South Sound Oceanfront 2BR Condo with Pool - Caribbean Paradise #29
Summary:
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.
• 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.
The Neighborhood:
South Sound
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- Non-smoking
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- Check in 4 pm - check out 11 am unless otherwise approved
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Important information
You need to know
Property # 9291717
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
George Town
Located on the beach, this condo is in South Sound, a neighbourhood in George Town. The area's natural beauty can be seen at Grand Cayman Beaches and Seven Mile Beach. Cayman Maritime Treasure Museum and F. J. Harquail Cultural Centre are also worth visiting.
George Town, Cayman Islands
What's nearby
Grand Cayman Beaches - 1 min walk - 0.0 km
St. Ignatius Catholic Church - 3 min drive - 1.7 km
Smith's Barcadere - 4 min drive - 2.7 km
National Trust for the Cayman Islands - 4 min drive - 3.0 km
Pure Art Gallery - 4 min drive - 3.0 km
Getting around
George Town (GCM-Owen Roberts Intl.) - 15 min drive
Restaurants
Sharkeez - 6 min drive
The Thai House Restaurant - 6 min drive
White Whale Pub - 6 min drive
Sea Rock - 6 min drive
My Bar - Sunset House - 4 min drive
Frequently asked questions
Does South Sound Oceanfront 2BR Condo with Pool - Caribbean Paradise #29 have a pool?
Yes, this property has a pool.
Is South Sound Oceanfront 2BR Condo with Pool - Caribbean Paradise #29 pet-friendly?
No, pets are not allowed at this property.
How much is parking at South Sound Oceanfront 2BR Condo with Pool - Caribbean Paradise #29?
On-site parking is available at the property.
What time is check-in at South Sound Oceanfront 2BR Condo with Pool - Caribbean Paradise #29?
Check-in begins at 4:00 PM.
What time is check-out at South Sound Oceanfront 2BR Condo with Pool - Caribbean Paradise #29?
Checkout is at 11:00 AM.
Where is South Sound Oceanfront 2BR Condo with Pool - Caribbean Paradise #29 located?
Nestled on the beach, this South Sound condo building is within 2 mi (3 km) of Grand Cayman Beaches, Smith's Barcadere and St. Ignatius Catholic Church. Pure Art Gallery and National Trust for the Cayman Islands are also within 2 miles (3 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
These were the perfect accommodations and every amenity was very well thought out.
Randall S.
Stayed 7 nights in Dec 2025
Response from VrboOwner on 2 January 2026
Thank you, Randall! We’re so glad Caribbean Paradise #29 was a perfect fit and that you appreciated the thoughtful amenities. We appreciate you staying with us and hope to welcome you back again.
We had a wonderful stay. The condo was very clean. Loved that there was laundry in unit. Location was great. Would stay here again for sure.
Ann M.
Stayed 6 nights in Nov 2025
Response from VrboOwner on 16 December 2025
Thank you so much for your wonderful review! We’re delighted to hear that you enjoyed your stay and found the condo very clean. We’re glad the in-unit laundry and great location added to your experience. It means a lot to us that you’d choose to stay with us again, and we look forward to welcoming you back in the future!
Property manager and host for both very quick to communicate and provide provided. Helpful suggestions.
Carissa m.
Stayed 6 nights in Feb 2026
Response from VrboOwner on 18 February 2026
Thank you for your feedback, Carissa! We’re glad the property manager and host were quick to communicate and provide assistance during your stay. It’s great to know their suggestions were helpful, and we’d be happy to welcome you back anytime!
Great place, great location, beautiful beach, well equipped and cozy.
Chris S.
Stayed 4 nights in Mar 2025
Response from VrboOwner on 20 March 2025
Short, sweet, and absolutely perfect review of Caribbean Paradise! 🌊 We love that you found our place cozy and well-equipped, with that beautiful beach location to enjoy. We look forward to seeing you again for more CaymanVacation dreams! ✨
Lovely place to stay with assigned parking close to the entry stairs. Pool was great, beach lovely, management excellent.
Gary V.
Stayed 5 nights in Jan 2022
Response from VrboOwner on 7 February 2022
Hi Gary,
We are happy to hear that the condo and property met your expectations. Should a return trip to Grand Cayman be in your plans, we would be honored to host you again.
The condo was a dream vacation rental. All of the amenities were accessible- towels, beach toys, pool noodles plus a full kitchen! The AC units kept the condo comfortable and the washer-dryer availability made life so easy. The furniture was way above your typical IKEA grade and the decor was relaxing and comfortable. Not to mention the gorgeous beach steps away. We would stay here again in as heartbeat.
Lindsey M.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 12 November 2025
Thank you so much, Lindsey! We’re thrilled to hear Caribbean Paradise #29 was everything you hoped for — from the amenities and comfort to the beautiful beach just steps away. We’re so glad you felt right at home and would stay again in a heartbeat. We’d love to welcome you back anytime!
Great to be back in the same complex we stayed in 22 years ago. Few minutes car ride to everything, but far enough from the cruise ships :)
Raphael M.
Stayed 6 nights in Jul 2023
Response from VrboOwner on 28 July 2023
It was a pleasure having Raphael as our guest, and delighted to hear they had an enjoyable stay.
We'd be delighted to have them return again anytime, and thanks again for choosing us.
We searched for a property for our daughter’s white coat celebration and were so lucky to find this spot! Amazing location, great host communication and great facilities inside! We would be happy to come back & stay again!
Brenda M.
Stayed 7 nights in Dec 2024
Response from VrboOwner on 17 December 2024
Thank you for choosing Caribbean Paradise #29 for such a special celebration! 🎉 We’re delighted the location, amenities, and communication made your stay amazing. It’s always an honour to be part of these memorable moments, and we’d be thrilled to welcome you back for more celebrations—or just a well-deserved getaway!
The condo was perfect for us introducing family members to Cayman. Its location is perfect for getting to Hurley’s, airport and town. We have been coming to Cayman for over 20 years (always staying in Cayman Kai) but we will definitely stay here again as the condo is so well-equipped For our family to enjoy our vacation!
Glynis N.
Stayed 9 nights in Oct 2024
Response from VrboOwner on 20 November 2024
Thank you for letting us be part of such a special introduction to Cayman! We're thrilled the condo’s location and setup worked so perfectly for your family. After 20+ years of Cayman Kai, we're honored to make the list for future visits. We can’t wait to welcome you back for your next CaymanVacation!
Loved this property. Only issue- there were three of us and only two beach chairs- the manager met me near George Town with a third chair.Check out was very easy- sheets on the bed, towels on the floor, and trash collected from rooms and left in kitchen.
cheryl d.
Stayed 5 nights in Jan 2025
Response from VrboOwner on 17 January 2025
Thank you for your thoughtful review of Caribbean Paradise 29! We’re delighted you enjoyed the property and appreciate your feedback about the beach chairs—it’s great to know the team was able to provide one promptly. We hope to welcome you back for another wonderful experience!
The condo was so spacious and clean. Had everything you could need for a wonderful stay. The pool was lovely and never crowded. Had a wonderful view of the ocean and the balconies were a great spot for morning coffee and relaxing. We would absolutely stay there again! Thank you so much for your hospitality and kindness.
Angela K.
Stayed 5 nights in Mar 2023
Response from VrboOwner on 3 April 2023
We are so pleased to hear you enjoyed your stay! Thanks again for choosing us.
Our family had an amazing time staying at your condo. It was exactly as described. Thank you.
Vic C.
Stayed 7 nights in May 2023
Response from VrboOwner on 6 June 2023
We are so pleased to hear you had such a great stay at the condo and hopefully on Grand Cayman as well.
It was a pleasure having you as our guests, and we'd welcome you back anytime.
Thanks again for choosing us!
Beautiful views, spacious condo, great customer service, water wasn’t the hottest and the dryer took a long time to dry clothes.
Natasha P.
Stayed 12 nights in Dec 2023
Response from VrboOwner on 31 December 2023
We're delighted to hear you had an enjoyable stay at Caribbean Paradise #29. We truly appreciate your thoughtful comments, and they inspire us to continually improve Thanks again for choosing us for your Cayman Vacation.
We had the best, most relaxed, stay at Caribbean Paradise! The unit was clean, spacious and had every possible need (from kitchen utensils, to linens, to snorkeling and beach gear), not to mention the location was absolutely spectacular. You've convinced us to be frequent Cayman visitors and possibly real estate investors. Thank you!
Venessa S.
Stayed 7 nights in Mar 2024
Response from VrboOwner on 29 March 2024
We're thrilled to hear that you had such a wonderful stay at Caribbean Paradise 29! Your kind words mean the world to us. We're honored to have played a part in your memorable experience. You're welcome back anytime! Thank you for choosing us for your Cayman Vacation!
Thoroughly enjoyed our stay. Excellent location. Found the
unit comfortable and spacious. A very well equipped kitchen and nice bathrooms. It was also immaculate!
Nice views of the ocean and a very comfortable mattress!
The shower in the second bedroom did not work.
All in all though, it's a great property.
George R.
Stayed 14 nights in Feb 2024
Response from VrboOwner on 23 February 2024
Thank you, for your glowing review! We're thrilled to hear that you enjoyed your stay at Caribbean Paradise 29 and found it comfortable and spacious with beautiful ocean views. We apologize for any inconvenience caused by the shower issue and appreciate you bringing it to our attention. Your comfort is paramount to us, and rest assured, we'll address it promptly. Should you encounter any issues in future stays, please don't hesitate to notify us, and we'll ensure a swift resolution to make your experience even better. Your feedback is invaluable as we continually strive to enhance the overall guest experience. Thank you once again for choosing us for your Cayman Vacation!
We moved our eldest daughter from Canada to the Cayman Islands for school, my wife her father, my daughter and myself came down for a week and it was wonderful. The island is amazing, the people, the weather and the food are all first-rate. Caribean Paradise was the best part of the trip, beautiful condo, amazing views, wonderful pool and beach, and it is in the perfect location. Recommend it highly, my #1 choice.
James P.
Stayed 8 nights in Apr 2024
Response from VrboOwner on 9 May 2024
WOW thank you for your glowing review and pleased to hear you had a truly memorable stay at Caribbean Paradise 29. Your thoughtful comments about the well-equipped features of the condo are truly appreciated. I’m sure your daughter will enjoy her time on the island! It was a pleasure hosting you, and we would be delighted to welcome you back anytime for another CaymanVacation!
Beautiful property with a fantastic view and location. We rented a car and all agreed this is the best location on island to stay. Lots of nearby snorkeling areas and restaurants. Unfortunately I couldn't get anyone in our group to venture out to the shipwreck with me which is directly in front of the condo. The property manager was fantastic, helped us with grocery delivery prior to our arrival, and was super responsive when I mentioned a minor repair issue with towel bar which was loose. Will definitely stay here again when we return. Thank you so much for sharing your "Caribbean Paradise" with our family.
Carla L.
Overall staying here was very enjoyable. The property was nice and had everything we needed. The only drawbacks were we would have to call a taxi everyday to get to where we wanted to go as there is not much to do within walking distance. Additionally, the code we received in the email for the front door was not correct so having to deal with that on our first day after a long day of travel was a bit stressful. That being said, we still had a great time and we’re able to enjoy everything the island had to offer.
Olivia D.
Response from VrboOwner on 4 April 2020
Hi Olivia, Glad you enjoyed your stay. We do suggest a car in this location, just a short 5 minute drive to Georgetown and 7 Mile Beach. This is a new listing and a few kinks needed to be worked out. Thanks for staying with us and all issues have been corrected. Please come and stay with us again soon.
The condo was very clean, updated, and well-equipped. The steel shipwreck on the reef was a bonus for doing some snorkeling after our dive trips. More marine life here than I expected, including several jawfish, a large barracuda, and a large puffer.
The location was very convenient to the Sunset House dive operation and Georgetown. We didn’t use the pool, but it looked clean and well-kept.
Very quiet here when we visited in early March. Very nice, walkable beach. We basically had the beach to ourselves every afternoon after diving.
Our family will not hesitate to stay here again if this unit is available.
Matt K.
Stayed 5 nights in Mar 2024
Response from VrboOwner on 15 March 2024
We're thrilled to hear about your wonderful experience at Caribbean Paradise 29! Your glowing review truly captures the essence of our condo and its surroundings. Thank you for sharing such detailed feedback—it will undoubtedly assist future guests in planning their stays. Hosting you was a delight, and we welcome you back for another memorable stay. Your choice in selecting us for your Cayman vacation is greatly appreciated!
The home and our stay was great. It was really clean and well stocked. The property manager was fantastic and super responsive when we had a very minor a/c issue.
The only downside I can think of, is that the current was fairly strong out on the water, which made snorkeling a bit of a challenge. But we were there at the beginning of the rainy season (June), so that was to be expected. There are plenty of other snorkeling spots nearby, so we made use of that time to explore the rest of the island. =) Oh! And the guide book with restaurant/activity recommendations was very helpful. Just one example of a simple touch, that really helped make our visit memorable.
Would not hesitate to stay here again—thank you so much for sharing your home with our family.
Eric F.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 15 June 2024
Thank you for your wonderful review of Caribbean Paradise 29 ! We're delighted to hear that you found the condo clean and well-stocked, and that you found us fantastic and responsive. We're glad you made use of the guidebook with restaurant and activity recommendations—it’s great to know it added to your memorable visit. While the strong current during your stay made snorkeling a bit challenging, we appreciate your understanding given the season and your adventurous spirit in exploring other spots on the island. We would not hesitate to welcome you back and thank you so much for sharing your experience with our CaymanVacation family. We look forward to hosting you again!
Caribbean Paradise was indescribably perfect for all of our needs. Waking up every morning to the ocean was beautiful, and for our family of six, the condo had enough to comfortably sleep all of us and it had a lot of living space. We loved spending countless hours on the beach, and the snorkeling is amazing out by the shipwreck area! There are tennis courts and there is an amazing pool that was great for relaxing after a sunny day at the beach. The condos are close to touristy places like 7 Mile Beach, Smith Cove (aka Smith Bacardi/ Barricade), which was a family favorite, and spots beach. We recommend doing the Capt. Marvin’s stingray city/starfish point/snorkeling tour because it’s very worth your while!
The condo was very well equipped for our 1 week stay. There were many cleaning supplies available, beach equipment, gift certificates and coupons, and there was a catalog for stuff to do while we were on the island. If you are looking for a souvenir, I recommend Capt Marvins, and Fashion Teez has many options, and everything’s converted to USD. Caribbean Paradise is on the perfect side of the Island, and we LOVED everything about it!!
Gayla R.
Stayed 7 nights in Mar 2020
Response from VrboOwner on 6 April 2020
Sounds ideal. So happy you made wonderful family memories at our beautiful condo on the beach. Please come and stay with us again soon!
Great week at this well appointed condo located on South Sound. We were close enough to Seven Mile Beach to enjoy the restaurants but yet just far enough away to enjoy the quiet beach. Great snorkeling right outside our door!
Jean B.
Stayed 7 nights in Feb 2020
Response from VrboOwner on 4 April 2020
Happy to hear you enjoyed the condo and the location! Please come and visit us again soon
Thank you for providing linens, soap, and paper products! Very very nice given our flying in did not allow us ability to pack much in the way of food, cleaning supplies, etc.
James P.
Response from VrboOwner on 4 April 2020
So glad we were able to meet your arrival needs. Please come and stay with us again!
About the host
Hosted by Don Martin
Professional, Prompt, Personal Service. CaymanVacation has over 28 years of experience arranging perfect Cayman Islands Vacations serving over 30,000 guests. With us, you will receive friendly, personalized boutique service, which leverages our in-depth knowledge of the Cayman Islands. Our attention to excellence assists you in choosing the very best Cayman Islands vacation accommodation to meet your specific requirements.
Why they chose this property
Great location, beautiful sandy beach, amazing snorkeling, all a short distance from the airport, Georgetown for shopping and world families 7 Mile Beach, with an abundance of restaurants!
What makes this property unique
Quiet location, spacious condo and amazing views from the 2 balconies.
Languages:
English
Premier Host
They consistently provide great experiences for their guests