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Couples Retreat ~Casual Elegance ~ Ocean Front ~ Steps from Pool & Restaurant

Bedrooms 1
Property type condo
Minimum Stay 3 nights


About the property

1 BR/1 Bath Ocean View

Fabulous remodel from floor to ceiling completed in Sept 2014!!! Stunning sunrise views from the balcony.... One Queen Bedroom with dual adjustable air and pillow top mattress for a truly comfortable, restful vacation. ... Free Wifi... Satellite Flat Screen TV (DVD movies provided - if you feel like staying in for the evening)....

The full kitchen includes Stainless Steel appliances, all small appliances, microwave/convection oven, stainless steel sink -- dinnerware, bakeware, glassware, spices & condiments (and yes -- some coffee to start your first morning off right).

Patio/Balcony dining while enjoying the views of the beautiful water, St John and down island. The on-sight restaurant is just steps away.

The one bath includes a brand new shower & granite lavatory with undermount sink .... all linens are provided --- including guest Beach Towels.

Red Hook, shopping, night life, restaurants, the ferry to St John (no passport required) or to any of the British Virgin Islands (passport required), Coki Beach, Coral World, Lindquist Beach.... all are just minutes away.

Point Pleasant has a small private beach that is just a short walk away - An ice chest, snorkel equipment, goggles and swim noodles have been provided for you.

Attention to detail -- clean -- new --- modern -- peaceful -- your stay can be as busy and exciting or as slow and relaxing as you choose to make it... every effort has been made to provide you with the comforts of home.

More Details

Carolyn Bailey
Member since: 2014
Speaks English
Response time:
Within a few days
Response rate:
Calendar last updated:
27 August, 2017

About Carolyn Bailey

I love the US Virgin Islands!! I live in Oklahoma during the academic year and spend the rest of my time in the Caribbean.

Carolyn Bailey purchased this condo in 2014

Why Carolyn Bailey chose Smith Bay

I actually rented this condo a couple of summers ago... and just asked the owner if he would be interested in selling it... and he said yes!!!

What makes this condo unique

I spend most of my time on the balcony... the breeze comes straight in -- but most important are the breath taking sunrises... they are stunning.


Accommodation and facilities for this holiday condo in Smith Bay in Estate Smith Bay

Property Type:
  • condo
  • floor 2
  • Self-catering
  • Housekeeper Optional
House Rules:
  • Check-in: 16:00 / Check-out: 11:00
  • Max. occupancy: 2
  • Minimum Age Limit for Renters ...
  • not suitable for children
  • pets not allowed
  • non smoking only
Location Type:
  • Ocean View
  • Oceanfront
  • resort
  • Water View
  • Waterfront
  • Adventure
  • Away From It All
  • Historic
  • Romantic
  • Spa
  • Tourist Attractions
  • Air Conditioning ...
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Towels Provided ...
  • Washing Machine ...
  • Free Wifi
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Kitchen ...
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Hob ...
  • Toaster ...
  • Dining ...
  • Dining Area
  • seating for 2 people
  • 1 Bathroom
  • Bathroom 1 -
  • Tile shower with rain shower head - granite vanity top - triple medicine cabinet - linens - blow dryer
  • 1 Bedroom, Sleeps 2
  • Queen bed with dual adjustable air and pillow top mattress. Plenty of closet and cabinet space.
  • DVD Player
  • Satellite / Cable
  • Stereo ...
  • Television
  • Video Library ...
  • Balcony ...
  • Boat ...
  • Kayak / Canoe ...
  • Tennis ...
  • Water Sports Gear ...
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool ...
Onsite Services:
  • Massage
  • churches
  • duty free shops
  • Health/Beauty Spa
  • marina
  • restaurants
  • water parks
Leisure Activities:
  • beachcombing
  • Boating
  • eco tourism
  • horse riding
  • paddle boating
  • photography
  • scenic drives
  • Shelling
  • Shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • deepsea fishing
  • jet skiing
  • Kayaking
  • Parasailing
  • sailing
  • diving
  • snorkelling
  • Snorkeling/Diving
  • swimming
  • tennis
  • wind-surfing
Much effort, time and care has been put into my property to share with you. Everything is NEW and CLEAN. I have lived in the Caribbean part-time for the last 11 years and travel back and forth every 6-10 weeks to Saint Thomas. I am very 'hands on' with the cleanliness and maintenance of my property. I also offer my guests local information and am available at any time during your stay. Saint Thomas is a beautiful, magical place and it is an honor and pleasure to share my 'Slice of Paradise' with you.


5/5 -
(5 traveller reviews)

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Couples Retreat ~Casual Elegance ~ Ocean Front ~ Steps from Pool & Restaurant
average rating of 5.0 based on 5 reviews

Perfect Retreat for 2

  • 5 of 5

After several trips to St. Thomas and staying at other places, we finally found one of the nicest locations! The view toward St. John is beautiful plus the east end location which is close to Red Hook was exactly what we were looking for. We were close to the ferry, several wonderful beaches and lots of delicious dining options. The condo itself was the perfect home away from home for 2. We were only 1 flight of stairs away from parking and 2 flights of stairs away from the pool and a great restaurant/bar. If you've never been to St. Thomas before, you couldn't appreciate that more. All of the people that work at Point Pleasant were extremely friendly and helpful. The guard at the entrance even went out of his way to help us with a soft tire on our rental car the day we had to return it.

Carolyn, the owner of the condo is a very sweet, helpful and accommodating person. She was very easy to get a hold of when we had questions and she responded to our needs in a very timely manner...... you can't go wrong renting from her! She also provides a lot of little extras for your use such as a cooler and noodles to use at the beach, beach towels, snorkeling items, things that you can't drag on an airplane for a weeks stay. Anyone looking to stay at the east end, Red Hook area of St. Thomas needs to first check out Carolyn's condo at Point Pleasant.......THANK YOU CAROLYN!

Chip & Lori Ray

February 2016

  • Review Submitted: 14-Feb-2016
  • Date of Stay: January 2016
  • Source: HomeAway
Owner's Response: Thank you for this review! You touched so many points that are worthy of noting for future guests and I appreciate that very much. I also love the fact that you have been to Saint Thomas many times and have the information and experiences to compare my 'home away from home' and the Point Pleasant property with. Thank you for being the perfect guests and I hope you will come back and visit again!! Sincerely, Carolyn
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2 0
New York, USA

Beautifully appointed.

  • 5 of 5

The condo is appropriately named "Couples retreat;" it is a very cozy unit for two. Carolyn has completely redone the entire place, and so tastefully. She has provided everything one needs to begin a stay at Point Pleasant Resort.

Snorkel equipment was easily borrowed each day from the lobby desk. Panga's, extremely casual restaurant, is one hill of steps below, and the lobby building is two longer and steeper sets of steps above. If one is not in the mood for the walk, just call the desk for the golf cart to give you a ride to the lobby or spa. We alternated. Easy walk to the lovely, close, Sugar Beach. For Pangas, and the beach, you must walk. Beginning Yoga is offered, complimentary, every morning, Monday through Friday. The new spa, at the very top of the resort, is now open, including a fitness center, if you feel you are lacking in exercise. After a couple of days, we didn't bother to call for the golf cart ride to get around the resort. Walking through the numerous paths of lush landscape is amazing; your own personal rainforest. Staff wonderful.

  • Review Submitted: 05-Mar-2015
  • Date of Stay: February 2015
  • Source: VRBO, from HomeAway
Owner's Response: Oh!! Thank you so much for this very informative review!!! I appreciate the descriptive and accurate information you have provided... especially regarding Point Pleasant Resort as a whole... the resort is truly lush and beautiful and offers many amenities.... and the staff is wonderful!!! When planning your next getaway, I hope my little Slice of Paradise is at the top of your list! Sincerely, Carolyn
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0 0

Great Winter Reprieve

  • 5 of 5

Carolyn's condo is very nicely done up and is perfectly suited for a couple looking to enjoy their time exploring and enjoying St. Thomas. Carolyn was extremely helpful as was all the staff at Point Pleasant. We had a wonderful time and were perfectly satisfied with our rental and with Carolyn's accommodations. Only one caveat in my review and it's about the resort, not the condo. This place is built up the mountainside so if you, like my husband and I, like to walk and explore, be prepared for steep climbs and lots of steps! Otherwise, call for the shuttle!!!

  • Review Submitted: 02-Mar-2015
  • Date of Stay: February 2015
  • Source: VRBO, from HomeAway
Owner's Response: Dear Sally... Thank you so much for the comments about the condo.. I have really tried to make it comfortable and relaxing for couples. Also appreciated is your comment about the steps and steep terrain... because it is true... but something I had not thought of to share with everyone.... so I very much appreciate that. Please know that you are welcome back to my Slice of Paradise at any time!!
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1 0
charleston sc

last minute getaway

  • 5 of 5

Carolyn's condo is perfect for a couple looking to get away. Nicely appointed and upgraded unit and Carolyn does everything possible to make sure you have a great stay. Point Pleasure has lots of owners on site so its less of the touristy feeling than some others.

  • Review Submitted: 19-Feb-2015
  • Date of Stay: February 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thank you so much for your review! I appreciate the 5 star rating and your very kind words. I have really put effort into making my place perfect for a couples retreat, honeymoon, celebrating special anniversaries --- or just a very nice vacation--- for two. Please know that you are welcome to visit again anytime! Sincerely, Carolyn
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1 0
Boston, MA

5 day weekend in Saint Thomas

  • 5 of 5

We did extensive research for a 4 night stay for a romantic getaway without our children and decided on Carolyn's place at Point Pleasant Resort. Carolyn was an extreme pleasure to work with during the booking process and provided many helpful tips for our stay. This side of the island is ideally located for beaches, travel to Saint John via car or people ferry and is right near the heart of the Red Hook area for dining and bar hopping. We rented a car which I would recommend if you can stomach the driving on the left side. I took my portable navigation unit and paid Garmin $20 for a local area map which was a must to find our way around. We saw most of the island via car but driving can be treacherous with steep hills and sharp curves. Carolyn's unit is completely renovated and nicely decorated with a deck with a terrific view overlooking the ocean. Fun trip, met lots of good people and would visit again.

  • Review Submitted: 05-Feb-2015
  • Date of Stay: January 2015
  • Source: VRBO, from HomeAway
Owner's Response: Andrew, Thank you for your review, the 5 star rating, and your very kind words. I am so happy that you had a great experience in Saint Thomas and most especially in my place. You two are welcome to come back anytime! Thank you again. Sincerely, Carolyn
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1 0


Nearest Airport
9 Miles
Cyril E King- Airport code STT - 20-40 minutes
Nearest Barpub
on Property - just down two flights of stairs
Nearest Ferry
3 Miles
Red Hook
Nearest Restaurant
on Property
Nearest Beach
Sugar Beach
Car: recommended

We drive on the left in Saint Thomas. A car is recommended if you plan on exploring ... or, if you just want to vacation at your own pace.


Prices & Availability

Prices for this holiday condo in Smith Bay, St. Thomas

Rental Basis:
per property
Owner accepts payment in:
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Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
My Standard Rate
3 night minimum stay
for 3 nights

Additional pricing information

Property Damage Protection £44.34
Tax Rate 12.5%

Rates are subject to change until reservation is confirmed.

Owner's Cancellation Policy

  • 50% refund for cancellations more than 30 days before check-in date.
  • 100% refund for cancellations more than 60 days before check-in date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.
Ask Owner a Question

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