10 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Homes
Studios
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Cottages
Estates
Farmhouses
Hotels
Lodges
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

10 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Simpson Bay Pet Friendly Vacation Rentals(10)

10 Results
$500 - $857
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 7 night minimum stay
(4)
$169 - $249
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 7 night minimum stay
(16)
  • 4 BR,
  • 5 BA,
  • Sleeps 12
(36)
$3,200 - $4,500
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
1 Review
$215 - $371
per night
4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
4 night minimum stay
(6)
  • Studio,
  • 1 BA,
  • Sleeps 2
$310 - $420
per night
5 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
$175 - $235
per night
1 - 2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 2 night minimum stay
(6)
$1,800 - $2,200
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(8)
Advertisement
 

Recent Simpson Bay Reviews

TOTAL DESCONNECT BEST LOCATION

5 of 5
FIVE STAR CONDO, BEAUTIFULf!!!!!!! CLEAN!!!!!! STAYED FOR 5 NITES RECOMMEND A CAR IF STAYING FOR MORE NITES, CABS GET EXPENSIVE. HAD DINNER AT BEACH, JUST SIMPLE DESCONNECT FROM THE WORLD. WILL COME AGAIN , WE WERE DEEEPLYYYYY SAD TO LEAVE WISH I HAD MORE STARS!!!!!!! TO GIVE THEO AND HIS PLACE
  • Submitted: Feb 23, 2015
  • Stayed: Feb 2015

Awesome Villa!! Wonderful Trip!!

5 of 5
We just returned from staying at the property. We were a group of 4 couples that stayed for 2 weeks and had a wonderful time at this property! We were there from Jan. 31st-Feb. 13th. There was plenty of room with the rooms being furnished nicely and maintained wonderfully. We loved the view and having the bay right there to watch the boat traffic was an added bonus. We saw some impressive yachts moored right off of the property. We ate in sometimes and went out sometimes. The property is easy to get to and located in an excellent area. It was not far to bars, restaurants, beaches and the airport. Rick was so patient in answering all of my questions-there were lots as we had never rented privately before-we have always stayed at all-inclusive resorts in the past. The villa is described well on the listing and the pictures show it well. Jenny is the housekeeper and was very friendly and helpful. We enjoyed visiting with her. There were no surprises which when you are traveling it is nice to avoid surprises. We spent plenty of time by the pool but also traveled out to different beaches and areas. Of course shopping in Phillipsburgh is a must for any woman traveling! It was nice to see the cruise ships coming in so we had an idea of the number of people that would be in town. We would definitely recommend this property to others and have already given information to some others. Thank you Rick for renting us this fantastic property. You do an excellent job of keeping it nice and comfortable for those of us coming in. I would recommend this home to anyone looking for a beautiful, comfortable and easily accessible home on the ocean! My husband and I hope to come back again with our daughters when they can get away.
  • Submitted: Feb 17, 2015
  • Stayed: Jan 2015

Our ultimate Caribbean dream home!

5 of 5
My husband and I stayed at Seabrooke during the week of Jan 4th thru the 11th with two other couples. Broker/caretaker Wendy was amazing from beginning to end, she arranged every detail of our stay! The villa was extremely well equipped with a chefs kitchen including granite counter tops. I believe we may have been the 1st group to stay after a major refit as every appliance was new. The house was very clean and beautifully furnished, and with THE MOST AMAZING VIEW we’ve ever experienced on ANY vacation so far. Watching the sunset from our porch nightly; from our bedrooms we could hear the waves lap the beach. We took long walks on Simpson Bay Beach where we discovered many restaurants. I got up early every morning to watch the sun rise, It was truly paradise on earth. The view of the mega yachts on the horizon, a passing rain shower far at sea, a bottle of wine while watching the sky turn the most stunning colors. Additionally, an ATM, restaurants, pharmacy, bakery, grocery store and tons of nightlife were all within walking distance of the house. Seabrooke felt like our ultimate Caribbean dream home. We loved it so much, We are considering re-booking for next year to avoid post-vacation blues.. I could really get used to living like that.
  • Submitted: Jan 15, 2015
  • Stayed: Jan 2015