Endless Summer, Jamaica
Grand Total
$0
Starting At
$1,428.00 / Nt
Please select travel dates and bedrooms
Grand Total
$0
0 Points
BOOK

Endless Summer

PREFERRED
Montego Bay, Jamaica
7 BEDROOMS
2 King
1 Kings/2 Twins
5 Queen
2 Double
7 BATHROOMS
7 En-suite
14 GUESTS
18 years and above

Endless Summer: A Majestic Caribbean Retreat

Rising majestically against the azure Caribbean backdrop, Endless Summer presents an architectural masterpiece crowned with elegant turrets and commanding breathtaking sea views. Your arrival experience begins at the sophisticated porte-cochere, where beveled glass doors reveal a dramatic 80-foot columned interior that immediately captivates the senses.

The grand foyer features a sweeping white stone staircase that curves gracefully upward to a balustraded gallery, encircling and overlooking the sunken living room below while crowned by the home's highest turret dome above. Floor-to-ceiling glass doors line the gallery and all main bedrooms, opening to a deep wrap-around veranda that frames panoramic vistas spanning the manicured golf course and the turquoise horizon beyond.

The villa's interior design achieves effortless sophistication through mushroom-colored walls precisely trimmed in crisp white. The Mediterranean-style flooring—custom-crafted on-site and smooth as marble underfoot—completes the refined palette of soft, minimalist tones. Dining becomes an elevated experience with meals served on fine Lenox china in the intimate downstairs alcove, the north veranda, or the upper balcony where sunset views create an unforgettable backdrop. Strategically positioned Bose speakers deliver immersive sound throughout the interior spaces, verandas, balconies, and pool area.

The vibrant energy of Montego Bay and its famous "hip strip" lies just 15 minutes from your doorstep, while the exclusive Half Moon resort—offering a private beach, tennis courts, fitness facilities, water sports, and exceptional dining—is a mere five-minute drive downhill.

Endless Summer stands as an incomparable wedding venue, with its architectural grandeur creating multiple settings for an unforgettable celebration—from intimate ceremonies on the upper balcony with ample guest space, to elegant receptions across the expansive veranda and pool terrace, culminating in the dramatic tradition of the bridal bouquet toss from the upper gallery.

Note: For guests to receive Alaina's Retreat (Guest Cottage) the 7 bedrooms must be booked.

***Please note that while we strive to maintain all amenities in perfect working condition, Jacuzzis and hot tubs cannot be guaranteed. This unit contains complex parts that may occasionally break down and can be challenging to replace promptly. We appreciate your understanding.

Interior Area Size: 11000 ft²
No reviews yet, but our villa experts can help. Contact us for firsthand insights and personalized guidance.

Bedroom 1: Upper floor Master bedroom with a king-size bed, TV, private terrace with ocean view and en-suite bathroom with bathtub, shower, vanity and WC. 2 guests maximum.

Bedroom 2: Upper floor bedroom with a queen-size bed, TV, access to terrace and en-suite bathroom with bathtub/shower combination, vanity and WC. 2 guests maximum. Connected with Bedroom 3.

Bedroom 3: Upper floor bedroom with a queen-size bed, TV, access to terrace and en-suite bathroom with bathtub/shower combination, vanity and WC. 2 guests maximum. Connected with Bedroom 2.

Bedroom 4 - Garage Apartment: Upper floor bedroom with two double beds, and en-suite bathroom with bathtub/shower combination, vanity and WC. 2 guests maximum. Connected to Bedroom 1.

Bedroom 5 - Garage Apartment: Upper floor bedroom with two single beds (can be made up as a king-size bed), and adjacent bathroom with bathtub/shower combination, vanity and WC. 2 guests maximum. Please note this bedroom is smaller than the other ones.

Garage Apartment Central Room: Lower floor bedroom with a queen-size bed, TV, A/C and shared bathroom (with bedroom 4 or 5) with bathtub/shower combination, vanity and WC. 2 guests maximum. Please note that there is no privacy as guests in bedrooms 4 and 5 must pass through the room to access the stairs to the main level below.

Bedroom 6: Bedroom with a king-size bed, TV, access to terrace, ocean view and en-suite bathroom with bathtub/shower combination, vanity and WC. 2 guests maximum



Guest Cottage - Alaina's Retreat (only available when the villa is rented at the 7-bedroom rate).

Bedroom 7: Bedroom with two queen-size beds, sitting room, balcony and en-suite bathroom with shower, vanity and WC. 2 adults maximum. Private entrance.

  • Air Conditioning - Bedrooms
  • Alfresco Dining Area
  • Beach Towels
  • Bed and Bath Linens
  • Cable TV
  • CD Player
  • Chef Service
  • Children Welcome
  • Computer
  • Connected Bedrooms
  • Daily Turndown Service
  • Dishwasher
  • Dryer
  • DVD Player
  • Film Library
  • Fitness Room - Private
  • Games Library
  • Hair Dryer
  • Internet
  • iPod Dock
  • Iron
  • Jacuzzi/Whirlpool
  • Kettle
  • Library
  • Media Room
  • Office
  • Outdoor Grill
  • Outdoor Shower
  • Patio/Terrace
  • Phone
  • Safe
  • Secured Parking
  • Security System
  • Sound System
  • Tub
  • View - Ocean/Sea
  • Voltage - 110
  • Washer
  • Wheelchair Accessible
  • WiFi
Staff
  • Butler/Host
  • Chef/cook
  • Gardener
  • Housekeeper(s)
  • Laundress
Chef/Cook
Chef: 3 meals per day
Cost of food and beverage is not included. Average budget is US$75–US$85 per adult per day and $40 per day per child.

Suggested staff gratuity is 15% of the rental rate during low season and 10% of the rental rate during high season.
* Unless stated otherwise, the expenses for food and beverages are excluded and will be invoiced separately by the property.
Housekeeping
Maid service 7 days a week
  • Outdoor
  • Private
SEASON BEDROOMS DAILY WEEKLY
2026 Jun 13 to Nov 21 June 13, 2026 - November 21, 2026 (4 night minimum)
4 $1,428.00 $9,996.00
5 $1,729.00 $12,103.00
6 $2,030.00 $14,210.00
7 $2,330.00 $16,310.00
2026 Nov 21 to Nov 29 November 21, 2026 - November 29, 2026 (7 night minimum)
7 $2,782.00 $19,474.00
2026 Nov 29 to Dec 15 November 29, 2026 - December 15, 2026 (4 night minimum)
4 $1,428.00 $9,996.00
5 $1,729.00 $12,103.00
6 $2,030.00 $14,210.00
7 $2,330.00 $16,310.00
2026 Dec 15 to Dec 19 December 15, 2026 - December 19, 2026 (5 night minimum)
4 $1,579.00 $11,053.00
5 $1,879.00 $13,153.00
6 $2,180.00 $15,260.00
7 $2,782.00 $19,474.00
2026 Dec 19 to Dec 27 December 19, 2026 - December 27, 2026 (7 night minimum)
7 $4,285.00 $29,995.00
2026 Dec 27 to 2027 Jan 3 December 27, 2026 - January 3, 2027 (7 night minimum)
7 $4,436.00 $31,052.00
2027 Jan 3 to Mar 27 January 3, 2027 - March 27, 2027 (5 night minimum)
4 $1,579.00 $11,053.00
5 $1,879.00 $13,153.00
6 $2,180.00 $15,260.00
7 $2,782.00 $19,474.00
2027 Mar 27 to Apr 4 March 27, 2027 - April 4, 2027 (7 night minimum)
7 $2,782.00 $19,474.00
2027 Apr 4 to Apr 16 April 4, 2027 - April 16, 2027 (5 night minimum)
4 $1,579.00 $11,053.00
5 $1,879.00 $13,153.00
6 $2,180.00 $15,260.00
7 $2,782.00 $19,474.00
2027 Apr 16 to Nov 20 April 16, 2027 - November 20, 2027 (4 night minimum)
4 $1,428.00 $9,996.00
5 $1,729.00 $12,103.00
6 $2,030.00 $14,210.00
7 $2,330.00 $16,310.00
2027 Nov 20 to Nov 28 November 20, 2027 - November 28, 2027 (7 night minimum)
7 $2,782.00 $19,474.00
2027 Nov 28 to Dec 15 November 28, 2027 - December 15, 2027 (4 night minimum)
4 $1,428.00 $9,996.00
5 $1,729.00 $12,103.00
6 $2,030.00 $14,210.00
7 $2,330.00 $16,310.00
2027 Dec 15 to Dec 19 December 15, 2027 - December 19, 2027 (5 night minimum)
4 $1,579.00 $11,053.00
5 $1,879.00 $13,153.00
6 $2,180.00 $15,260.00
7 $2,782.00 $19,474.00
2027 Dec 19 to Dec 27 December 19, 2027 - December 27, 2027 (7 night minimum)
7 $4,285.00 $29,995.00
2027 Dec 27 to 2028 Jan 4 December 27, 2027 - January 4, 2028 (7 night minimum)
7 $4,436.00 $31,052.00
2026 Jun 13 to Nov 21 June 13, 2026 - November 21, 2026 (4 night minimum)
Bedrooms: 4
Daily: $1,428.00
Weekly: $9,996.00
Bedrooms: 5
Daily: $1,729.00
Weekly: $12,103.00
Bedrooms: 6
Daily: $2,030.00
Weekly: $14,210.00
Bedrooms: 7
Daily: $2,330.00
Weekly: $16,310.00
2026 Nov 21 to Nov 29 November 21, 2026 - November 29, 2026 (7 night minimum)
Bedrooms: 7
Daily: $2,782.00
Weekly: $19,474.00
2026 Nov 29 to Dec 15 November 29, 2026 - December 15, 2026 (4 night minimum)
Bedrooms: 4
Daily: $1,428.00
Weekly: $9,996.00
Bedrooms: 5
Daily: $1,729.00
Weekly: $12,103.00
Bedrooms: 6
Daily: $2,030.00
Weekly: $14,210.00
Bedrooms: 7
Daily: $2,330.00
Weekly: $16,310.00
2026 Dec 15 to Dec 19 December 15, 2026 - December 19, 2026 (5 night minimum)
Bedrooms: 4
Daily: $1,579.00
Weekly: $11,053.00
Bedrooms: 5
Daily: $1,879.00
Weekly: $13,153.00
Bedrooms: 6
Daily: $2,180.00
Weekly: $15,260.00
Bedrooms: 7
Daily: $2,782.00
Weekly: $19,474.00
2026 Dec 19 to Dec 27 December 19, 2026 - December 27, 2026 (7 night minimum)
Bedrooms: 7
Daily: $4,285.00
Weekly: $29,995.00
2026 Dec 27 to 2027 Jan 3 December 27, 2026 - January 3, 2027 (7 night minimum)
Bedrooms: 7
Daily: $4,436.00
Weekly: $31,052.00
2027 Jan 3 to Mar 27 January 3, 2027 - March 27, 2027 (5 night minimum)
Bedrooms: 4
Daily: $1,579.00
Weekly: $11,053.00
Bedrooms: 5
Daily: $1,879.00
Weekly: $13,153.00
Bedrooms: 6
Daily: $2,180.00
Weekly: $15,260.00
Bedrooms: 7
Daily: $2,782.00
Weekly: $19,474.00
2027 Mar 27 to Apr 4 March 27, 2027 - April 4, 2027 (7 night minimum)
Bedrooms: 7
Daily: $2,782.00
Weekly: $19,474.00
2027 Apr 4 to Apr 16 April 4, 2027 - April 16, 2027 (5 night minimum)
Bedrooms: 4
Daily: $1,579.00
Weekly: $11,053.00
Bedrooms: 5
Daily: $1,879.00
Weekly: $13,153.00
Bedrooms: 6
Daily: $2,180.00
Weekly: $15,260.00
Bedrooms: 7
Daily: $2,782.00
Weekly: $19,474.00
2027 Apr 16 to Nov 20 April 16, 2027 - November 20, 2027 (4 night minimum)
Bedrooms: 4
Daily: $1,428.00
Weekly: $9,996.00
Bedrooms: 5
Daily: $1,729.00
Weekly: $12,103.00
Bedrooms: 6
Daily: $2,030.00
Weekly: $14,210.00
Bedrooms: 7
Daily: $2,330.00
Weekly: $16,310.00
2027 Nov 20 to Nov 28 November 20, 2027 - November 28, 2027 (7 night minimum)
Bedrooms: 7
Daily: $2,782.00
Weekly: $19,474.00
2027 Nov 28 to Dec 15 November 28, 2027 - December 15, 2027 (4 night minimum)
Bedrooms: 4
Daily: $1,428.00
Weekly: $9,996.00
Bedrooms: 5
Daily: $1,729.00
Weekly: $12,103.00
Bedrooms: 6
Daily: $2,030.00
Weekly: $14,210.00
Bedrooms: 7
Daily: $2,330.00
Weekly: $16,310.00
2027 Dec 15 to Dec 19 December 15, 2027 - December 19, 2027 (5 night minimum)
Bedrooms: 4
Daily: $1,579.00
Weekly: $11,053.00
Bedrooms: 5
Daily: $1,879.00
Weekly: $13,153.00
Bedrooms: 6
Daily: $2,180.00
Weekly: $15,260.00
Bedrooms: 7
Daily: $2,782.00
Weekly: $19,474.00
2027 Dec 19 to Dec 27 December 19, 2027 - December 27, 2027 (7 night minimum)
Bedrooms: 7
Daily: $4,285.00
Weekly: $29,995.00
2027 Dec 27 to 2028 Jan 4 December 27, 2027 - January 4, 2028 (7 night minimum)
Bedrooms: 7
Daily: $4,436.00
Weekly: $31,052.00

Rates based on 14 guests.

Note: The rates above are subject to 0% Tax/Service Charge.
Payments accepted in US Dollars, Canadian Dollars, Euros, British Pound, Swiss Franc, Australian Dollars, New Zealand Dollars.
Major credit cards accepted in US Dollars.
Rates are subject to change without prior notice.

  • Reservation deposit is 30%. Full balance is due 90 days prior to arrival.
  • Christmas/New Year Booking Condition: 50% deposit required. Balance due by August 1st.
  • Thanksgiving Booking Condition: 50% deposit required. Balance due by August 1st.
  • Cancellation Policy: General Conditions: For cancellations greater than 61 days prior to arrival, 25% of the deposit paid is forfeited. Cancellations within 60 days, 100% of gross rental is forfeited. Thanksgiving Conditions: For cancellations greater than 91 days prior to arrival, 25% of the deposit paid is forfeited. Cancellations within 90 days, 100% of gross rental is forfeited. Please note for Thanksgiving week all payment are non refundable for the following villas: Rio Chico, Lime-Acre, and Sundown. Holidays/Festive Conditions: For cancellations greater than 121 days prior to arrival, 25% of the deposit paid is forfeited. Cancellations within 120 days, 100% of gross rental is forfeited. Please note for Festive season all payment are non refundable for the following villas: Rio Chico, Lime-Acre, Sundown, Whispering Waters, Keela Wee, Happy Hour, and Sea Grapes.
  • Check In / Check Out: 3pm / 11am
  • Damage Deposit: Mandatory US$299.00 fee covering up to US$3500 worth of damage
  • Restricted to age 18 and above
  • No Pets Allowed
  • No Smoking
  • Full capacity rate required during Thanksgiving week.
  • Provisions and groceries are not included
  • Rates are set in US Dollars. Prices in other currencies may fluctuate.
  • Staff gratuity is 10% of the gross rental rate in High Season, 15% in Low Season, divided among the staff members. Amount to be paid in cash at the villa.
  • Utilities included
  • VAT taxes included in rates.
  • Villa orientation
  • Jamaica fee - US$ 50
  • Mandatory US$299.00 fee covering up to US$3500 worth of damage

Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include

* at select destinations

While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.

Advice, Answers and Tips
Explore our support articles for answers to your questions
Common Questions
Do we share the villa? click to close
No. You will not share the villa with another party. The villa is exclusively yours. If a larger villa offers a lower bedroom rate category, the villa will remain exclusively yours but the unrented bedrooms will be locked off.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
Are we protected from fraud? click to open
Yes. Isle Blue stands behind you throughout your entire vacation. Unlike other companies, each property we offer has been hand picked to ensure that our standards are met. All property managers are vetted and payments are required to be held in escrow. Our primary obligation is to ensure your satisfaction and to have an exceptionally memorable vacation.
Can you explain the reservation process? click to open
Once a reservation request is received, Isle Blue will request a contract from the property manager for your dates of interest. Once the dates are confirmed and contract is received from the property manager, a payment will be required to confirm your reservation.
Once a reservation is confirmed, a concierge will welcome you to the planning stages of your vacation to assist with arrival logistics, rental cars, transfers, and a host of concierge services.
Can we arrange an early check in? click to open
Early check in may be possible but is at the sole discretion of the property manager. Early check in permission may not be granted until 24 hours prior to arrival.
Can we arrange a late check out? click to open
A late check out is rarely granted due to the turnover needs of a villa. A late check out may only be granted 24 hours prior to your departure from the property and only when there is no check in scheduled on the day of your check out. If a late check out is urgently needed please contact us.
Are transfers to the property included? click to open
Select villas may include a one way or roundtrip airport transfer while others may provide an escort or meeting point. Arrival logistics will be handled by your dedicated concierge as well as other concierge needs. The property's transfer policy will be listed under the Policies section.
What to expect upon arrival? click to open
In general, a villa orientation will be provided along with a key turnover. During the orientation, information and instructions for the property will be provided. Emergency contact information will be provided. We are available 7 days a week to assist with any urgent needs.
The arrival procedures vary from villa to villa, select villas may include welcome provisioning while other properties will provide basic arrival information.
What is the cancellation policy? click to open
Since these vacation homes are one of a kind properties, the cancellation policy is strict. We highly recommend considering trip/travel insurance to protect against any unexpected cancellations or issues that may arise.
For more details, please visit Travel Protection
What happens if the property becomes unavailable after I reserve? click to open
In the unlikely event, the rented property becomes unavailable due to a major issue that may affect a guest's experience or a transfer of ownership, Isle Blue will coordinate with the property manager to find an alternate property of equal or superior standard that is subject to the guest's approval. If an alternate property is not acceptable to the guest, the guest will receive a full refund.
Do you accept credit cards (American Express, Mastercard, or Visa)? click to open
Yes, we accept all major credit cards. American Express, Visa, Mastercard and Discover are accepted. Please note that credit card charges may be subject to additional fees. There are no fees with payment by wire transfer or check.
In the near future, we expect to accept a greater variety of payment methods and currencies via Stripe.
Is housekeeping included? click to open
Housekeeping tends to be a standard among vacation homes but the frequency may vary greatly depending on the property manager’s standards. Most properties will offer daily housekeeping (except Sunday and Christmas/New Year holidays) while other villas may only provide a mid-week cleaning. Please refer to the Staff section to learn about the housekeeping frequency of the property.
Are towels and linens provided? click to open
Yes. The property will provide bath and pool towels along with linens. Towels and linens will be refreshed as needed.
Are toiletries and tissues provided? click to open
A property may supply an initial supply of soap, shampoo, toilet paper and paper towels but replenishment of supplies once exhausted may be the responsibility of the guest. Each property varies in their handling of toiletries and paper products.
Is a hair dryer available? click to open
A hair dryer should be available at the property. Upon arrival, please check the bathrooms or closet. Typically, a hair dryer is included in each bathroom.
Is an iron included? click to open
Typically yes, irons tend to be standard equipment for vacation homes. Please ask the property representative upon orientation for the location of the iron.

Plan your dream destination wedding or special Caribbean event. The villa is available for wedding receptions and special events.   

Maximum guests: 75 guests

Rental rates:
The villa requires seven nights minimum rental of villa at the full house rental rates. A $30 per person surcharge applies to outside guests (in excess of double occupancy per bedroom) who attend a rehearsal dinner, the wedding reception, brunch, or any other hospitality event at the wedding villa.

Refundable security deposit: USD $2,000.00
NB the security deposit is not released until two (2) weeks after even

Clients are also required to hire outside caterers as well as rent chairs, tables, tents, glasses, cutlery, and crockery. All vendors must be chosen from the homeowner's approved list.

Terms and conditions:
The villa does not allow unregistered guests to stay overnight. Overnight guests are restricted to the 2 guests per rented bedroom and must be declared. If extra guests require accommodations, we recommend the rental of neighboring "sister" villas. For "sister" villas where additional guests are accommodated, there is a seven-night minimum in High Season and a five-night minimum in Low Season. Guests are responsible for the set-up and clean-up of the event. The event may not occur within 24 hours of departure. For example, with a Saturday departure guests must hold the event on Thursday or sooner. 

Please contact our villa specialists to assist you in selecting the perfect wedding venue for your special occasion.

PROMOTIONS

  • Earn up to a US$500 concierge credit on qualifying bookings

    The Endless Summer Escape applies to all new reservations booked between May 12 and August 31, 2026.

    • Reservations with a total booking value of US$15,000 or more will receive a US$500 concierge credit.
    • Reservations with a total booking value between US$6,000 and US$14,999 will receive a US$200 concierge credit.

    Terms and conditions
    Credit is based on total booking value before taxes and fees. Credit applies to experiences only and cannot be used toward villa rental, taxes, or fees. Credit must be used during the booked stay and expires at checkout. Cannot be combined with other offers and has no cash value. Valid only on new reservations made within the booking window. Concierge service must be booked directly through our website and does not apply to third-party providers or external websites.

    Offer ends: August 31, 2026
    Offer cannot be combined with other offers | Offer based on availability | Minimum night stay required | Non-transferrable | No cash value | Promotion is only valid on new reservations | Black-out dates may apply | Rates subject to tax and service charge | Credit can only be used on one selected service and cannot be split between multiple services.
(Updated Daily)
Date Unavailable Availability calendar may not reflect up to date reservation information.
Availability subject to change.

Location, Directions & Nearby Villas

What's Nearby?
Villa Icon Looking to find nearby villas? Enter travel dates and number of bedrooms to find available properties * Blue pins display available villas. Click on pin for details.
Point of Interest Icon Searching for something to do? Easily find distances and directions by entering your point of interest  
Follow Us

WHAT OUR GUESTS ARE SAYING

"Isle Blue is everything they say they are. They were a pleasure to deal with and were very responsive and informative. The pictures on their website are exactly what you end up getting and they provide full concierge service throughout your stay. My family and I had an amazing time and before we even returned home, we went to the Isle Blue website to check out their inventory for our next vacation. They really are just that good!"
Marc W.
Emvie
READ MORE TESTIMONIALS
Over 100,000 luxury stays curated
Start with 1,000 points, it's fast and easy
Your Journey Deserves Rewards

Join Isle Blue Rewards and make every escape more rewarding. As a member, you’ll earn points on every booking and enjoy exclusive benefits designed for discerning travelers. It’s complimentary to join, simply register below and begin earning toward your next luxury stay.

Stay up to date with our special offers, travel tips and the latest Isle Blue news.
sign up