Unique Luxury Cottage- Sleeps 3 Spa Shower

Newer Construction! - Short Walk to Beach - Hot Tub/Pool

10.0 out of 10, Exceptional, (156)
"This home is absolutely stunning! There were 8 of us girls there. With 6 bedrooms, we had plenty of space. The screen porch was a favorite of ours. The location was perfect for walking to restaurants and the beach. Highly recommend this beautiful home. "
Newer Construction! - Short Walk to Beach - Hot Tub/Pool

Historic Beach Cottage / Steps to Beach & Dining

9.6 out of 10, Exceptional, (17)
"Quiet street with easy walk to beach. Amazing porch for relaxing and enjoying the weather. A little musty in the house with effect dehumidifier and air purifier. Suspected consequence of recent hurricanes. Will book again. "
Historic Beach Cottage / Steps to Beach & Dining

Heart of the SSI studio cottage, fresh design, WALK to shops/dinner/lighthouse

9.8 out of 10, Exceptional, (32)
"Had a great trip and the property was wonderful with a great location. Very nice backyard. The mattresses could use an upgrade, but overall, we really enjoyed our stay."
Heart of the SSI studio cottage, fresh design, WALK to shops/dinner/lighthouse

Princess's Paradise

3.0 star property
9.6 out of 10, Exceptional, (4)
"It was convenient. The owner was always available. The air worked great. It is a 2 bedroom and 1.5 bathroom with an outside private shower. It had plenty of towels and paper products. The couch was very comfortable and large for my family to watch tv together. It was a good price. It had a large deck with a grill. "
Princess's Paradise

Pet friendly, beautiful mid island cottage only 3 miles from the beach!

10.0 out of 10, Exceptional, (15)
"Me and my buddies stayed at this property over the weekend and loved it! The neighborhood is quiet and a short drive to the beach. The property is very clean, well priced, and we loved the big TV to watch football. The host was very kind and responsive. 100% recommended staying here if you are staying in St. Simon’s."
Pet friendly, beautiful mid island cottage only 3 miles from the beach!

Perfect Cottage and Getaway, great location, and all 5 star ratings!

10.0 out of 10, Exceptional, (116)
"My husband and i have probably stayed at 30 VRBO’s. We loved this cottage. It was immaculate, the perfect size for us and our 13 pound little dog. The screen porch was our favorite space and all the neighbors were so friendly to us. A perfect getaway!!"
Perfect Cottage and Getaway, great location, and all 5 star ratings!

5 Minute Stroll To Beach!! Newly Renovated And Listed. Professionally Decorated

10.0 out of 10, Exceptional, (98)
"Well designed piece of property provided a comfortable, safe, and esthetic enjoyment. I actually inquired if the owner had done the deocrating and redesign because it was so well done. We walked to the beach for sunrise and then walked the beach every morning...delightful. Although the street is busy, we never 'heard' the traffic or noticed it once inside. Walking distance to two restaurants some shoppes, beach and if you are a walker to the pier where shopping is. Exploring St Simon's...
5 Minute Stroll To Beach!! Newly Renovated And Listed. Professionally Decorated

Your Perfect St. Simons Island Beach Getaway Awaits! Furbabies welcome!

9.8 out of 10, Exceptional, (57)
"Short distance to the beach, piers, and other locations around the island. Great communication with owner who promptly responded to any questions. Very spacious for our entire family."
Your Perfect St. Simons Island Beach Getaway Awaits! Furbabies welcome!

Beach Cottage-Large Deck- One short block to beach! Walk to shops & restaurants!

10.0 out of 10, Exceptional, (17)
"This 2-bedroom cottage is well appointed and a perfect location to walk to the beach. The kitchen had almost everything we needed for any meal and the gas grill was great for making dinner of grilled fresh fish. Walking to downtown for restaurants and shops was easy and it is only a short walk in the other direction to more restaurants. We couldn’t be happier with this place and we will definitely be back. "
Beach Cottage-Large Deck- One short block to beach! Walk to shops & restaurants!

Walk to Southern Soul BBQ, Nazzaro's Italian, Ember, and Ziggy’s nightclub.

9.6 out of 10, Exceptional, (4)
"Plenty of space for sleeping and congregating. Quite area with some yard. Close to beaches, about 5 minutes. Clean, nicely furnished."
Walk to Southern Soul BBQ, Nazzaro's Italian, Ember, and Ziggy’s nightclub.

A Lovely Coastal Cottage in the seaside town of Darien Georgia

10.0 out of 10, Exceptional, (10)
"Relaxing, Clean and quiet home. Host was easy to work with. Will stay again "
A Lovely Coastal Cottage in the seaside town of Darien Georgia

Spacious cottage-Wraparound Deck-One short block to beach! Walk to Pier Village!

10.0 out of 10, Exceptional, (11)
"First class property, first class location and an absolutely first class host! We had a wonderful time! Cannot wait to come back!"
Spacious cottage-Wraparound Deck-One short block to beach! Walk to Pier Village!

Walk to famous Diners Drive-ins and Dives. Includes EV Charger!

9.8 out of 10, Exceptional, (48)
"We really enjoyed this house! Well located, very clean, very beautiful, well kept, excellent communication with host. Overall I highly recommend this place. You won’t regret it! Thank you for sharing your home!"
Walk to famous Diners Drive-ins and Dives. Includes EV Charger!

East Beach Cottage and Guest House

10.0 out of 10, Exceptional, (78)
"Our stay was terrific. It’s our 2nd time to this location and it was just as advertised. Our stay overlapped the hurricane that luckily went to the south but the owner was very flexible with check in and out to help us avoid the potential storm. Would strongly recommend if your planning a trip to East Beach. "
The price is AU$1,724
includes taxes & fees
26 Nov - 27 Nov
East Beach Cottage and Guest House

Coastal Casita-3 Bedroom, 2.5 bathroom

9.2 out of 10, Wonderful, (18)
"Had a GREAT TIME !!! Host was AWESOME VERY ACCOMADATING !! ! Need some extra items if a larger group stays .. like towels, toilet paper , shampoo , soaps ! But we made due ! Stayed 3 NIGHTS !! ✌️(bought some stuff from home !!)"
Coastal Casita-3 Bedroom, 2.5 bathroom

Elegant Southern Cottage/Downtown Pied-a-Terre near Island Beaches

9.6 out of 10, Exceptional, (46)
"After looking at many properties in the area, we decided this place would be perfect and it was! Cozy and comfortable. everything!everything we wanted to "
Elegant Southern Cottage/Downtown Pied-a-Terre near Island Beaches

Beach Cottage with Heated Spa & Private Pool-Pet Friendly

9.8 out of 10, Exceptional, (58)
"We so enjoyed staying at this lovely home. The pool and hot tub were fantastic. We loved that there was a shaded table out back. Our dog got to come along. The house is comfortable and relaxing with a well thought out floor plan. We look forward to returning!"
Beach Cottage with Heated Spa & Private Pool-Pet Friendly

Linens Provided. 1 Block From the Beach.

9.8 out of 10, Exceptional, (32)
"This place was so perfect, I knocked a point off cleanliness due to quite a few ants in the kitchen. We kept everything tidy so they weren’t a big problem. Will definitely rent this cottage again!!"
Linens Provided. 1 Block From the Beach.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sea Island

Villas By the Sea Resort & Conference Center

3.0 star property
8.4 out of 10, Very good, (954)
"The BIG surprise was in check in. I was expecting to pay $46 resort fee and it ended up being $61. They have a few more fees than last time, which was $38. This was a total surprise. The stay was nice, however the toilet was not bolted to the floor on both sides. It moved constantly. The floors seemed dirty."
Villas By the Sea Resort & Conference Center

The Sea Gate

4.0 star property
9.6 out of 10, Exceptional, (550)
"Nice view of the ocean. The pool was nice and warm! Had a great stay - it was quiet. Will stay here again."
The price is AU$337
includes taxes & fees
26 Nov - 27 Nov
The Sea Gate

NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium

9.6 out of 10, Exceptional, (218)
"beach axis was not great had to go over to the public park to get to the beach"
NEWLY REFURBISHED 2 BR/2 BA Ocean Front Condominium
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.