Short Term Rental WeddingTMin Caribbean
Showing 10 of 274 venues


Tingalayo is a private villa for 12 with 270 degree breathtaking views.
4.9Tingalayo is a private villa for 12 with 270 degree breathtaking views. Occasionally, very occasionally, you take a holiday in a place that is so special you find yourself settling back into your chair and thinking...This is as good as it gets. Perched atop the mountain at the en…


Beachfront-Jacuzzi, Kayaks, SUPs, Snorkel Gr, No Stairs, Close to Town-GENERATOR
4.9Beachfront-Jacuzzi, Kayaks, SUPs, Snorkel Gr, No Stairs, Close to Town-GENERATOR Please book from a Saturday-Saturday **This villa is equipped with a generator that automatically engages when there is a power outage on the island. Power outages are frequent occurrences on St John…


SUREWINDS - Contemporary Villa and Apartment Combo
SUREWINDS - Contemporary Villa and Apartment Combo Surewinds has been a labor of love. It is designed for carefree island living…… no worries, barefeet, open windows and gentle breezes. The architectural style is classic Caribbean, (think masonry construction, ceiling fans, and c…


Frenchman's Cove 3-Bedroom Suite + Beachfront Amenities
Frenchman's Cove 3-Bedroom Suite + Beachfront Amenities **7-Night Stay Required (Friday-Friday, Saturday-Saturday OR Sunday-Sunday Check-In/Check-Out)** Perfectly situated on a secluded beach with amazing views of Pacquereau Bay and the St. Thomas harbor. Located on 13.3 acr…


NEWEST House on St John! Gorgeous!! Secluded Pool, 6 min from ferry, Sleeps 12
4.9NEWEST House on St John! Gorgeous!! Secluded Pool, 6 min from ferry, Sleeps 12 Welcome to On The Rocks, your new 5 bedroom, luxury vacation home in Estate Chocolate Hole on the stunning island of St. John in the Caribbean. This secluded tropical oasis offers unparalleled relaxati…


Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
4.9Beach House and Cottage with 2 Full Kitchens, Sleeps 16. The Bay is a private home with 500 Feet of beach front over 5 acres in the laid-back Old Man Bay community on the North Side. 3 Acre protected beach next door. Beach Access: Nearby sandy shallow water cove at On the Bay con…


Coco Kai Beach Front Villa with Heated Pool and Private Dock
Coco Kai Beach Front Villa with Heated Pool and Private Dock As seen on the Travel Channel The immensely popular Coco Kai Villa is now available directly from the owner. This property is situated in the quiet, pristine area of Cayman Kai. Our home sits on the beautiful beaches of…


Sea Orchard Retreat: Gated Micro-Resort Near 7 Mile Beach w/Shared Pool & Jacuzzi
4.9Sea Orchard Retreat: Gated Micro-Resort Near 7 Mile Beach w/Shared Pool & Jacuzzi ***Property Overview*** Sea Orchard Retreat offers individuals, couples, families, and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wel…


Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes. Rum Reef: a luxurious beachfront villa in the Cayman Islands Rum Reef is a spacious six-bedroom, five-bathroom villa located on the North Side of Grand Cayman. It boasts stunning Caribbean views, a priva…


Featherstone - The Estate
Featherstone - The Estate Featherstone Estate is on the north coast of Cayman Brac, just a 15 minute drive from the airport. Comprising of 3 separate units on 1.2 acres with a beautiful private beach this is the perfect place to get away from it all. Featherstone can easily ac…



Tingalayo is a private villa for 12 with 270 degree breathtaking views.
4.9British Virgin Islands
Tingalayo is a private villa for 12 with 270 degree breathtaking views. Occasionally, very occasionally, you take a holiday in a place that is so special you find yourself settling back into your chair and thinking...This is as good as it gets. Perched atop the mountain at the en…



Beachfront-Jacuzzi, Kayaks, SUPs, Snorkel Gr, No Stairs, Close to Town-GENERATOR
4.9British Virgin Islands
Beachfront-Jacuzzi, Kayaks, SUPs, Snorkel Gr, No Stairs, Close to Town-GENERATOR Please book from a Saturday-Saturday **This villa is equipped with a generator that automatically engages when there is a power outage on the island. Power outages are frequent occurrences on St John…



SUREWINDS - Contemporary Villa and Apartment Combo
British Virgin Islands
SUREWINDS - Contemporary Villa and Apartment Combo Surewinds has been a labor of love. It is designed for carefree island living…… no worries, barefeet, open windows and gentle breezes. The architectural style is classic Caribbean, (think masonry construction, ceiling fans, and c…



Frenchman's Cove 3-Bedroom Suite + Beachfront Amenities
British Virgin Islands
Frenchman's Cove 3-Bedroom Suite + Beachfront Amenities **7-Night Stay Required (Friday-Friday, Saturday-Saturday OR Sunday-Sunday Check-In/Check-Out)** Perfectly situated on a secluded beach with amazing views of Pacquereau Bay and the St. Thomas harbor. Located on 13.3 acr…



NEWEST House on St John! Gorgeous!! Secluded Pool, 6 min from ferry, Sleeps 12
4.9British Virgin Islands
NEWEST House on St John! Gorgeous!! Secluded Pool, 6 min from ferry, Sleeps 12 Welcome to On The Rocks, your new 5 bedroom, luxury vacation home in Estate Chocolate Hole on the stunning island of St. John in the Caribbean. This secluded tropical oasis offers unparalleled relaxati…



Beach House and Cottage with 2 Full Kitchens, Sleeps 16.
4.9Cayman Islands
Beach House and Cottage with 2 Full Kitchens, Sleeps 16. The Bay is a private home with 500 Feet of beach front over 5 acres in the laid-back Old Man Bay community on the North Side. 3 Acre protected beach next door. Beach Access: Nearby sandy shallow water cove at On the Bay con…



Coco Kai Beach Front Villa with Heated Pool and Private Dock
Cayman Islands
Coco Kai Beach Front Villa with Heated Pool and Private Dock As seen on the Travel Channel The immensely popular Coco Kai Villa is now available directly from the owner. This property is situated in the quiet, pristine area of Cayman Kai. Our home sits on the beautiful beaches of…



Sea Orchard Retreat: Gated Micro-Resort Near 7 Mile Beach w/Shared Pool & Jacuzzi
4.9Cayman Islands
Sea Orchard Retreat: Gated Micro-Resort Near 7 Mile Beach w/Shared Pool & Jacuzzi ***Property Overview*** Sea Orchard Retreat offers individuals, couples, families, and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wel…



Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes.
Cayman Islands
Rum Reef, 6 bedroom house in North Side, pool, private beach, kayaks, bikes. Rum Reef: a luxurious beachfront villa in the Cayman Islands Rum Reef is a spacious six-bedroom, five-bathroom villa located on the North Side of Grand Cayman. It boasts stunning Caribbean views, a priva…



Featherstone - The Estate
Cayman Islands
Featherstone - The Estate Featherstone Estate is on the north coast of Cayman Brac, just a 15 minute drive from the airport. Comprising of 3 separate units on 1.2 acres with a beautiful private beach this is the perfect place to get away from it all. Featherstone can easily ac…









