Five Cays Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Jul 12 - Jul 21

    Northwest Point Resort + Flight

    Providenciales
    9 nights
    3.0 star property
    8.6/10 - Excellent (179 reviews)
    "You NEED A vehicle to get around in. The Entire road leading to the condo is Koleche with pot holes for about 16 min straight. The day we checked in, the restaurant that is onsite was closed and the nearest and Expensive restaurant (Conch Shack) was about 23 min away. The rooms are clean and there is a beautiful view of the ocean in building 2 (not as beautiful as Grace Bay). The hostess was very slow on responses and only answers questions about the property. She did also give 1 restaurant..."
    Reviewed May 4, 2026
    Roundtrip Boston (BOS) - Providenciales (PLS)
    BOS - PLS1 stop PLS - BOS1 stop
    $2,151
    $976
    per traveler
    found 1 day ago
    Northwest Point Resort
  • Aug 19 - Aug 27

    Long Bay Beach Club + Flight

    Long Bay Hills
    8 nights
    5.0 star property
    10/10 - Exceptional (3 reviews)
    "I’ve been to Turks with friends and family several times, but this was the first time I rented a beachfront property with concierge service and it was an amazing experience. The concierge service at Long Bay Beach Club coordinated VIP airport entrance and transportation to the villa and we skiped the long line. We also opted for gourmet chef service, and it was a fantastic experience. The villa was impeccably clean, with high-quality towels, shampoo, and all the amenities we could imagine...."
    Reviewed November 14, 2023
    Roundtrip Boston (BOS) - Providenciales (PLS)
    BOS - PLSNonstop PLS - BOSNonstop
    $19,389
    $8,910
    per traveler
    found 1 day ago
    Long Bay Beach Club
  • Jul 12 - Jul 21

    Dream Villas Provo + Flight

    Blue Hills
    9 nights
    3.5 star property
    9.2/10 - Wonderful (67 reviews)
    "sooooo amazing! me and my girlfriend stayed her for our vacation and we would 100% stay here again when we come back ! we loved it! our own private get away, the honeymoon suite is amazing! having your own privacy, pool, area , it was all so perfect we loved it! Host was great, and very kind, he always got back to me so fast and fixed any problem we had. Book!!"
    Reviewed June 8, 2026
    Roundtrip Boston (BOS) - Providenciales (PLS)
    BOS - PLS1 stop PLS - BOS1 stop
    $6,459
    $3,227
    per traveler
    found 1 day ago
    Dream Villas Provo
  • Jul 12 - Jul 21

    Windsong on the Reef + Flight

    Grace Bay
    9 nights
    4.5 star property
    9.2/10 - Wonderful (1,093 reviews)
    "The staff, amenities, and Beach view were exceptional. One of my best vacations!"
    Reviewed June 8, 2026
    Roundtrip Boston (BOS) - Providenciales (PLS)
    BOS - PLS1 stop PLS - BOS1 stop
    Save 100% on your flight
    $4,276
    $2,372
    per traveler
    found 1 day ago
    Windsong on the Reef
  • Aug 13 - Aug 19

    Beachfront at Windsong on the Reef + Flight

    Grace Bay
    6 nights
    5.0 star property
    9.2/10 - Wonderful (150 reviews)
    "What an absolutely perfect spot. From the moment we entered the property we were in paradise. The staff is so friendly, warm, and welcoming. The rooms are immaculate and beautiful. The view cannot be beat. Being on the reef, if you get close to it you can see all the beautiful fish without even using snorkeling gear, which of course is provided for a truly nominal cost. The shuttle to the grocery store is very convenient. The food is good. If I were to go back to the island I wouldn’t even..."
    Reviewed June 8, 2026
    Roundtrip Boston (BOS) - Providenciales (PLS)
    BOS - PLS1 stop PLS - BOS1 stop
    Save 100% on your flight
    $4,174
    $2,399
    per traveler
    found 1 day ago
    Beachfront at Windsong on the Reef

Where to stay in Five Cays

Find the best Five Cays areas and neighborhoods for the activities you enjoy most. Learn more about Five Cays

Five Cays Hotel Deals

Le Bleu Bed and Breakfast

Le Bleu Bed and Breakfast

3 out of 5
30 Five Cays Rd Providenciales Caicos Islands
$246 nightly
The price is $300 total per night from Jun 13 to Jun 14
$300 total
Jun 13 - Jun 14
Total with taxes and fees
7.4/10 Good! (140 reviews)
"Great stay"

Reviewed on Jun 6, 2026

Le Bleu Bed and Breakfast
Windsong on the Reef

Windsong on the Reef

4.5 out of 5
Stubbs Rd Providenciales Providenciales
$451 nightly
The price is $546 total per night from Jun 17 to Jun 18
$546 total
Jun 17 - Jun 18
Total with taxes and fees
9.2/10 Wonderful! (1,093 reviews)
"The staff, amenities, and Beach view were exceptional. One of my best vacations!"

Reviewed on Jun 8, 2026

Windsong on the Reef
The Ritz-Carlton, Turks & Caicos

The Ritz-Carlton, Turks & Caicos

5 out of 5
Grace Bay Road Providenciales
$1,006 nightly
The price is $1,215 total per night from Jun 21 to Jun 22
$1,215 total
Jun 21 - Jun 22
Total with taxes and fees
9/10 Wonderful! (602 reviews)
"Everything amazing!!!!!"

Reviewed on Jun 7, 2026

The Ritz-Carlton, Turks & Caicos
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.