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

Bedrooms: 2

Bathrooms: 2 full, 1 ½-bath

Sleeps: 6

Sq Ft: 1,450

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Overview ↑↓

Beachfront Bliss & Ocean Views at Caribbean Paradise #29 – “Sunshine Daydream”
Wake up to sweeping ocean views and enjoy over 600 feet of private white-sand beach in quiet South Sound at Caribbean Paradise #29, affectionately called “Sunshine Daydream.”

This spacious 1,450 sq. ft., two-story condo features 2 bedrooms, 2 1/2 bathrooms, and an additional sleeper sofa, comfortably sleeping up to 6 guests. Perfect for families or couples seeking a peaceful retreat, yet just minutes from George Town and Seven Mile Beach.

The Space

Bedrooms:
• Primary Bedroom: King bed with en-suite bathroom and private balcony
• Second Bedroom: Queen bed and one Twin bed, with en-suite bathroom
• Additional Sleeping: Queen-sized sleeper sofa in the living room
Sleeps a maximum of 6 adults

Living & Kitchen:
The open-concept living area features a 55” TV with Amazon Fire Stick, a DVD player with a vast movie collection, and comfortable seating.
The fully equipped kitchen includes modern appliances, a drip coffee maker, and a Keurig machine. A half bath is conveniently located on the main floor.

Outdoor Amenities:
Enjoy two large balconies with seating and side tables, offering ocean and pool views. The property boasts a large saltwater pool, private tennis courts and new pickleball court, and a shipwreck from the 1850s right offshore for excellent snorkeling.

Activity Inclusions: A kayak is available for guest use.

Location Highlights:
- Located just a 5-minute drive from gourmet grocery stores, dive shops, and waterfront restaurants.
- Seven Mile Beach and Owen Roberts International Airport are approximately 10 minutes away.
- Nearby attractions include Smith’s Cove, Eden Rock Diving, and Grand Old House fine dining.

Accessibility: 2-Storey Unit across the Second & Third floors, stair access only (no elevator)
Parking: One reserved parking space is provided

Essential Starter Pack Included:
Kitchen essentials include dishwashing liquid and/or dishwasher tabs, basic pantry items such as salt, pepper and coffee filters to get you started.
Home essentials include shampoo, conditioner, hand soap, toilet paper, paper towels, garbage bags, laundry detergent, a blow dryer, and an iron with a board. Towels, linens, and beach towels are also provided.

Property Promotions:
Automatic discounts may apply based on your travel dates, including seasonal “Stay 7, Pay 6” offers (May 1 to Nov 1,2026), and extended-stay discounts.
All eligible offers are applied automatically, and cannot be combined with other promotions or Repeat Guest benefits; blackout dates (December 17 – January 3) and other restrictions apply.

Check-in:
- You will receive basic instructions once you book, and we will send a message with the door code 2-days before arrival.
- You can check in anytime after 4:00 PM and as late as you like, you'll have a pin code access to get in.
- Early check-in is subject to the cleaning schedule following departing guests and can be confirmed with the property manager the day before your arrival.

Check-out:
Self check out @ 11:00 AM: You will receive all the instructions once you book, in the welcome message and before arrival.
- There is NO Late Check-out, unless arranged with the property manager as we need to get the apartment ready for next guests.

Protect Your Vacation Investment with Travel Insurance:
• Trip interruptions, Hurricane season concerns (August-October), add peace of mind during checkout.

House Rules

- Non-smoking
- Minimum age of 21
- Check in 4 pm - check out 11 am unless otherwise approved
- No pets unless previously arranged
- No events, parties, or weddings unless otherwise approved
- Your On-island property manager is your primary point of contact once on-island

Rooms ↑↓

Primary Bedroom

1 King Bed

Second Bedroom

1 Queen Bed
1 Single Bed

Living room

1 Sofa Bed

Amenities ↑↓

Adventure Properties

Air conditioning

Baking sheet

Barbeque utensils

Bathtub

Beach

Beach access

Beach essentials

Beach Front

Beach View

Beachfront

Bed linens

Blender

Board games

Body soap

Cable TV

Ceiling fan

Cleaning Disinfection

Cleaning products

Clothing storage

Coffee

Coffee maker

Communal pool

Conditioner

Cookware

Dining table

Direct Waterfront

Dishes and silverware

Dishwasher

Dryer

Dvd player

Emergency exit

Enhanced cleaning practices

Essentials

Extra pillows and blankets

Family Friendly

Family/kid friendly

Fire extinguisher

Free parking on premises

Freezer

Garden or backyard

Garden View

Hair dryer

Hangers

Heating

High touch surfaces disinfected

Hot water

Ice maker

Internet

Iron

Kayak

Kitchen

Laptop friendly workspace

Long term stays allowed

Luggage dropoff allowed

Microwave

Near Ocean

Ocean Front

Outdoor pool

Outdoor seating (furniture)

Oven

Patio or balcony

Pool Access

Private entrance

Refrigerator

Romantic Getaway

Sea view

Shampoo

Shopping

Shower gel

Smoke detector

Sound system

Stay 7 / Pay 6

Stereo system

Stove

Suitable for children (2-12 years)

Suitable for infants (under 2 years)

Swimming pool

Toaster

Towels provided

Washer

Water Sports

Water View

Waterfront

Wine glasses

Wireless Internet

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Reviews ↑↓

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no wonder the grounds were so clean!

Review Date: March 19, 2026

Vacation Date: March 12, 2026

"Our group included my parents and my family of three. The guest bedroom was great for us since there was a single and a double beds so no one needed to use the sofa bed. The kitchen was very well equipped. The shipwreck was great for snorkeling and the pool warm. The only minor complaint was that the gardeners used noisy leaf blowers and worked almost the whole day - if we had known, we would done a day trip. However, no wonder the grounds were so clean!

Reviewed By: Jennifer C

Response from caymanvacation.com:
Thank you, Jennifer! We’re so glad Caribbean Paradise #29 was a great fit for your group and that you enjoyed the layout, well-equipped kitchen, and nearby snorkelling and pool. We appreciate your note about the grounds as well — the team works hard to keep everything looking its best. Thank you again for staying with us, and we’d love to welcome you back in the future.

These were the perfect accommodations

Review Date: December 30, 2025

Vacation Date: December 23, 2025

"These were the perfect accommodations and every amenity was very well thought out.

Reviewed By: Randall Smith

Response from caymanvacation.com:
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.

Wonderful Stay in a Great Location

Review Date: December 2, 2025

Vacation Date: November 25, 2025

"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.

Reviewed By: Ann Marks

Response from caymanvacation.com:
Thank you so much for your kind review! We’re thrilled to hear you had a wonderful stay and enjoyed the cleanliness, in-unit laundry, and great location of the condo. We truly appreciate you choosing to stay with us and would love to welcome you back again in the future!

The condo was a dream vacation rental

Review Date: November 5, 2025

Vacation Date: November 2, 2025

"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.

Reviewed By: Lindsey Murray

Response from caymanvacation.com:
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!

Review Date: May 31, 2025

Vacation Date: May 23, 2025

Reviewed By: Lisa H

Response from caymanvacation.com:
Thank you Lisa, we're pleased that you enjoyed your stay. We look forward to hosting you again in the future.

Amazing

Review Date: March 16, 2025

Vacation Date: March 12, 2025

"Great place, great location, beautiful beach, well equipped and cozy.

Reviewed By: Chris S

Response from caymanvacation.com:
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! ✨

Review Date: March 2, 2025

Vacation Date: February 15, 2025

"✨✨✨✨

Reviewed By: Kris L

Response from caymanvacation.com:
Thank you for this perfect rating of Caribbean Paradise! We love that you enjoyed your stay with us. We look forward to seeing you again for more CaymanVacation dreams! ✨

Great location, great experience

Review Date: January 15, 2025

Vacation Date: January 10, 2025

"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.

Reviewed By: Cheryl D

Response from caymanvacation.com:
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!

Review Date: December 30, 2024

Vacation Date: December 28, 2024

"Absolutely lovely stay wish we had stayed longer. The property was clean and fully equipped with everything you need. Essentials for my little ones were also provided. The host communicated quickly and helped me out on any little thing I needed will definitely be coming back soon.

Reviewed By: Markeisha L

Response from caymanvacation.com:
Thank you for your wonderful review of Caribbean Paradise 29! We're thrilled to hear that you had a lovely stay and found the property clean and fully equipped with everything you needed, especially for your little ones. It's great to know that our quick communication helped make your experience even better. We can't wait to welcome you back soon for another fantastic CaymanVacation getaway!

Amazing!!

Review Date: December 14, 2024

Vacation Date: December 7, 2024

"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!

Reviewed By: Brenda M

Response from caymanvacation.com:
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 honor 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!

1st South Sound Vacay

Review Date: November 3, 2024

Vacation Date: October 25, 2024

"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!

Reviewed By: Glynis N

Response from caymanvacation.com:
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!

Paradise 29

Review Date: November 2, 2024

Vacation Date: October 25, 2024

"Thank you for a wonderful stay in Grand Cayman!

Reviewed By: Glynis N

Response from caymanvacation.com:
Welcoming you to Caribbean Paradise #29 was our pleasure, and we're delighted to hear about your positive experience. We would be happy to welcome you back anytime to create more CaymanVacation memories!

Caribbean Paradise

Review Date: July 24, 2024

Vacation Date: July 14, 2024

"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.

Reviewed By: Carla L

Response from caymanvacation.com:
Thank you for your wonderful review @ Caribbean Paradise 29! We’re delighted to hear that you enjoyed the beautiful property, fantastic view, and convenient location. Sorry to hear you missed out on the shipwreck adventure—it’s amazing! You'll just have to come back for another wonderful Cayman vacation to experience it. We appreciate your kind words and look forward to welcoming you and your family back for another memorable stay!

The home and our stay was great.

Review Date: June 9, 2024

Vacation Date: June 2, 2024

"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.

Reviewed By: Eric F

Response from caymanvacation.com:
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!

Cayman Move

Review Date: May 5, 2024

Vacation Date: April 27, 2024

"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.

Reviewed By: James P

Response from caymanvacation.com:
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!

Lovely apartment within a nice community

Review Date: April 20, 2024

Vacation Date: April 10, 2024

". Superb location. Would stay again!

Reviewed By: Georgie H

Response from caymanvacation.com:
Welcoming you to the Caribbean Paradise 29 was a pleasure, and we're thrilled to hear that your experience was positive. Happy to welcome you back anytime. Thank you for choosing us for your Cayman Vacation.

beautiful place,

Review Date: March 25, 2024

Vacation Date: March 22, 2024

"excellent location and incredible views.

Reviewed By: Rogell L

Response from caymanvacation.com:
Thank you for choosing the Caribbean Paradise 29 for your stay. We're overjoyed that you had a great time, and you're invited to revisit anytime.

Home Away from Home…in Paradise

Review Date: March 22, 2024

Vacation Date: March 15, 2024

"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!

Reviewed By: Venessa S

Response from caymanvacation.com:
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!

Great Condo!

Review Date: March 9, 2024

Vacation Date: March 4, 2024

"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.

Reviewed By: Matt K

Response from caymanvacation.com:
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!

Great location for a quiet holiday.

Review Date: February 18, 2024

Vacation Date: February 4, 2024

"Great location which suited our needs (family visit). Some issues came up related to bathrooms and services not provided as advertised. Local support person was able to resolve all issues to our satisfaction. Very comfortable mattress!

Reviewed By: George R

We came as a couple with a toddler and a pair of grandparents for a week of fun.

Review Date: January 15, 2024

Vacation Date: January 8, 2024

"We really enjoyed the beachfront property and pool. The home was as described, and we loved the proximity to local restaurants and amenities that we reached through our rental car. The home was comfortable and had pretty much everything we needed, including beach toys and ample towels for our beach days! We definitely recommend and would be back again! Thank you, Don and Ildi for being so responsive and helpful during our stay.

Reviewed By: Natalie C

Response from caymanvacation.com:
Welcoming you to the Caribbean Paradise #29 was a pleasure, and we're thrilled to hear that your experience was positive. Happy to welcome you back anytime. Your thoughtful comments are truly appreciated. Thank you for choosing us for your Cayman Vacation.

We came as a couple with a toddler and a pair of grandparents for a week of fun.

Review Date: January 15, 2024

Vacation Date: January 8, 2024

Reviewed By: Natalie C

Response from caymanvacation.com:
We're overjoyed to hear that you had a fantastic stay at Caribbean Paradise 29! Thank you for your glowing review highlighting the perfect location, beautiful views, and excellent amenities. We're delighted that Ildi, and our team could contribute to your positive experience. It was a pleasure hosting you, and we'd be thrilled to welcome you back anytime. Thanks for choosing us for your Cayman vacation!

Surprisingly Spacious.

Review Date: December 29, 2023

Vacation Date: December 17, 2023

"We spent 2 weeks in this condo and the only two problems was the water was more warm than hot and the dryer takes a long time to dry clothes and towels. The space is nice and surprisingly spacious. We were close enough to 7 mile to enjoy some of the more popular beaches but far enough away to have peace and quiet. There are no bad views from the condo. It’s important to rent a car, but I would recommend a local company because the big guys try to rip you off. The weather was perfect. I’m a bit OCD so I would have liked a vacuum of some kind to keep the floors clean. It’s challenging when we visited the beach so much to not track sand in the house. There was only a broom available and like I said before the condo is surprisingly spacious so sweeping the entire place was a bit of a workout. With that said my family is rested and happy. We thoroughly enjoyed our stay.

Reviewed By: Natasha P

Response from caymanvacation.com:
It was our pleasure to have Stuart as our guest at Caribbean Paradise #29 Condo, and we're delighted to hear they had an enjoyable stay. We thank you sincerely for sharing your feedback and suggestions. Your insights are invaluable to us as we strive to enhance the experience for our guests. We truly appreciate your thoughtful comments, and they inspire us to continually improve. We look forward to welcoming you back and exceeding your expectations in the future, and thanks again for choosing us for your Cayman Vacation!

This is a very nice Airbnb.

Review Date: November 29, 2023

Vacation Date: November 22, 2023

"It was clean, spacious and it had a beautiful view. The food in Grand Cayman was awesome yet expensive. The location was close to everything, but it did require a car.

Reviewed By: Darlene O

Response from caymanvacation.com:
Thank you for selecting the Caribbean Paradise #29 Condo in Scenic South Sound for your stay; it was a pleasure hosting you, and we look forward to your return.

Great condo!

Review Date: November 18, 2023

Vacation Date: November 11, 2023

"Great location, great condo, we had a very nice week

Reviewed By: Simon L

Response from caymanvacation.com:
It was our pleasure having Simon as our guest at Caribbean Paradise #29 Condo in South Sound, and we're delighted to hear you had an enjoyable stay. Happy to have you return anytime, and thanks again for choosing us.