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Simpson Bay Vacation Rentals with Pool(51)

51 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 10 night minimum stay
(13)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 7 night minimum stay
(31)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
(18)
$215 - $315
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 7 night minimum stay
(10)
$500 - $643
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 7 night minimum stay
$329
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 night minimum stay
(9)
$350 - $750
per night
5 - 10 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 2
5 - 10 night minimum stay
(16)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 night minimum stay
(7)
  • 6 BR,
  • 5 BA,
  • Sleeps 12
7 night minimum stay
(4)
$314 - $843
per night
4 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
4 - 7 night minimum stay
2 Reviews
$515 - $886
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night minimum stay
$1,643 - $4,286
per night
5 - 14 night minimum stay
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
5 - 14 night minimum stay
  • 2 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 4
1 Review
$525 - $929
per night
5 - 10 night minimum stay
  • 2 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 10 night minimum stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(21)
  • 4 BR,
  • 5 BA,
  • Sleeps 12
(33)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(7)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
$1,225 - $2,100
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(7)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
7 night minimum stay
1 Review
$150 - $300
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 7 night minimum stay
(3)
$3,500 - $3,850
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(11)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
5 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 2
5 night minimum stay
(3)
$157 - $229
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
(20)
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Recent Simpson Bay Reviews

Intimate experience even with child in tow !

5 of 5
What a luxurious treat! This resort is small, personal and intimate, so much better than the mega hotels on so many of the other beaches. And, the beach! almost private and so very beautiful. Loved having the 2 pools to choose from, the bar and restaurant right on site! The staff were friendly, helpful and courteous; everything was so clean and fresh! I thought having the 3 of us (with our 11 yr old sleeping on the pull out chair) would be cramped, but we had plenty of space and what a nice amenity / money saver to have the kitchenette! And, the deck ... coffee and the newspaper with those views. Just lovely. Can't say enough. As far as local activities and restaurants, I'd recommend the Butterfly Farm, the snorkeling adventures with Rock'nRoll Safari, and dinner at Izi ... such fun!
  • Submitted: Nov 7, 2014
  • Stayed: Mar 2014

Beautiful Villa! More than we expected

5 of 5
My girlfriends and I (8 of us) decided on Rick's Seaside Retreat for our girls vacation. This place did not disappoint, the Jacuzzi tubs were just what we needed after a day of sightseeing. The rooms were spacious and beautiful, the kitchen had everything we needed to make a meal. The only thing negative I could say was the gas took longer than what I'm used to with electric. The villa's view I feel is second to none, and I can't think of a better place to have spent my birthday. Jenny was a jewel and we were thankful for her insights and suggestions. Rick, you and Marie have a beautiful home and I thank you for allowing us to experience a bit of paradise.
  • Submitted: Sep 7, 2014
  • Stayed: Aug 2014

Second visit twice as nice!

5 of 5
My wife and I returned to spend another anniversary on the island. Just like the first time, it was perfect! The unit, the property, staff, weather and island....perfect! I would just like to thank Scott, again for sharing what he has. I'd also like to thank Mary for making everything go smoothly. We'll be back again...maybe not next year...but we'll be back.
  • Submitted: Aug 4, 2014
  • Stayed: Jul 2014