Sands REPM

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111 Caribbean RD, NAPLES

Single Family Residence

For RentActive

$50,000/mo

5

Beds

7

Baths

5,400

Sqft

Home Type: Single Family ResidenceYear Built: 1999Sqft: 5,400Price/Sqft: $9Lot Size: 1.43 acres

Available January 3rd to January 31st, 2027. Welcome to CocoBaba! This newly renovated luxury property was completed in mid 2024 offering 5 elegantly designed bedrooms, each with full ensuite bathrooms in each room. The home offers the ultimate Naples getaway with a detached guest house, sparkling pool & spa, and a PRIVATE lighted pickleball & tennis court for day or night play. Guests will love the dedicated kids’ room, playroom stocked with toys, and extra child-size beds, while everyone can enjoy indoor/outdoor dining, a koi pond, and lush preserve-like grounds—all just minutes from the beach and vibrant 5th Ave South. Inside, you’ll find 5 bedrooms and 6.5 bathrooms, offering plenty of space for everyone to spread out. A private family/kids’ room and a playroom stocked with toys (plus extra child-size air mattresses) make this home especially family-friendly. For those who need to stay connected, a dedicated workspace provides quiet focus. The home also features a fully livable detached guest house, perfect for added privacy. Step outside and enjoy resort-style amenities: Private pickleball and tennis court with lighting for daytime or nighttime matches Regulation Half Basketball Court Relaxing Court Side Lighted Tiki Hut with table for 4 and 2 hanging chairs Sparkling pool and relaxing spa for unwinding under the Florida sun Indoor and outdoor dining areas, ideal for large family meals Large balcony and viewing deck with serene views Koi pond tucked into the lush landscaping for a peaceful touch The location couldn’t be better—you’re just a 4-minute drive to Clam Pass and Seagate beaches and about 12 minutes to the restaurants, galleries, and shops of 5th Avenue South in Olde Naples. Whether you’re planning a family vacation, group gathering, or simply a private escape, Cocobaba delivers the perfect mix of relaxation, recreation, and luxury. Layout & Bedroom Breakdown: 1st Floor: Master Bedroom and ensuite bathroom - King sized bed Guest Bedroom and ensuite bathroom - King sized bed Sitting Room connected to Master Bedroom Powder Room Office Laundry Room Mud Room 2nd Floor: Guest Bedroom and ensuite bathroom - King sized bed Guest Bedroom and ensuite bathroom - King sized Bed Family Room with 2 child sized air mattresses Full Bathroom Guest House: Studio style - King sized bed, living room, full bathroom Availability: January 2nd to January 31st, 2027. Please note the following: Guests do not have access to garage. 10 Adult Guest Maximum No parties or events There is a front door camera, no cameras inside the property, exterior cameras are shut off for guest stays. Pool heat is limited to 85 degree cap, spa to 104 degrees. Tennis, Pickleball, and Basketball are limited to play hours of 8am to 9pm.

104 days on market · Listing updated August 4, 2026

Location

Facts & Features

Interior Features:
Great Room, Den - Study, Media Room, Built-In Cabinets, Cathedral Ceiling(s), Custom Mirrors, Walk-In Closet(s)
Appliances:
Dishwasher, Disposal, Double Oven, Dryer, Ice Maker, Microwave, Range, Refrigerator/Freezer, Reverse Osmosis, Tankless Water Heater, Washer
Flooring:
Tile, Wood
Laundry:
Inside
Entry Level:
1
Heating:
Central Electric
Cooling:
Ceiling Fan(s), Central Electric
Utilities:
Cable Available
Security:
Smoke Detectors
Exterior Features:
Gas Grill, Balcony, Outdoor Grill, Sprinkler Auto, Tennis Court(s)
Patio / Porch:
Deck
Fencing:
Fenced
View:
Landscaped Area, Tennis Courts
Waterfront:
None, Pond
Direction Faces:
East
Vegetation:
Fruit Trees
Other Structures:
Extra Building, Gazebo
Parking:
Driveway Paved, Paved Parking
Pool:
In Ground, Concrete, Electric Heat
Spa:
In Ground, Concrete, Heated Gas
Doors:
French Doors
Community Features:
Basketball, BBQ - Picnic, Cabana, Pickleball, Tennis Court(s), Non-Gated
Subdivision:
PINE RIDGE
Pets Allowed:
No
Furnished:
Turnkey

Price History

DateEventPrice
May 19, 2026Original list price$60,000

Reflects listing data on file, not a complete transaction history.

Listed by Michael Dedio, Naples Trust Real Estate Servi

$50,000/mo

111 Caribbean RD, NAPLES

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The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.