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  • Snug Harbour View #2 at 7 Mile Beach on Canal w\/ Pool
    From $333 per night (USD)

    VRBO

    Snug Harbour View #2 at 7 Mile Beach on Canal w\/ Pool

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Early Bird 2025 - 5% Discount Promo Start the new year with an incredible getaway! Book your 5-night stay between Janua ...

    From $333 per night (USD)

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    Details
  • Snug Harbour View #9 in 7 Mile Beach on Canal w\/ Pool
    From $387 per night (USD)

    Expedia

    Snug Harbour View #9 in 7 Mile Beach on Canal w\/ Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Early Bird 2025 - 5% Discount Promo Start the new year with an incredible getaway! Book your 5-night stay between Janua ...

    From $387 per night (USD)

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  • Iggy Blue: Rum Point Villa w\/Pool, Spa, & Snorkeling Beachfront.
    From $1858 per night (USD)

    VRBO

    Iggy Blue: Rum Point Villa w\/Pool, Spa, & Snorkeling Beachfront.

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    ***Property Overview*** This 5,000+ square foot villa is directly oceanfront in Rum Point just 2 miles east of the Rum ...

    From $1858 per night (USD)

    VRBO

    Details
  • Deckhouse Located at The Ritz-Carlton, Grand Cayman
    From $8599 per night (USD)

    Expedia

    Deckhouse Located at The Ritz-Carlton, Grand Cayman

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    Experience unparalleled luxury in this stunning 5-bedroom canal front home, a 9,000 square foot masterpiece that harmoni ...

    From $8599 per night (USD)

    Expedia

    Details
  • Rum Point Resort #503 3BR Penthouse
    From $1269 per night (USD)

    VRBO

    Rum Point Resort #503 3BR Penthouse

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    *** PROPERTY DESCRIPTION *** Fifth Floor Penthouse | 2,620 sq. ft. All Rum Point Resort condos feature sleek finishes, ...

    From $1269 per night (USD)

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    Details
  • Rum Point Resort #504 3BR Penthouse
    From $1186 per night (USD)

    Expedia

    Rum Point Resort #504 3BR Penthouse

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    *** PROPERTY DESCRIPTION *** Fifth Floor Penthouse | 2,620 sq. ft. All Rum Point Resort condos feature sleek finishes, ...

    From $1186 per night (USD)

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    Details
  • Rum Point Resort #206 3BR Premium
    From $968 per night (USD)

    VRBO

    Rum Point Resort #206 3BR Premium

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** Second Floor Condo | 2,250 sq. ft. Welcome to Rum Point Resort #206! All Rum Point Resort ...

    From $968 per night (USD)

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    Details
  • Rum Point Resort #307 1BR Premium
    From $797 per night (USD)

    Expedia

    Rum Point Resort #307 1BR Premium

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    ==> PROPERTY DESCRIPTION <== ***Third Floor Condo | 1,250 sq. ft.*** All Rum Point Resort condos feature sleek finishes ...

    From $797 per night (USD)

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  • Rum Point Resort #401 4BR Premium
    From $1569 per night (USD)

    VRBO

    Rum Point Resort #401 4BR Premium

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    *** PROPERTY DESCRIPTION *** ***Fourth Floor Corner Condo | 2,900 sq. ft.*** Welcome to Rum Point Resort #401! All Rum ...

    From $1569 per night (USD)

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    Details
  • Rum Point Resort #404 2BR Premium
    From $920 per night (USD)

    Expedia

    Rum Point Resort #404 2BR Premium

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** ***Fourth Floor Condo | 2,087 sq. ft.*** Welcome to Rum Point Resort #404! All Rum Point ...

    From $920 per night (USD)

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    Details
  • Rum Point Resort #501 4BR Penthouse
    From $1966 per night (USD)

    VRBO

    Rum Point Resort #501 4BR Penthouse

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    *** PROPERTY DESCRIPTION *** 5th Floor Corner Penthouse | 3,800 sq. ft. All Rum Point Resort condos feature sleek finis ...

    From $1966 per night (USD)

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    Details
  • Centrally located, cozy studio in residential neighborhood.
    From $170 per night (USD)

    Expedia

    Centrally located, cozy studio in residential neighborhood.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located just a stone's throw away from the airport, our place is the perfect home base for visitors wanting to be in a c ...

    From $170 per night (USD)

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  • Rum Point Resort #207 2BR Standard
    From $736 per night (USD)

    VRBO

    Rum Point Resort #207 2BR Standard

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** Second Floor Condo | 1,250 sq. ft. All Rum Point Resort condos feature sleek finishes, des ...

    From $736 per night (USD)

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    Details
  • Rum Point Resort #208 2BR Deluxe
    From $777 per night (USD)

    Expedia

    Rum Point Resort #208 2BR Deluxe

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** Second Floor Condo | 1,350 sq. ft. All Rum Point Resort condos feature sleek finishes, des ...

    From $777 per night (USD)

    Expedia

    Details
  • Luxury 5 bed detached, very spacious, canal front home with private pool.
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    Luxury 5 bed detached, very spacious, canal front home with private pool.

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    16

    Large detached home, on the ground floor is with huge open plan living area, huge kitchen, separate media room, laundry ...

    Click For Pricing

    VRBO

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  • Pools of the Kai 10: Beach House w\/ Private Pool Atrium, Free Kayak & More in Cayman Kai
    From $640 per night (USD)

    Expedia

    Pools of the Kai 10: Beach House w\/ Private Pool Atrium, Free Kayak & More in Cayman Kai

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    ***Property Overview*** Pools of the Kai #10 has been fully renovated and redecorated with new furniture, finishes, cou ...

    From $640 per night (USD)

    Expedia

    Details
  • Rip Kai by Grand Cayman Villas
    From $7046 per night (USD)

    VRBO

    Rip Kai by Grand Cayman Villas

    Bedrooms:
    9
    Bathrooms:
    9
    Sleeps:
    22

    ===> PROPERTY OVERVIEW <=== Magnificent gated & walled luxury estate with a deep menu of A/V tech, guest services & ame ...

    From $7046 per night (USD)

    VRBO

    Details
  • Sun Rays by Grand Cayman Villas
    From $6834 per night (USD)

    Expedia

    Sun Rays by Grand Cayman Villas

    Bedrooms:
    8
    Bathrooms:
    8
    Sleeps:
    22

    ===> PROPERTY OVERVIEW <=== Welcome to SunRays, a newly built, luxury oceanfront estate located directly on a barefoot b ...

    From $6834 per night (USD)

    Expedia

    Details
  • Starfish Kai: Upgraded Beach Condo w\/Access to Communal Pool & Heated Spa
    From $497 per night (USD)

    VRBO

    Starfish Kai: Upgraded Beach Condo w\/Access to Communal Pool & Heated Spa

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    ***Property Overview*** Welcome to Starfish Kai, unit C28 of the Kaibo Phase II condominiums. The owners recently renova ...

    From $497 per night (USD)

    VRBO

    Details
  • RELAX RECHARGE ENJOY  Beachfront Home, Stunning Sunset  next door to RumPoint
    From $402 per night (USD)

    VRBO

    RELAX RECHARGE ENJOY Beachfront Home, Stunning Sunset next door to RumPoint

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    This is a beachfront property with the master bedroom facing the water. The unit is approximately 1700 sq ft, with 2 be ...

    From $402 per night (USD)

    VRBO

    Details
  • 4 BR Luxury Canal Front Villa \/ Sea Haven w\/ Private Pool
    From $1024 per night (USD)

    VRBO

    4 BR Luxury Canal Front Villa \/ Sea Haven w\/ Private Pool

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Thank you for your interest in the Mahogany Villa #2-A at Sea Haven Ocean Villas! Mahogany Villa #2-A is the perfect ble ...

    From $1024 per night (USD)

    VRBO

    Details
  • Private Luxury Waterfront Villa with Pool
    From $1353 per night (USD)

    Expedia

    Private Luxury Waterfront Villa with Pool

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    "Maridadi', a Swahili word meaning stylish, modern and elegant, Villa Maridadi is exactly that, a beautiful villa in the ...

    From $1353 per night (USD)

    Expedia

    Details
  • Awel y Mor (sea breeze) 2 bed condo overlooking the North Sound,  peaceful.
    From $369 per night (USD)

    VRBO

    Awel y Mor (sea breeze) 2 bed condo overlooking the North Sound, peaceful.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Relax on your own private patio overlooking the gorgeous North Sound or by the large pool with the cool sea breeze. Cen ...

    From $369 per night (USD)

    VRBO

    Details
  • Pools of the Kai 11: Beach Condo w\/ Heated Pool Atrium in Cayman Kai
    From $720 per night (USD)

    Expedia

    Pools of the Kai 11: Beach Condo w\/ Heated Pool Atrium in Cayman Kai

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    ***Property Overview*** Welcome to Pools of the Kai #11! This condo offers fantastic water-blue views plus an amazing p ...

    From $720 per night (USD)

    Expedia

    Details
  • Rum Point Resort #308 2BR Deluxe
    From $750 per night (USD)

    VRBO

    Rum Point Resort #308 2BR Deluxe

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** 3rd Floor Condo | 1,350 sq. ft. All Rum Point Resort condos feature sleek finishes, desig ...

    From $750 per night (USD)

    VRBO

    Details
  • Rum Point Resort #304 2BR Premium
    From $950 per night (USD)

    Expedia

    Rum Point Resort #304 2BR Premium

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    *** PROPERTY DESCRIPTION *** Third Floor Corner Condo | 2,087 sq. ft. Welcome to Rum Point Resort #304! All Rum Point ...

    From $950 per night (USD)

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    Details
  • Rum Point Resort #407 2BR Standard
    From $763 per night (USD)

    VRBO

    Rum Point Resort #407 2BR Standard

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** 4th Floor Condo | 1,250 sq. ft. Welcome to Rum Point Resort #407! All Rum Point Resort ...

    From $763 per night (USD)

    VRBO

    Details
  • Rum Point Resort #408 2BR Deluxe
    From $759 per night (USD)

    Expedia

    Rum Point Resort #408 2BR Deluxe

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** Fourth Floor Condo | 1,350 sq. ft. All Rum Point Resort condos feature sleek finishes, des ...

    From $759 per night (USD)

    Expedia

    Details
  • Slice of Paradise- 2 mins from Spotts Beach!
    From $171 per night (USD)

    VRBO

    Slice of Paradise- 2 mins from Spotts Beach!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to your own Slice of Paradise. Separate entrance- come and go as you please. Large bedroom,private bathroom wit ...

    From $171 per night (USD)

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    Details
  • Perfect for families
    From $797 per night (USD)

    Expedia

    Perfect for families

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    These two bedroom, 1 bathroom condos sleep up to 4, and have a king bed as well as a bunk bed with full/double-size matt ...

    From $797 per night (USD)

    Expedia

    Details
  • Luxury Townhome with spectacular canal views!
    From $1561 per night (USD)

    VRBO

    Luxury Townhome with spectacular canal views!

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Featuring spectacular canal views and luxurious amenities throughout the 3,016 square foot open-plan interior, this eleg ...

    From $1561 per night (USD)

    VRBO

    Details
  • Luxury Penthouse Condo
    From $1413 per night (USD)

    Expedia

    Luxury Penthouse Condo

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    With two bedrooms + den and three bathrooms, this stunning 1,885 sq ft penthouse condo can accommodate up to eight guest ...

    From $1413 per night (USD)

    Expedia

    Details
  • Fully equipped 2 bedroom condo
    From $824 per night (USD)

    VRBO

    Fully equipped 2 bedroom condo

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    With the characteristics of Grand Cayman in mind, these 2-bedroom 996 sqft condos promise a relaxing reprieve from the e ...

    From $824 per night (USD)

    VRBO

    Details
  • Luxury condo within the Seven Mile Beach Corridor
    From $700 per night (USD)

    Expedia

    Luxury condo within the Seven Mile Beach Corridor

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Our one-bedroom condos offer the perfect balance of island luxury and modern sophistication. A fantastic option for a ro ...

    From $700 per night (USD)

    Expedia

    Details
  • Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point \/ Cayman Kai
    From $827 per night (USD)

    VRBO

    Carolina Kai - NEWLY BUILT luxury villa, private beach in Rum Point \/ Cayman Kai

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    4 bedroom, 3 1/2 bath, sleeps 8 (6 adults / 8 guests total) Discover the quiet paradise of Rum Point in Grand Cayman w ...

    From $827 per night (USD)

    VRBO

    Details
  • The Retreat #20 Two Bedroom Ocean & Beach View Condo w\/ Pool at Rum Point
    From $534 per night (USD)

    Expedia

    The Retreat #20 Two Bedroom Ocean & Beach View Condo w\/ Pool at Rum Point

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Early Bird 2025 - 5% Discount Promo Start the new year with an incredible getaway! Book your 5-night stay between Janua ...

    From $534 per night (USD)

    Expedia

    Details
  • Luxury 2 Bed 2 Bath Premium Condo -
    From $1167 per night (USD)

    VRBO

    Luxury 2 Bed 2 Bath Premium Condo -

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Featuring gorgeous canal views, our spacious 1,600 square foot Premium Condo features 2 bedrooms, 2 bathrooms, and a bea ...

    From $1167 per night (USD)

    VRBO

    Details
  • Brand new one bedroom plus den apartment at Harbour Walk
    From $288 per night (USD)

    VRBO

    Brand new one bedroom plus den apartment at Harbour Walk

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Harbour Walk 230 comprises a 650 sq.ft apartment on the 3rd floor fit out to a high specification throughout with new fu ...

    From $288 per night (USD)

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    Details
  • Rum Point Resort #405 2BR Premium
    From $929 per night (USD)

    VRBO

    Rum Point Resort #405 2BR Premium

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** 4th Floor Condo | 2,087 sq. ft. Welcome to Rum Point Resort #405! All Rum Point Resort co ...

    From $929 per night (USD)

    VRBO

    Details
  • Rum Point Resort #203 3BR Premium
    From $1029 per night (USD)

    Expedia

    Rum Point Resort #203 3BR Premium

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    *** PROPERTY OVERVIEW *** Second Floor Condo | 2,250 sq. ft. Welcome to Rum Point Resort #203! All Rum Point Resort co ...

    From $1029 per night (USD)

    Expedia

    Details
  • Rum Point Resort #201 4BR Premium
    From $1594 per night (USD)

    VRBO

    Rum Point Resort #201 4BR Premium

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    *** PROPERTY OVERVIEW *** 2nd Floor Corner Condo | 2,829 sq. ft. All Rum Point Resort condos feature sleek finishes, de ...

    From $1594 per night (USD)

    VRBO

    Details
  • Rum Point Resort #205 2BR Premium
    From $844 per night (USD)

    Expedia

    Rum Point Resort #205 2BR Premium

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    *** PROPERTY OVERVIEW *** 2nd Floor Condo | 2,087 sq. ft. Welcome to Rum Point Resort #205! All Rum Point Resort cond ...

    From $844 per night (USD)

    Expedia

    Details
  • Rum Point Resort #306 3BR Premium
    From $936 per night (USD)

    VRBO

    Rum Point Resort #306 3BR Premium

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    *** PROPERTY DESCRIPTION *** 3rd Floor Condo | 2,250 sq. ft. All Rum Point Resort condos feature sleek finishes, design ...

    From $936 per night (USD)

    VRBO

    Details
  • Family home next to the beach
    From $989 per night (USD)

    VRBO

    Family home next to the beach

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Beautiful family home minutes walk from seven mile beach in a quiet neighborhood close to grocery store and restaurants. ...

    From $989 per night (USD)

    VRBO

    Details
  • Kai Baby Waterfront Cottage with Pool and Cabana
    From $813 per night (USD)

    VRBO

    Kai Baby Waterfront Cottage with Pool and Cabana

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Escape to the tranquility of Kai Baby at Rum Point in Grand Cayman. Our newly remodeled pool home invites you to a priva ...

    From $813 per night (USD)

    VRBO

    Details
  • Cozy beach cottage at Sea Lodges, Cayman Kai
    From $322 per night (USD)

    Expedia

    Cozy beach cottage at Sea Lodges, Cayman Kai

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our beach cottage at the Sea Lodges of Cayman Kai. This charming 2 bedrooms, 2 bathrooms cottage offers a rel ...

    From $322 per night (USD)

    Expedia

    Details
  • 🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️
    From $329 per night (USD)

    VRBO

    🏝️VACAY KAI: Beachfront 1 Bdrm Penthouse. SPECIAL:‼️Discount‼️ for 7+ Days Rental‼️

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Location Location Location!! Wakeup each day to YOUR piece of OCEANFRONT paradise at "Vacay Kai" on the Retreat Beach @R ...

    From $329 per night (USD)

    VRBO

    Details
  • Sleep on a Sleek Italian Yacht in the Cayman Islands
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    Expedia

    Sleep on a Sleek Italian Yacht in the Cayman Islands

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Amazing opportunity to live the dream aboard a 40 ft Italian Yacht in air conditioned bedrooms. Have the best of both wo ...

    Click For Pricing

    Expedia

    Details
  • Fantasea: Family Beach Villa on Bio Bay w\/ Private Pool, Veranda Lounge + Dock
    From $1289 per night (USD)

    VRBO

    Fantasea: Family Beach Villa on Bio Bay w\/ Private Pool, Veranda Lounge + Dock

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    ==> PROPERTY DESCRIPTION <== Along the beachfront in Cayman Kai is where you will find a newly-renovated and refurnished ...

    From $1289 per night (USD)

    VRBO

    Details
  • Deja Blu: Waterfront Home on Bio Bay w\/ Free Kayaks & 2 Bikes + Shared Pool
    From $609 per night (USD)

    Expedia

    Deja Blu: Waterfront Home on Bio Bay w\/ Free Kayaks & 2 Bikes + Shared Pool

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    ***Property Overview*** Welcome to Deja Blu, Island House #4. This 2-bedroom tropical villa has been completely redeco ...

    From $609 per night (USD)

    Expedia

    Details
  • 2bdr Seven Mile Beach Corridor - ONE Canal Point Resort
    From $775 per night (USD)

    VRBO

    2bdr Seven Mile Beach Corridor - ONE Canal Point Resort

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautifully situated ground floor unit at the prestigious ONE Canal Point Resort in the heart of the Seven Mile Beach Co ...

    From $775 per night (USD)

    VRBO

    Details
  • Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi
    From $399 per night (USD)

    Expedia

    Stunning beachfront condo. Relax, Enjoy, Sunset, RumPoint, Pool & Heated Jacuzzi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Toes in the Sand C25 is located in the Kaibo Condo Yacht Club Condo Phase II Complex in the quiet area of Cayman Kai. 5- ...

    From $399 per night (USD)

    Expedia

    Details
  • Luxury 3 Bdrm Suite at Rum Point
    From $1659 per night (USD)

    VRBO

    Luxury 3 Bdrm Suite at Rum Point

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Ensuite king master with soaking tub. Ensuite king and queen bedrooms, powder room, full kitchen, dining room for 6, lou ...

    From $1659 per night (USD)

    VRBO

    Details
  • Luxurious Oceanfront Villa El Oceano with Ocean views
    From $1615 per night (USD)

    Expedia

    Luxurious Oceanfront Villa El Oceano with Ocean views

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    With four luxurious bedrooms and ample outdoor space, El Oceano is ideal for a family getaway or a vacation with friends ...

    From $1615 per night (USD)

    Expedia

    Details
  • Ground floor condo w\/ screened porch - steps from the ocean
    From $416 per night (USD)

    VRBO

    Ground floor condo w\/ screened porch - steps from the ocean

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Spacious and well-appointed, this condo is the perfect home base from which to explore the eastern side of Grand Cayman. ...

    From $416 per night (USD)

    VRBO

    Details
  • Rum Point Resort #303 3BR Premium
    From $941 per night (USD)

    Expedia

    Rum Point Resort #303 3BR Premium

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** Third Floor Condo | 2,250 sq. ft. Welcome to Rum Point Resort #303! All Rum Point Resort c ...

    From $941 per night (USD)

    Expedia

    Details
  • Stunning beachfront condo next to restaurant & a short drive to famous RumPoint
    From $392 per night (USD)

    VRBO

    Stunning beachfront condo next to restaurant & a short drive to famous RumPoint

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our Kaibo condo, which we call "Seaside". This newly renovated 2 bedroom 2 bath condo that sleeps 4 is fully ...

    From $392 per night (USD)

    VRBO

    Details
  • Rum Point Resort #403 3BR Premium
    From $1119 per night (USD)

    Expedia

    Rum Point Resort #403 3BR Premium

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** Fourth Floor Condo | 2,250 sq. ft. All Rum Point Resort condos feature sleek finishes, de ...

    From $1119 per night (USD)

    Expedia

    Details
  • # 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock
    From $2007 per night (USD)

    VRBO

    # 43: a contemporary villa in a prime Cayman Kai location, with 50ft pool & dock

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    12

    Number 43 is a large, contemporary, villa on a private white sand beach with a huge pool, large covered dock and crystal ...

    From $2007 per night (USD)

    VRBO

    Details
  • 2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean\/beach
    From $322 per night (USD)

    Expedia

    2023 Renovated The Retreat 17 Oceanview ground floor condo steps to ocean\/beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Come relax and feel the sand between your toes at Retreat 17. Enjoy sunrises by the ocean with your morning coffee and u ...

    From $322 per night (USD)

    Expedia

    Details
  • Luxury Cottage, 1bd\/1ba, desk | Pool+7 Mile Beach
    From $881 per night (USD)

    VRBO

    Luxury Cottage, 1bd\/1ba, desk | Pool+7 Mile Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Need a little extra legroom? In the one bedroom King Cottage, a luxurious king bed and giant bay window provide addition ...

    From $881 per night (USD)

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  • Luxury Cottage, 1bd\/1ba steps to Pool+7 Mile Beach
    From $784 per night (USD)

    Expedia

    Luxury Cottage, 1bd\/1ba steps to Pool+7 Mile Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Perfect for a couple, small family or individual. Make yourself at home in our one bedroom Queen Cottage, and you might ...

    From $784 per night (USD)

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  • Luxury Cottage, 2bd\/2ba on 7 Mile Strip
    From $1111 per night (USD)

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    Luxury Cottage, 2bd\/2ba on 7 Mile Strip

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Designed with families of five in mind this cottage includes a queen bed, two bathrooms and the ever-popular bunk room. ...

    From $1111 per night (USD)

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  • Gypsy: Private Pool, Beachfront & Designer Interiors in Rum Point
    From $1930 per night (USD)

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    Gypsy: Private Pool, Beachfront & Designer Interiors in Rum Point

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    ***PROPERTY OVERVIEW*** Welcome to Gypsy, a luxurious island getaway! This elegant Caribbean-themed villa is a true trop ...

    From $1930 per night (USD)

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    Details
  • Golf lovers' paradise with resort style amenities(Pet Friendly)
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    Golf lovers' paradise with resort style amenities(Pet Friendly)

    Bedrooms:
    6
    Bathrooms:
    5
    Sleeps:
    10

    A delightful Mediterranean and California inspired smart home with resort-like features located on the one and only prem ...

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  • Wight Away by Grand Cayman Villas
    From $1306 per night (USD)

    Expedia

    Wight Away by Grand Cayman Villas

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    ***PROPERTY DESCRIPTION*** Experience laid-back luxury at Wight Away, where at-home comforts and captivating water view ...

    From $1306 per night (USD)

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    Details
  • Sanctuary Cove at the Careenage Grand Harbour
    From $374 per night (USD)

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    Sanctuary Cove at the Careenage Grand Harbour

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Forget your worries in this clean spacious and serene space. Wonderfully located to enjoy the tranquil water views & lan ...

    From $374 per night (USD)

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    Details
  • Family beach house on the Bio Bay in Cayman Kai! 5 min from Rum Point and Kaibo.
    From $801 per night (USD)

    VRBO

    Family beach house on the Bio Bay in Cayman Kai! 5 min from Rum Point and Kaibo.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Whispering Kai - a quiet oasis with unforgettable views Escape the hustle and busyness of life and experience the whisp ...

    From $801 per night (USD)

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    Details
  • The Sanctuary at the Careenage, Grand Harbour\n
    From $342 per night (USD)

    VRBO

    The Sanctuary at the Careenage, Grand Harbour\n

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room ...

    From $342 per night (USD)

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  • Newly Renovated 2 Bed Beachfront Condo w\/Pool+Hot Tub
    From $516 per night (USD)

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    Newly Renovated 2 Bed Beachfront Condo w\/Pool+Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Nestled in the heart of serene and picturesque Cayman Kai, welcome to Jelly Kai, Unit A9, a 2 bedroom 2 bathroo ...

    From $516 per night (USD)

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  • 'Thatch Hill' is a gorgeous 3 Bedroom beachfront villa in Rum Point
    From $973 per night (USD)

    VRBO

    'Thatch Hill' is a gorgeous 3 Bedroom beachfront villa in Rum Point

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Thatch Hill is a spectacular 3 bedroom villa located on the North side of Grand Cayman, approximately 300 yards east of ...

    From $973 per night (USD)

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    Details
  • Ritz-Carlton Deckhouse #1: Seven Mile Beach Villa w\/Pool, Boathouse, + Resort Privileges
    From $3465 per night (USD)

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    Ritz-Carlton Deckhouse #1: Seven Mile Beach Villa w\/Pool, Boathouse, + Resort Privileges

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    12

    ***PROPERTY DESCRIPTION*** Enjoy unparalleled curated privacy from the moment you step through the entry gate and into t ...

    From $3465 per night (USD)

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    Details
  • Allure Villa #22 3BR North Sound Waterfront
    From $572 per night (USD)

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    Allure Villa #22 3BR North Sound Waterfront

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Early Bird 2025 - 5% Discount Promo Start the new year with an incredible getaway! Book your 5-night stay between Janua ...

    From $572 per night (USD)

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  • Rum Point Resort #101 2BR Deluxe
    From $811 per night (USD)

    Expedia

    Rum Point Resort #101 2BR Deluxe

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** Ground Floor Condo | 1,452 sq. ft. All Rum Point Resort condos feature sleek finishes, des ...

    From $811 per night (USD)

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    Details
  • Rum Point Resort #102 2BR Standard
    From $729 per night (USD)

    VRBO

    Rum Point Resort #102 2BR Standard

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** Ground Floor Condo | 1,292 sq. ft. All Rum Point Resort condos feature sleek finishes, des ...

    From $729 per night (USD)

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    Details
  • Water View 2 Bed Apt Near Beach w\/ Pool+Tennis+Gym
    From $557 per night (USD)

    Expedia

    Water View 2 Bed Apt Near Beach w\/ Pool+Tennis+Gym

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Welcome to Lime Tree Bay Unit #40, nestled along the waterways of the prestigious Governor’s Harbor community o ...

    From $557 per night (USD)

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    Details
  • Seafire Residence N701
    From $7000 per night (USD)

    VRBO

    Seafire Residence N701

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Modern design meets the timeless beauty of Seven Mile Beach at this three-bedroom, three-bath, 2,944 sq. ft. condo at th ...

    From $7000 per night (USD)

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    Details
  • Villa Tiddly Pom, Seven Mile Beach Corridor
    From $974 per night (USD)

    VRBO

    Villa Tiddly Pom, Seven Mile Beach Corridor

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Villa ‘Tiddly Pom’ is a beautiful private and spacious Island style villa ideally located within Britannia, minutes from ...

    From $974 per night (USD)

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    Details
  • Grand Caymanian Resort in West Bay Grand Cayman\n
    From $266 per night (USD)

    VRBO

    Grand Caymanian Resort in West Bay Grand Cayman\n

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    There is a 1 bedroom with full bathroom, full kitchen, dining room and living room available Thanksgiving week Saturday, ...

    From $266 per night (USD)

    VRBO

    Details
  • Thanksgiving week Nov 23-30, 2024. Grand Caymanian Resort\/King Suite\/Safe Haven
    From $256 per night (USD)

    Expedia

    Thanksgiving week Nov 23-30, 2024. Grand Caymanian Resort\/King Suite\/Safe Haven

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    November 23-30, 2024 is available in this king bedroom suite with full kitchen. Welcome to your oceanfront paradise on ...

    From $256 per night (USD)

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    Details
  • Beach Paradise Apartment Retreat 25, with 3 seats inflatable kayak
    From $488 per night (USD)

    VRBO

    Beach Paradise Apartment Retreat 25, with 3 seats inflatable kayak

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to your own piece of Caribbean paradise! What can offer more this apartment for your holiday? - It is one of the ...

    From $488 per night (USD)

    VRBO

    Details
  • A2 - Modern Luxe @ Breezy Port
    From $407 per night (USD)

    Expedia

    A2 - Modern Luxe @ Breezy Port

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Experience sleek island living at Modern Luxe, a contemporary apartment designed with sophistication and comfort in mind ...

    From $407 per night (USD)

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    Details
  • Luxury house in the Cayman Islands 5 minutes from picturesque cemetery beach
    From $903 per night (USD)

    VRBO

    Luxury house in the Cayman Islands 5 minutes from picturesque cemetery beach

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    7

    Highlands Retreat Unit A is tucked away from the bustle of the world-famous 7 Mile Beach; this retreat offers a luxuri ...

    From $903 per night (USD)

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  • Cozy Beach Cottage at The Sea Lodges in Cayman Kai
    From $349 per night (USD)

    Expedia

    Cozy Beach Cottage at The Sea Lodges in Cayman Kai

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Relax on the Beach far from the madding crowd. Located directly on the pristine sandy beaches of Cayman kai, this cottag ...

    From $349 per night (USD)

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    Details
  • Traditional Caymanian style home 3 Bed \/ 3Bath (8 Guest)
    From $475 per night (USD)

    VRBO

    Traditional Caymanian style home 3 Bed \/ 3Bath (8 Guest)

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    4

    So Caymanian Guest House accommodates up to 8 guest. This Guest House paints the perfect picture of carefree island livi ...

    From $475 per night (USD)

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    Details
  • Stylish Centrally-Located New One-Bedroom Apartment with Tons of Amenities!
    From $261 per night (USD)

    Expedia

    Stylish Centrally-Located New One-Bedroom Apartment with Tons of Amenities!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    New one-bedroom apartment in Harbour Walk. This apartment has all you need for your vacation getaway. Fully-equipped kit ...

    From $261 per night (USD)

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    Details
  • Rum Point Resort #406 3BR Premium
    From $1084 per night (USD)

    VRBO

    Rum Point Resort #406 3BR Premium

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** 4th Floor Condo | 2,250 sq. ft. All Rum Point Resort condos feature sleek finishes, desig ...

    From $1084 per night (USD)

    VRBO

    Details
  • Rum Point Resort #305 2BR Premium
    From $921 per night (USD)

    Expedia

    Rum Point Resort #305 2BR Premium

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    ***PROPERTY DESCRIPTION *** 3rd Floor Condo | 2,087 sq. ft. All Rum Point Resort condos feature sleek finishes, designe ...

    From $921 per night (USD)

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    Details
  • Sun Salutations by Grand Cayman Villas
    From $5844 per night (USD)

    VRBO

    Sun Salutations by Grand Cayman Villas

    Bedrooms:
    6
    Bathrooms:
    6
    Sleeps:
    18

    ===> PROPERTY OVERVIEW <=== Embark on an unparalleled Caribbean luxury experience at Sun Salutations, an exquisite ocean ...

    From $5844 per night (USD)

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    Details
  • Flip Flop Kai: Private Pool + Dock & 2 Free Kayaks on Bio Bay.
    From $1157 per night (USD)

    Expedia

    Flip Flop Kai: Private Pool + Dock & 2 Free Kayaks on Bio Bay.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    *** PROPERTY DESCRIPTION *** Welcome to this lovely private villa situated on a sandy beach with scenic views of the Bio ...

    From $1157 per night (USD)

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    Details
  • Villa Olea - Grand Harbour
    From $1424 per night (USD)

    VRBO

    Villa Olea - Grand Harbour

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    This villa offers a modern and elegant single story 4 bedrooms, 3 and half bathrooms, a dedicated work space and a priva ...

    From $1424 per night (USD)

    VRBO

    Details
  • Rum Point Resort: Family Suite, 2nd Floor East
    From $1252 per night (USD)

    Expedia

    Rum Point Resort: Family Suite, 2nd Floor East

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    *** PROPERTY DESCRIPTION *** 2nd Floor Connecting Condos | 2,700 sq. ft. All Rum Point Resort condos feature sleek fin ...

    From $1252 per night (USD)

    Expedia

    Details
  • Rum Point Resort: Family Suite, 4th Floor East
    From $1291 per night (USD)

    VRBO

    Rum Point Resort: Family Suite, 4th Floor East

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    *** PROPERTY DESCRIPTION *** 4th Floor Connecting Condos | 2,584 sq. ft. All Rum Point Resort condos feature sleek fini ...

    From $1291 per night (USD)

    VRBO

    Details
  • Rum Point Resort: Family Suite, 1st Floor West
    From $1278 per night (USD)

    Expedia

    Rum Point Resort: Family Suite, 1st Floor West

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    *** PROPERTY DESCRIPTION *** Ground Floor Connecting Condos | 2,700 sq. ft. All Rum Point Resort condos feature sleek f ...

    From $1278 per night (USD)

    Expedia

    Details
  • Rum Point Resort: Family Suite, 1st Floor East
    From $1291 per night (USD)

    VRBO

    Rum Point Resort: Family Suite, 1st Floor East

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    12

    *** PROPERTY DESCRIPTION *** Ground Floor Connecting Condos | 2,700 sq. ft. All Rum Point Resort condos feature sleek f ...

    From $1291 per night (USD)

    VRBO

    Details
  • Rum Point Resort #105 2BR Standard
    From $735 per night (USD)

    Expedia

    Rum Point Resort #105 2BR Standard

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** Ground Floor Condo | 1,292 sq. ft. All Rum Point Resort condos feature sleek finishes, de ...

    From $735 per night (USD)

    Expedia

    Details
  • Rum Point Resort #106 2BR Deluxe
    From $784 per night (USD)

    VRBO

    Rum Point Resort #106 2BR Deluxe

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    *** PROPERTY DESCRIPTION *** Ground Floor Condo | 1,452 sq. ft. All Rum Point Resort condos feature sleek finishes, de ...

    From $784 per night (USD)

    VRBO

    Details
  • Large studio with AC - Steps to the ocean
    From $472 per night (USD)

    Expedia

    Large studio with AC - Steps to the ocean

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Escape to this lovely studio in picturesque West Bay. This modern studio (600 sq ft) is perfect for business travelers a ...

    From $472 per night (USD)

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    Details
  • Blue Moon: Upgraded Cottage w\/Sandy Beach + Backyard Snorkeling Next to Ocean Frontiers
    From $658 per night (USD)

    VRBO

    Blue Moon: Upgraded Cottage w\/Sandy Beach + Backyard Snorkeling Next to Ocean Frontiers

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    ***Property Overview*** Welcome to Blue Moon, a tastefully decorated and charmingly delightful 2-bedroom beachfront cot ...

    From $658 per night (USD)

    VRBO

    Details
  • Gardens of the Kai #6: Two-Story Beachfront Villa w\/Shared Pool; Walk to Rum Point Club + Kaibo
    From $822 per night (USD)

    Expedia

    Gardens of the Kai #6: Two-Story Beachfront Villa w\/Shared Pool; Walk to Rum Point Club + Kaibo

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    ***Property Overview*** Welcome to Gardens of the Kai, a seaside enclave of two-story villas, nestled on a white sandy b ...

    From $822 per night (USD)

    Expedia

    Details