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Compare 938 Vacation Homes in Darien with updated reviews, rates, and availability.

Pet Friendly! Private Getaway - Close to Village, Shopping & Restaurants!
A private pool welcomes you to Casa de Playa!
Pet Friendly! Private Getaway - Close to Village, Shopping & Restaurants!
10.0 out of 10, Exceptional, (98)
"We enjoyed our stay and will be back!"
Pet Friendly! Private Getaway - Close to Village, Shopping & Restaurants!
Downtown Bungalow close to Jekyll & Saint Simons Island
Exterior
Downtown Bungalow close to Jekyll & Saint Simons Island
10.0 out of 10, Exceptional, (84)
"This property was so beautiful, well maintained and made you feel like you were home. The furnishings were so comfortable, and you had EVERYTHING you could ask for. I had the best time at this VRBO. I would highly recommend this host and this property. Paige was great and very accommodating. Communicated with us and was very helpful. Don't miss this one!"
Downtown Bungalow close to Jekyll & Saint Simons Island
Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!
Living room - Sit, take time to relax.
Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!
9.8 out of 10, Exceptional, (55)
"Its was well"
Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!
Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!
Pool
Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!
10.0 out of 10, Exceptional, (212)
"Nice home and pool in beautiful location."
Sassy Peach Cottage - 5 Bed/4.5 Bath. Large Pool. Near Lighthouse/Pier/Village!
The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!
Welcome to The Palm! Saltwater pool, hot tub, covered porch and more!
The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!
10.0 out of 10, Exceptional, (64)
"Nice pool and good neighborhood . The house comes with all you need to stay comfortably . We stayed 4 nights and had plenty to do just staying at the house . The beach is a nice walk and less than 5 minutes from the house . "
The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!
New 1250sqft stylish 2bd 2bth cottage AC/WiFi full kitch sunny St. Simons Island
New 1250sqft stylish 2bd 2bth cottage AC/WiFi full kitch sunny St. Simons Island
2.0 star property
10.0 out of 10, Exceptional, (3)
"The home was absolutely beautiful and the location was close to everything!! Restaurants and activities were soooo convenient to get to! The house was stocked was everything we needed!! The hosts were very responsive but we never needed anything!! It was a perfect stay and we will definitely stay there again!!!"
New 1250sqft stylish 2bd 2bth cottage AC/WiFi full kitch sunny St. Simons Island
Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati
Gorgeous palm trees and GA oak trees
Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati
10.0 out of 10, Exceptional, (162)
"We stayed at this house for a long weekend to see family with our infant, three year old, and my parents, and it was a spacious house that was well-appointed with everything you need—we love to cook, and they even had a microplane (IYKYK!), as well as plenty of wine glasses, dishwasher and laundry tabs, and lots of extra pillows and towels. The location is great-walkable to the trail by the marsh and close to grocery stores and restaurants. The hosts were responsive and the house was clean...
Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati
Beach Dweller: Oceanfront Luxury Beach Home. Stunning Ocean View! Pool Access
Beach Dweller: Oceanfront Luxury Beach Home. Stunning Ocean View! Pool Access
10.0 out of 10, Exceptional, (16)
"This home was perfect for a planned family vacation! Our vacation included 6 adults and 5 children ranging in age 2-7. The home was perfect and the management team was very responsive to all inquiries. The home is spotless and well maintained. Very comfortable and spacious. My only suggestion is that for extended stay, the quantities of provided staples increases.The dishwashing pods, TP. Dish soap , for 5 days should not be the same as one day. This home provided the perfect space for my long...
Beach Dweller: Oceanfront Luxury Beach Home. Stunning Ocean View! Pool Access
NEW POOL!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!
New heated pool and spa in the backyard at Summer Wind
NEW POOL!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!
10.0 out of 10, Exceptional, (67)
"The house was very cozy. The description was accurate and the proximity to the beach and amenities was perfect. The home was set up great to the cornhole boards and ping pong table. Perfect for the family. "
NEW POOL!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!
Completely Fabulous 4 bed/3.5 bath pup-friendly Home on South End
1102demere-24
Completely Fabulous 4 bed/3.5 bath pup-friendly Home on South End
9.6 out of 10, Exceptional, (44)
"Great stay on SSI!"
Completely Fabulous 4 bed/3.5 bath pup-friendly Home on South End
Updated Family Home, Steps to Beach, Private Heated Pool
Crystal Cottage Private Pool
Updated Family Home, Steps to Beach, Private Heated Pool
10.0 out of 10, Exceptional, (1)
"A marvelous property! Location -- Space -- Condition -- Furnishings -- Service All were terrific! Perfect setting for a Memorial Day weekend gathering. The pool, patio area and porches were all enjoyed. Rental company provided prompt service. Only disappointment was the flooded, muddy beach access via 8th St. Presumably this has been remedied. We used The Tent Guys service for Tent, Chairs, Cooler, Drinks, Corn Hole... a really great way to enjoy the beach without having to schlep things over...
Updated Family Home, Steps to Beach, Private Heated Pool
The B.E.A.C.H. House in the Village, Sleeps 12
The B.E.A.C.H. House in the Village, Sleeps 12
The B.E.A.C.H. House in the Village, Sleeps 12
Walk on Water at Sea Way
Front of Home
Walk on Water at Sea Way
10.0 out of 10, Exceptional, (6)
"We had a small business trip and enjoyed the quiet and peace of the back river. Charming place!"
Walk on Water at Sea Way
Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi
Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi
9.2 out of 10, Wonderful, (62)
"Great home with plenty of space. Fantastic outdoor space with nice dipping pool. Would definitely stay at again!"
Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi
Classic coastal home with game room & private hot tub - walk to beaches
Classic coastal home with game room & private hot tub - walk to beaches
7.8 out of 10, Good, (24)
"Really enjoyed our stay. Beautiful place. Lots of space for everyone. Close to beach, restaurants and shopping, all walking distance. Will be back!"
Classic coastal home with game room & private hot tub - walk to beaches
Charming dog-friendly home with deck, golf nearby, full kitchen, & washer/dryer
Charming dog-friendly home with deck, golf nearby, full kitchen, & washer/dryer
10.0 out of 10, Exceptional, (14)
"The home was very clean and functional for our family. The only hiccup was while attempting to access the property for the first time, but we were immediately helped and had no further trouble. Definitely recommend this charming home for other families looking for a getaway at St. Simons Island!"
Charming dog-friendly home with deck, golf nearby, full kitchen, & washer/dryer
Updated Coast Cottage! Heated Pool, Private Beach Access - Close to EVERYTHING!
Street view of Water Lily Cottage
Updated Coast Cottage! Heated Pool, Private Beach Access - Close to EVERYTHING!
10.0 out of 10, Exceptional, (45)
"The house was beautiful and homey. Location is great! "
Updated Coast Cottage! Heated Pool, Private Beach Access - Close to EVERYTHING!
Oyster Shell Cottage
Outside of the home
Oyster Shell Cottage
9.8 out of 10, Exceptional, (116)
"We loved the Oyster Shell cottage for several reasons. It's proximity to the Village for morning breakfast or coffee, being walkable to a tidal beach each morning during low tide. We spent time on the tidal beach each morning enjoying the peaceful tranquility of this nearly private little area. The house itself was perfect for the 3 of us: me, my spouse and 1 of our adult children joined us for part of the week. Check-in/Check-out very easy. "
Oyster Shell Cottage
Private Pool! Quiet Neighborhood Location, Bike to Beach, Close to Shopping & Restaurants
Private Pool! Quiet Neighborhood Location, Bike to Beach, Close to Shopping & Restaurants
10.0 out of 10, Exceptional, (22)
"We loved our stay on St Simons Island. The house was perfect in every way - we loved the pool! The house is so conveniently located on the Island, and that was a big plus. We just have no complaints and were very happy with amenities, communication, the property, and everything."
Private Pool! Quiet Neighborhood Location, Bike to Beach, Close to Shopping & Restaurants
NEW, Private Pool, FREE Golf Carts, Blocks from Beach, 5-bedrooms, 2 Masters
Pool
NEW, Private Pool, FREE Golf Carts, Blocks from Beach, 5-bedrooms, 2 Masters
10.0 out of 10, Exceptional, (74)
"The property was not only beautiful, but it had everything we could have needed. Beds were extremely comfortable, and we loved having the golf carts to explore and drive around. The neighbors were so kind and sweet. We loved this island so much, and everyone that we met was extremely kind. Can’t wait to come back!"
NEW, Private Pool, FREE Golf Carts, Blocks from Beach, 5-bedrooms, 2 Masters
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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 Darien

Villas By the Sea Resort & Conference Center
Private kitchen
Villas By the Sea Resort & Conference Center
3.0 star property
8.4 out of 10, Very Good, (950)
"I will definitely stay here again."
Villas By the Sea Resort & Conference Center
The Sea Gate
Exterior
The Sea Gate
4.0 star property
9.6 out of 10, Exceptional, (539)
"We had 2 ocean view vilas ! We enjoyed everything and the location is very convenient ! "
The price is AED 818
AED 934 total
includes taxes & fees
24 Sep - 25 Sep
The Sea Gate
Best Location Peaceful Luxurious 1 bdrm/1 Bath Gated Condo, Pool, Fitness, Wifi
Room
Best Location Peaceful Luxurious 1 bdrm/1 Bath Gated Condo, Pool, Fitness, Wifi
10.0 out of 10, Exceptional, (221)
"perfect for two people , great host . always answered everything rigt away. Thanks "
Best Location Peaceful Luxurious 1 bdrm/1 Bath Gated Condo, Pool, Fitness, Wifi
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.