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Vacation Homes in Darien

NEWLY RENOVATED!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!

10.0 out of 10, Exceptional, (75)
"Great house! We especially enjoyed the pool and spa. "
NEWLY RENOVATED!! Immaculate Beach Cottage, Walk to Beaches, Restaurants, Shopping!

Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati

10.0 out of 10, Exceptional, (173)
"Great location, walked grandkids down to water and plenty of room for our family. "
Big Luxury Island Style 5 Bed 3 Bath One level Sleeps 9 Quiet Street GR8 Locati

The Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince

2.0 star property
10.0 out of 10, Exceptional, (18)
"Beautiful and clean house , great host "
The Breeze: NEW Pool + HotTub + Steps to Beach + Top Restaurants & King & Prince

Salty Tortoise - By Beach Access

10.0 out of 10, Exceptional, (3)
"Amazing property in a perfect location! Will be staying here next time we come to town!"
Salty Tortoise - By Beach Access

Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!

9.8 out of 10, Exceptional, (68)
"Great place! Beds were comfy, pool was so nice. A very nice neighborhood!"
Let Coastal Comfort be yours! Near beach and village; onsite pool, free bikes!

Awesome 4 bed/3.5 bath pup-friendly South End Home

9.4 out of 10, Exceptional, (53)
"The overall experience was good. The house was nice and roomy. Not far to the beach. Loved St. Simon's."
Awesome 4 bed/3.5 bath pup-friendly South End Home

Charming Tabby House 3-bedroom house with AC and WiFi in Townsend/Shellman Bluff

Charming Tabby House 3-bedroom house with AC and WiFi in Townsend/Shellman Bluff

Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi

8.6 out of 10, Excellent, (76)
"Great location in great place!"
Dog-Friendly Cottage by the Beach with Private Pool, Pool Spa, & Free WiFi

The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!

10.0 out of 10, Exceptional, (93)
"This house is in a great location, close to the beach and has a wonderful backyard for entertainment. We thoroughly enjoyed our stay. "
The Palm - East Beach Private Retreat - Saltwater Pool, Hot Tub, Beach Access!

3 Bed 2 bath house sleeps 14, mins from beach and pier.

10.0 out of 10, Exceptional, (104)
"Very comfortable, clean, and great location. We had 4 adults and 3 children. Will definitely stay there again!"
3 Bed 2 bath house sleeps 14, mins from beach and pier.

Savannah Cottage SSI- Family-Run- Steps to Beach with Heated Pool & Golf Cart

10.0 out of 10, Exceptional, (11)
"This is the vacation place you need! Such a great, beachy vibe and walking distance to beach AND pool!"
Savannah Cottage SSI- Family-Run- Steps to Beach with Heated Pool & Golf Cart

Classic coastal home with game room & private hot tub - walk to beaches

7.0 out of 10, Good, (41)
"Pool and hot tub are only positives"
Classic coastal home with game room & private hot tub - walk to beaches

Luxury cottage with pools & multiple decks, 1/2 block to beach

9.4 out of 10, Exceptional, (90)
"This was an awesome house! Clean, spacious and well stocked. We were here for work but were able to relax! "
Luxury cottage with pools & multiple decks, 1/2 block to beach

Charming 3-bedroom cottage with POOL! Beautiful open floorplan

10.0 out of 10, Exceptional, (12)
"Really nice home in a great location. The owner was quick to respond to my questions"
Charming 3-bedroom cottage with POOL! Beautiful open floorplan

NEW! Private home with pool on East Beach

2.0 star property
9.6 out of 10, Exceptional, (8)
"Overall had a great time. The house is in a great location, spacious, and an added bonus to have a pool "
NEW! Private home with pool on East Beach

Houdini by the Sea! Heated Pool and Newly Landscaped Pool Area | Walk to Beaches and Village Area

10.0 out of 10, Exceptional, (14)
"Great place! Will definitely come back again!"
Houdini by the Sea! Heated Pool and Newly Landscaped Pool Area | Walk to Beaches and Village Area

Golden Hour! The Perfect Beach Home, Private Heated Pool, Steps to Beach and Marsh, Sleeps 12

10.0 out of 10, Exceptional, (12)
"Had a good time staying at this property!"
Golden Hour! The Perfect Beach Home, Private Heated Pool, Steps to Beach and Marsh, Sleeps 12

New Listing! Brand New East Beach Home – Luxury Meets Comfort, Pool, Spa & Grilling Pavilion

10.0 out of 10, Exceptional, (4)
"The house was absolutely beautiful. We enjoyed our stay very much. "
New Listing! Brand New East Beach Home – Luxury Meets Comfort, Pool, Spa & Grilling Pavilion

New Listing!! Pool View! Dog-friendly | Easy Walk to Beach, Restaurants, Village, and Pier.

10.0 out of 10, Exceptional, (3)
"Great location. Loved being close to the pool. Will come back again."
New Listing!! Pool View! Dog-friendly | Easy Walk to Beach, Restaurants, Village, and Pier.

Pet friendly Cottage with fenced yard!

10.0 out of 10, Exceptional, (180)
"We enjoyed our stay."
Pet friendly Cottage with fenced yard!
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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Top Darien Hotel Reviews