Entire home
Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on
Beachfront holiday home with private pool and kitchen
Photo gallery for Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on





Reviews
9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 82800 sq ft
Popular amenities
Explore the area

- Place, Rum Point Beach
- Place, Grand Cayman Beaches
- Place, Star Fish Point
- Airport, George Town (GCM-Owen Roberts Intl.)
Rooms & beds
3 bedrooms (sleeps 8)
Garden View Guest Bedroom
1 Single Bunk Bed and 1 Queen Bed
Oceanfront Guest Bedroom
1 Queen Bed
Oceanfront Master Suite
1 King Bed
2 bathrooms
Guest Bedroom Shared Bath
Toilet · Shower only
Oceanfront Master Suite Bath
Toilet · Shower only
Outdoor Shower
Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Dining area
About this property
Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on
Welcome to Kailypso, a newly renovated 3-bedroom beachfront villa in Cayman Kai located on Bio Bay.
Measuring over 2,800 square feet with spectacular outdoor spaces, renovated interiors, and a secluded beach, this popular villa is the perfect destination for family vacations and group getaways.
Nestled among tall palm trees and lush tropical plants, Kailypsoís waterfront pool and patio create a tropical oasis. Plenty of loungers dot the pool deck for sunbathers to kick back and work on their tans.
After hours under the sun, cool off with a refreshing dip in the pool or seek shade on the screened-in porch. A concrete pathway leads you down from the pool deck onto a soft sandy beach with a private boat dock. Beach lovers will love this slice of paradise.
Take full advantage of the villa's private dock by booking a charter to Stingray City. Request to be picked up and dropped off right on your dock for the ultimate charter experience!
Two single kayaks are provided during your stay. During the day, launch from the dock and explore the calm surrounding waters of Cayman Kai.
Then, on moonless nights, take the kayaks out and watch the water glow with light as you paddle. Bio Bay is one of the few bioluminescent bays in the world making it an unforgettable experience.
Kailypsoís three bedrooms include a primary suite with an ensuite bathroom and two additional bedrooms with a shared bathroom between them.
***Sleeping Arrangements***
(Sleeps 8 guests total, 6 adults max)
Bedroom 1: primary suite, king bed, waterfront views, television, walk-out access to the screened porch, ensuite with double vanity and shower.
Bedroom 2: king bed, waterfront views, television, walk-out access to the screened porch, shares hall bathroom furnished with shower.
Bedroom 3: queen bed + bunk bed for kids (not pictured), garden views, shares hall bathroom furnished with shower.
Kailypsoís interiors feature an open-concept great room with living and dining areas furnished in light tropical decor. The formal dining table seats 6 and is adjacent to the kitchen with waterfront views.
A galley kitchen comes equipped with modern appliances including a microwave and dishwasher, plus cookware, dishes, glassware, and cutlery.
A full-width screened porch sits off the great room leading out to the pool deck. The porch is furnished with comfortable seating areas and a patio dining table with seating for 8. A propane grill and outdoor dining table, with seating for 6, sit on the pool deck and are perfect for island cookouts under the stars.
Finally, Kailypsoís location puts it at the center of all the best that Cayman Kai has to offer, minus the crowds. Guests can walk to the Rum Point Club, The Kaibo, or Starfish Point.
With a great location and fabulous outdoor amenities, it's easy to see why guests love Kailypso!
***IMPORTANT NOTES***
The boat photographed at the dock is not included with the villa, however, a boat rental can be arranged.
A Cleaning Fee is required due to enhanced cleaning and sanitation protocols.
Additional kayaks and stand-up paddleboards (SUPs) are available for discounted rental. Signed waiver required.
***Rate Details***
13% Occupancy Tax added to all rates.
10% Guest Service added to all rates.
A Departure Cleaning Fee is added to all stays.
***Booking Rules***
Christmas & New Year's dates are split into two rental periods. Please inquire about your travel dates before booking.
Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking.
Must be 25 or older to book and must occupy the property during the entire stay.
***Grand Cayman Villas & Condos Guest Services***
The 10% Guest Service Fee includes your Guest Services Membership.
Member Benefits
Free snorkel equipment (mask, fins, & snorkel) during your stay
Complimentary pack-n-plays, booster seats, & baby gates
10% Advance Booking Discount towards a private Stingray City snorkel charter
Guest Benefit Card for 10% discounts at local restaurants, bars, watersports providers, and more!
Complimentary early check-in, if no check-out on the same day
Centralized on-island Guest Services & Welcome Center
Unlimited use of Private Fitness Center (18+ yrs.)
Business Center Access: computers, printer, scanner, & FedEx/DHL supplies
Referral to preferred vendors, guest services desk assistance
Additional kayaks and stand-up paddleboards (SUPs) available for discounted rental*
*Signed waiver required.
**Nearby Attractions***
Villa is located on Cayman's Bioluminescent Bay
13-minute walk to beachfront dining at the Rum Point Club or The Kaibo Beach Bar & Grill
20-minute walk to Starfish Point
5 miles to the nearest grocery store, Chisholm's Grocery
6 miles to Over the Edge restaurant
7 miles to Cayman Crystal Caves
9 miles to our Grand Cayman Villas & Condos Welcome Center
13 miles to the nearest supermarket, Foster's Express
26.5 miles (50 min drive) from Owen Roberts Airport (GCM)
***Getting Around***
A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island.
For rental cars, we recommend Budget Cayman, Avis, or Marshalls.
***Day Tripping***
Cayman Ferries operates daily water taxis departing from the Kaibo Marina to Camana Bay. Perfect for day trips to Seven Mile Beach or shopping excursions at Camana Bay. Download their app to purchase your tickets in advance. Just be sure to make it back for the return voyage across the sound!
***Villa Cleaning & Sanitation***
All villas are cleaned and sanitized before each guest's arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival.
***Beach Notes***
All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks.
***Ocean Debris & Sargassum Seaweed***
Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked before your arrival.
Should sargassum be extremely heavy behind your property, we will reach out to the owner for alternative solutions which may include a partial refund or relocation. We try our best to work around Mother Nature.
Measuring over 2,800 square feet with spectacular outdoor spaces, renovated interiors, and a secluded beach, this popular villa is the perfect destination for family vacations and group getaways.
Nestled among tall palm trees and lush tropical plants, Kailypsoís waterfront pool and patio create a tropical oasis. Plenty of loungers dot the pool deck for sunbathers to kick back and work on their tans.
After hours under the sun, cool off with a refreshing dip in the pool or seek shade on the screened-in porch. A concrete pathway leads you down from the pool deck onto a soft sandy beach with a private boat dock. Beach lovers will love this slice of paradise.
Take full advantage of the villa's private dock by booking a charter to Stingray City. Request to be picked up and dropped off right on your dock for the ultimate charter experience!
Two single kayaks are provided during your stay. During the day, launch from the dock and explore the calm surrounding waters of Cayman Kai.
Then, on moonless nights, take the kayaks out and watch the water glow with light as you paddle. Bio Bay is one of the few bioluminescent bays in the world making it an unforgettable experience.
Kailypsoís three bedrooms include a primary suite with an ensuite bathroom and two additional bedrooms with a shared bathroom between them.
***Sleeping Arrangements***
(Sleeps 8 guests total, 6 adults max)
Bedroom 1: primary suite, king bed, waterfront views, television, walk-out access to the screened porch, ensuite with double vanity and shower.
Bedroom 2: king bed, waterfront views, television, walk-out access to the screened porch, shares hall bathroom furnished with shower.
Bedroom 3: queen bed + bunk bed for kids (not pictured), garden views, shares hall bathroom furnished with shower.
Kailypsoís interiors feature an open-concept great room with living and dining areas furnished in light tropical decor. The formal dining table seats 6 and is adjacent to the kitchen with waterfront views.
A galley kitchen comes equipped with modern appliances including a microwave and dishwasher, plus cookware, dishes, glassware, and cutlery.
A full-width screened porch sits off the great room leading out to the pool deck. The porch is furnished with comfortable seating areas and a patio dining table with seating for 8. A propane grill and outdoor dining table, with seating for 6, sit on the pool deck and are perfect for island cookouts under the stars.
Finally, Kailypsoís location puts it at the center of all the best that Cayman Kai has to offer, minus the crowds. Guests can walk to the Rum Point Club, The Kaibo, or Starfish Point.
With a great location and fabulous outdoor amenities, it's easy to see why guests love Kailypso!
***IMPORTANT NOTES***
The boat photographed at the dock is not included with the villa, however, a boat rental can be arranged.
A Cleaning Fee is required due to enhanced cleaning and sanitation protocols.
Additional kayaks and stand-up paddleboards (SUPs) are available for discounted rental. Signed waiver required.
***Rate Details***
13% Occupancy Tax added to all rates.
10% Guest Service added to all rates.
A Departure Cleaning Fee is added to all stays.
***Booking Rules***
Christmas & New Year's dates are split into two rental periods. Please inquire about your travel dates before booking.
Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking.
Must be 25 or older to book and must occupy the property during the entire stay.
***Grand Cayman Villas & Condos Guest Services***
The 10% Guest Service Fee includes your Guest Services Membership.
Member Benefits
Free snorkel equipment (mask, fins, & snorkel) during your stay
Complimentary pack-n-plays, booster seats, & baby gates
10% Advance Booking Discount towards a private Stingray City snorkel charter
Guest Benefit Card for 10% discounts at local restaurants, bars, watersports providers, and more!
Complimentary early check-in, if no check-out on the same day
Centralized on-island Guest Services & Welcome Center
Unlimited use of Private Fitness Center (18+ yrs.)
Business Center Access: computers, printer, scanner, & FedEx/DHL supplies
Referral to preferred vendors, guest services desk assistance
Additional kayaks and stand-up paddleboards (SUPs) available for discounted rental*
*Signed waiver required.
**Nearby Attractions***
Villa is located on Cayman's Bioluminescent Bay
13-minute walk to beachfront dining at the Rum Point Club or The Kaibo Beach Bar & Grill
20-minute walk to Starfish Point
5 miles to the nearest grocery store, Chisholm's Grocery
6 miles to Over the Edge restaurant
7 miles to Cayman Crystal Caves
9 miles to our Grand Cayman Villas & Condos Welcome Center
13 miles to the nearest supermarket, Foster's Express
26.5 miles (50 min drive) from Owen Roberts Airport (GCM)
***Getting Around***
A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island.
For rental cars, we recommend Budget Cayman, Avis, or Marshalls.
***Day Tripping***
Cayman Ferries operates daily water taxis departing from the Kaibo Marina to Camana Bay. Perfect for day trips to Seven Mile Beach or shopping excursions at Camana Bay. Download their app to purchase your tickets in advance. Just be sure to make it back for the return voyage across the sound!
***Villa Cleaning & Sanitation***
All villas are cleaned and sanitized before each guest's arrival. We also ask our owners to provide a starter supply of extra cleaning products. Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival.
***Beach Notes***
All beaches in Grand Cayman are technically public since the Crown owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to shifting weather and tide patterns. The next-door beach is also always available for your use. We advise guests to wear foot protection (pool socks or aqua shoes) when entering the ocean to avoid injury on coral heads, ironshore, or rocks.
***Ocean Debris & Sargassum Seaweed***
Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked before your arrival.
Should sargassum be extremely heavy behind your property, we will reach out to the owner for alternative solutions which may include a partial refund or relocation. We try our best to work around Mother Nature.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Gym
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
A car is required for transport to and from this property
About the area
North Side
Located in North Side, this holiday home is on the beach. Queen Elizabeth II Botanic Park and Governor Michael Gore Bird Sanctuary are local attractions and those in the mood for shopping can visit Governors Square and The Strand Shopping Center. Discover the area's water adventures with scuba diving, snorkelling and power boating nearby, or enjoy the great outdoors with ecotours.

Rum Point, Grand Cayman
Getting around
Restaurants
- Kaibo restaurant . beach bar . marina - 14 min walk
- Rum Point Club and Restaurant - 10 min walk
- Czech Inn Grill - 29 min drive
- Over The Edge - 14 min drive
- Driftwood Bar & Grill - 61 min drive
Frequently asked questions
About the host
Hosted by Grand Cayman Villas & Condos
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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