George Town, George Town

Caribbean Paradise #29 - South Sound Oceanfront 2BR Condo with Pool

2 bedrooms4 beds2.5 baths6 guests5.0 (5)

About the property

Caribbean Paradise #29, affectionately called “Sunshine Daydream,” is a spacious two story 2 bedroom, 2.5 bath oceanfront condo in quiet South Sound, set along more than 600 feet of private white sand beach.
It’s ideal for families or couples who want a peaceful beachfront retreat comfortably sleeping up to 6 guests and within 10 minutes’ drive from Owen Roberts International Airport, George Town, and Seven Mile Beach locations making it easy access for dining, shopping, and activities.

2 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Two Stories

LIVING AREA & KITCHEN
• Open concept living area with comfortable seating, a 55" TV with Amazon Fire Stick, DVD player, and a large movie collection—perfect for relaxed evenings in.
• Fully equipped kitchen with modern appliances, drip coffee maker, and Keurig machine for easy meals and flexible coffee options.
• Convenient half bath located on the main floor.

BEDROOMS & BATHROOMS
• Primary Bedroom: King bed, en suite bathroom, and private balcony with ocean views.
• Second Bedroom: Queen bed plus one twin bed and its own en suite bathroom, ideal for families or friends sharing.
• Additional Sleeping: Queen size sleeper sofa in the living room.
• Sleeps a maximum of 6 adults, with 2 full bathrooms upstairs and a half bath on the main level.

OUTDOOR FEATURES & ACTIVITY INCLUSIONS
• Over 600 feet of private white sand beach directly in front of the complex for sunbathing, strolling, and swimming.
• Two large balconies with seating and side tables offering views over the ocean and the pool.
• Large saltwater pool for a refreshing dip or lounging between beach sessions.
• Private tennis courts and a brand new pickleball court on site.
• Historic 1850s shipwreck just offshore provides excellent snorkeling right in front of the property.
• A kayak is available for guest use to explore the calm South Sound waters.

ESSENTIAL STARTER PACK
Your stay includes a practical starter supply so you can settle in smoothly:
• Kitchen essentials: Dishwashing liquid and/or dishwasher tabs, basic pantry items such as salt, pepper, and coffee filters.
• Home essentials: Shampoo, conditioner, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, hair dryer, and iron with ironing board.
• Towels, bed linens, and beach towels are all provided.

LOCATION & NEARBY HIGHLIGHTS
• Approximately 5 minutes’ drive to gourmet grocery stores, dive shops, and waterfront restaurants in the South Sound/George Town area.
• Around 10 minutes to Seven Mile Beach and Owen Roberts International Airport.
• Nearby attractions include Smith’s Cove (great for snorkeling and swimming), Eden Rock Diving (shore dives and snorkel access), and Grand Old House for upscale waterfront dining.

NEARBY DINING – SOUTH SOUND & GEORGE TOWN
Caribbean Paradise #29 is well located in South Sound, with a mix of casual local spots and waterfront dining within about 3–12 minutes’ drive.

Very close – South Sound & immediate area (3–6 minutes)
• Mr. P’s Kitchen (≈3–5 minutes) – Small Jamaican eatery known for jerk chicken, curried goat, and other island classics in a simple, local setting.
• Top Taste (≈3–5 minutes) – Another local favourite for hearty Jamaican comfort food and daily specials.
• Grand Old House (≈5–6 minutes) – Historic waterfront fine dining restaurant offering upscale Caymanian and international cuisine with sunset views and a great wine list.

George Town waterfront & town centre (6–10 minutes)
• Casanova by the Sea (≈8–10 minutes) – Italian restaurant right on the water with pasta, seafood, and pizza in a lively, family friendly atmosphere.
• The Lobster Pot (≈8–10 minutes) – Long standing spot for fresh seafood and classic Cayman dishes with harbour views.
• Cayman Cabana (≈8–10 minutes) – Casual oceanfront eatery with Caribbean inspired plates, tacos, and great cocktails overlooking George Town harbour.
• Eden Rock area cafés (≈6–8 minutes) – Simple cafés near the Eden Rock dive site, convenient for a quick bite or coffee between snorkel or shore dive sessions.

Seven Mile / Camana Bay area (10–15 minutes)
• Chicken! Chicken! (≈10–12 minutes) – Rotisserie chicken and Caribbean style sides in a relaxed counter service setup, popular with locals and visitors.
• Peppers Bar & Grill (≈10–12 minutes) – Lively grill on the Seven Mile strip with jerk chicken, BBQ, grilled meats, and a buzzy bar scene.
• Ragazzi & other Seven Mile favourites (≈12–15 minutes) – A range of Italian, sushi, burger, and café options clustered along Seven Mile Beach and at Camana Bay, all within a short drive.

GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS
Foster's and Kirk Market supermarkets are short drives away and offer all the necessary food and supplies as well as a large array of international food.
Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival.

TRANSPORTATION
• A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace.
• Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy's Rent-A-Car, or compare options through Kayak.
• Public transportation is a short walk away, having a car offers the greatest convenience and flexibility.

ACCESSIBILITY & PARKING
• Two story unit located across the second and third floors; stair access only (no elevator).
• One reserved parking space is provided for guests.

PROMOTIONS
Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, and extended-stay discounts.
Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3.

CHECK IN & CHECK OUT
After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival.
Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival.
Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests.

TRAVEL INSURANCE
Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions.

Caribbean Paradise #29, affectionately called “Sunshine Daydream,” is a spacious two story 2 bedroom, 2.5 bath oceanfront condo in quiet South Sound, set along more than 600 feet of private white sand beach.
It’s ideal for families or couples who want a peaceful beachfront retreat comfortably sleeping up to 6 guests and within 10 minutes’ drive from Owen Roberts International Airport, George Town, and Seven Mile Beach locations making it easy access for dining, shopping, and activities.

2 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Two Stories

LIVING AREA & KITCHEN
• Open concept living area with comfortable seating, a 55" TV with Amazon Fire Stick, DVD player, and a large movie collection—perfect for relaxed evenings in.
• Fully equipped kitchen with modern appliances, drip coffee maker, and Keurig machine for easy meals and flexible coffee options.
• Convenient half bath located on the main floor.

BEDROOMS & BATHROOMS
• Primary Bedroom: King bed, en suite bathroom, and private balcony with ocean views.
• Second Bedroom: Queen bed plus one twin bed and its own en suite bathroom, ideal for families or friends sharing.
• Additional Sleeping: Queen size sleeper sofa in the living room.
• Sleeps a maximum of 6 adults, with 2 full bathrooms upstairs and a half bath on the main level.

OUTDOOR FEATURES & ACTIVITY INCLUSIONS
• Over 600 feet of private white sand beach directly in front of the complex for sunbathing, strolling, and swimming.
• Two large balconies with seating and side tables offering views over the ocean and the pool.
• Large saltwater pool for a refreshing dip or lounging between beach sessions.
• Private tennis courts and a brand new pickleball court on site.
• Historic 1850s shipwreck just offshore provides excellent snorkeling right in front of the property.
• A kayak is available for guest use to explore the calm South Sound waters.

ESSENTIAL STARTER PACK
Your stay includes a practical starter supply so you can settle in smoothly:
• Kitchen essentials: Dishwashing liquid and/or dishwasher tabs, basic pantry items such as salt, pepper, and coffee filters.
• Home essentials: Shampoo, conditioner, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, hair dryer, and iron with ironing board.
• Towels, bed linens, and beach towels are all provided.

LOCATION & NEARBY HIGHLIGHTS
• Approximately 5 minutes’ drive to gourmet grocery stores, dive shops, and waterfront restaurants in the South Sound/George Town area.
• Around 10 minutes to Seven Mile Beach and Owen Roberts International Airport.
• Nearby attractions include Smith’s Cove (great for snorkeling and swimming), Eden Rock Diving (shore dives and snorkel access), and Grand Old House for upscale waterfront dining.

NEARBY DINING – SOUTH SOUND & GEORGE TOWN
Caribbean Paradise #29 is well located in South Sound, with a mix of casual local spots and waterfront dining within about 3–12 minutes’ drive.

Very close – South Sound & immediate area (3–6 minutes)
• Mr. P’s Kitchen (≈3–5 minutes) – Small Jamaican eatery known for jerk chicken, curried goat, and other island classics in a simple, local setting.
• Top Taste (≈3–5 minutes) – Another local favourite for hearty Jamaican comfort food and daily specials.
• Grand Old House (≈5–6 minutes) – Historic waterfront fine dining restaurant offering upscale Caymanian and international cuisine with sunset views and a great wine list.

George Town waterfront & town centre (6–10 minutes)
• Casanova by the Sea (≈8–10 minutes) – Italian restaurant right on the water with pasta, seafood, and pizza in a lively, family friendly atmosphere.
• The Lobster Pot (≈8–10 minutes) – Long standing spot for fresh seafood and classic Cayman dishes with harbour views.
• Cayman Cabana (≈8–10 minutes) – Casual oceanfront eatery with Caribbean inspired plates, tacos, and great cocktails overlooking George Town harbour.
• Eden Rock area cafés (≈6–8 minutes) – Simple cafés near the Eden Rock dive site, convenient for a quick bite or coffee between snorkel or shore dive sessions.

Seven Mile / Camana Bay area (10–15 minutes)
• Chicken! Chicken! (≈10–12 minutes) – Rotisserie chicken and Caribbean style sides in a relaxed counter service setup, popular with locals and visitors.
• Peppers Bar & Grill (≈10–12 minutes) – Lively grill on the Seven Mile strip with jerk chicken, BBQ, grilled meats, and a buzzy bar scene.
• Ragazzi & other Seven Mile favourites (≈12–15 minutes) – A range of Italian, sushi, burger, and café options clustered along Seven Mile Beach and at Camana Bay, all within a short drive.

GROCERIES, SUNDAY CLOSURES & PRACTICAL DETAILS
Foster's and Kirk Market supermarkets are short drives away and offer all the necessary food and supplies as well as a large array of international food.
Supermarkets are closed on Sundays in Cayman, though most restaurants and gas stations remain open, and some gas stations sell liquor on Sundays. Grocery items can also be pre-ordered and delivered before arrival.

TRANSPORTATION
• A rental car is highly recommended for this area so guests can easily explore Grand Cayman at their own pace.
• Many guests book directly with trusted local providers such as Marshall’s Rent-A-Car, Andy's Rent-A-Car, or compare options through Kayak.
• Public transportation is a short walk away, having a car offers the greatest convenience and flexibility.

ACCESSIBILITY & PARKING
• Two story unit located across the second and third floors; stair access only (no elevator).
• One reserved parking space is provided for guests.

PROMOTIONS
Automatic discounts may apply based on travel dates, including seasonal Stay 7, Pay 6 offers from May 1 to November 1, and extended-stay discounts.
Eligible offers are applied automatically, cannot be combined with other promotions or Repeat Guest benefits, and may be subject to blackout dates from December 17 to January 3.

CHECK IN & CHECK OUT
After booking, you’ll receive detailed arrival information by email, and your unique door code before arrival.
Check in is any time after 4:00 PM with keyless entry; early check in may be possible depending on cleaning schedules and can be confirmed with the property manager closer to arrival.
Check out is self service at 11:00 AM, with clear instructions provided; late check out is only available if pre arranged, as time is needed to prepare for incoming guests.

TRAVEL INSURANCE
Travel insurance is recommended, especially during hurricane season from August through October, to help protect against trip interruptions and weather-related disruptions.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (USD, excl. fees and taxes)AvailabilityMin Stay (nights)
Jul 21, 2026$306Available4
Jul 22, 2026$307Available4
Jul 23, 2026$306Available4
Jul 24, 2026$307Available4
Jul 25, 2026$307Available4
Jul 26, 2026$306Available4
Jul 27, 2026$307Available4
Jul 28, 2026$307Available4
Jul 29, 2026$307Available4
Jul 30, 2026$307Available4
Jul 31, 2026$307Available4
Aug 1, 2026$307Available4
Aug 2, 2026$307Available4
Aug 3, 2026$307Available4
Aug 4, 2026$306Available4
Aug 5, 2026$306Available4
Aug 6, 2026$306Available4
Aug 7, 2026$307Available4
Aug 8, 2026$307Available4
Aug 9, 2026$306Available4
Aug 10, 2026$306Available4
Aug 11, 2026$306Available4
Aug 12, 2026$306Available4
Aug 13, 2026$306Available4
Aug 14, 2026$306Available4
Aug 15, 2026$306Available4
Aug 16, 2026$306Available4
Aug 17, 2026$306Available4
Aug 18, 2026$306Available4
Aug 19, 2026$306Available4
Aug 20, 2026$306Available4
Aug 21, 2026$306Available4
Aug 22, 2026$306Available4
Aug 23, 2026$306Available4
Aug 24, 2026$306Available4
Aug 25, 2026$306Available4
Aug 26, 2026$306Available4
Aug 27, 2026$306Available4
Aug 28, 2026$306Available4
Aug 29, 2026$306Available4
Aug 30, 2026$306Available4
Aug 31, 2026$306Available4
Sep 1, 2026$307Available4
Sep 2, 2026$307Available4
Sep 3, 2026$307Available4
Sep 4, 2026$307Available4
Sep 5, 2026$307Available4
Sep 6, 2026$307Available4
Sep 7, 2026$307Available4
Sep 8, 2026$307Available4
Sep 9, 2026$307Available4
Sep 10, 2026$307Available4
Sep 11, 2026$307Available4
Sep 12, 2026$307Available4
Sep 13, 2026$307Available4
Sep 14, 2026$307Available4
Sep 15, 2026$307Available4
Sep 16, 2026$307Available4
Sep 17, 2026$307Available4
Sep 18, 2026$307Available4
Sep 19, 2026$307Available4
Sep 20, 2026$307Available4
Sep 21, 2026$307Available4
Sep 22, 2026$307Available4
Sep 23, 2026$307Available4
Sep 24, 2026$307Available4
Sep 25, 2026$307Available4
Sep 26, 2026$307Available4
Sep 27, 2026$307Available4
Sep 28, 2026$307Available4
Sep 29, 2026$307Available4
Sep 30, 2026$307Available4
Oct 1, 2026$320Available4
Oct 2, 2026$320Available4
Oct 3, 2026$320Available4
Oct 4, 2026$320Available4
Oct 5, 2026$320Available4
Oct 6, 2026$320Available4
Oct 7, 2026$320Available4
Oct 8, 2026$320Available4
Oct 9, 2026$320Available4
Oct 10, 2026$320Available4
Oct 11, 2026$320Available4
Oct 12, 2026$320Available4
Oct 13, 2026$320Available4
Oct 14, 2026$320Available4
Oct 15, 2026$320Available4
Oct 16, 2026$320Available4
Oct 17, 2026$320Available4
Oct 18, 2026$320Available4
Oct 19, 2026$320Available4

Amenities

Waterfront
Ocean view
Beach access
Pool outdoor
Patio
Garden view
Air conditioning
Washer

5.0 · 5 reviews

H
Happy Guest
June 2026

Really enjoyed our stay. Would most definitely stay here again.

H
Happy Guest
April 2026

We had an absolutely wonderful stay! The home was comfortable, welcoming, and perfectly set up for a beach vacation. I actually overpacked because I wasn’t sure what we’d need but they truly had everything and more already provided. It was ideal for our family, with plenty of thoughtful amenities that made our trip easy and enjoyable. There was a small issue with the pool not being open during our stay, but the hosts were incredibly transparent, communicative, and worked with us to find a solution that felt fair for everyone. The house is well-stocked with everything you could need, making it easy to relax and enjoy your time. Thank you for helping make our Spring Break 2026 such a memorable and successful trip!

H
Happy Guest
April 2026

Very peaceful location. Exactly as pictured.

Where you'll be

George Town, George Town, KY1, Cayman Islands

Immerse yourself in the coastal charm of George Town, where historic landmarks and waterfront dining create a sophisticated island lifestyle. Nearby, you can savor fine dining at Grand Old House Cayman or explore the rich cultural heritage of the island at the Cayman Islands National Museum. A short drive leads to the vibrant community of Camana Bay for premier shopping and The National Gallery of the Cayman Islands for artistic inspiration. Unwind at

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 11:00 AM.
Maximum 6 guests.