$50,000/mo

111 Caribbean RD, Naples, FL 34108

5 beds |
7 baths |
5,400 sqft

Rent shown is base rent as provided by the property owner or manager. Additional mandatory fees, deposits, or utilities may apply and are set by the property owner or manager.

Rental
Built in 1999
1.43acre lot
—— car garage
$9/sqft
Listed 2 months ago

Property Description

Available January 3rd to January 31st, 2027. Welcome to CocoBaba! This private 5BR, 6.5BA estate offers the ultimate Naples getaway with a detached guest house, sparkling pool & spa, and a PRIVATE lighted pickleball 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.

Listing Status:: Active
Date Added:: May 26, 2026
Data Last Updated:: July 29, 2026 at 7:17AM
Listing Office:: Naples Trust Real Estate Servi : (239) 293-2717
Listing Agent:: Michael Dedio : (239) 595-7950
MLS ID:: 226020180

General: Built-in FeaturesCathedral Ceiling(s)French Door(s)/Atrium Door(s)Custom MirrorsWalk-In Closet(s)
Appliances: Double OvenDryerDishwasherFreezerDisposalMicrowaveRangeRefrigeratorSeparate Ice MachineTankless Water HeaterWater PurifierWasher
Laundry: Inside
Flooring: TileWood
A/C: Central AirCeiling Fan(s)Electric
Heating: CentralElectric

General: DeckFenceFruit TreesSprinkler/IrrigationOutdoor GrillTennis Court(s)Gas GrillGazeboOutbuildingGas HeatGuniteIn Ground
Style: Two Story
Other Structures: GazeboOutbuildingBalconyDeck
Pool: ConcreteElectric HeatHeatedIn Ground
Parking: DrivewayPaved