111 Caribbean Rd, Naples, FL 34108
Property image
Property image
FOR RENT

$50,000/mo

Original price: $60,000
  • 5 Beds
  • 6.5 Baths
  • 5,400 sqft

111 Caribbean Rd, Naples, FL 34108

Pine Ridge
Cost and fees breakdown
Price may not include required fees and charges.

Home Highlights

Single-Family Home
Open Parking
No Pets
Dishwasher
Central, Natural Gas & Central Air
Washer, Dryer

Local Information

  • Map ViewExplore the area around 111 Caribbean Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.

Details for 111 Caribbean Rd

Interior Features

Heating & Cooling
Heating: Central, Electric, Natural Gas, WoodAir ConditioningHeating Fuel: Central
Appliances & Utilities
DishwasherDryerWasher
Fireplace & Spa
Hot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Tile, Wood

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Pool
Pool
Parking & Garage
Parking: Driveway Open Paved

Agent Information

Listing Agent
MLS/Source ID: 226020180

Additional Information

Tennis Court(s)
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Costs and Fees

Required monthly rent & fees
  • Base rent
    $50,000/mo
Required one-time fees
  • Security deposit
    Contact for details
  • Application fee
    Contact for details
  • Administrative fee
    Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
See more

Rental Market Trends in Pine Ridge

Last updated Sep 2026
Average rent
$5.5K
$500MoM
Available listings
22
View rental market trends in Naples, FL

Around this home

Neighborhood Overview

Pine Ridge
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Pine Ridge

At least 21 Trulia users voted on each feature.

  • 90 % Say it's quiet

  • 89 % Say parking is easy

  • 88 % Say it's dog friendly

  • 74 % Say it's walkable to restaurants

  • 74 % Say car is needed

  • 68 % Say people would walk alone at night

  • 67 % Say they plan to stay for at least 5 years

  • 64 % Say streets are well-lit

  • 64 % Say there are sidewalks

  • 63 % Say there's holiday spirit

  • 58 % Say it's walkable to grocery stores

  • 52 % Say yards are well-kept

  • 40 % Say neighbors are friendly

  • 34 % Say there's wildlife

  • 27 % Say there are community events

  • 19 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Enright
    "Convenient to Mercado for shopping and eating. Can walk to 2 grocery stores and 2 movie theaters. Several restaurants, banks and dry cleaners you are able to walk to."
    1
    Flag
  • BJE
    "Only 1.5 miles to beach, public transportation available, a variety of restaurants in walking distance, walk to 2 grocery stores and shopping & dining at the Mercado."
    10
    Flag
  • kochava72
    "close to an awesome bike shop!"
    0
    Flag

Local Legal Protections

LGBTQ • Source of Income

Price and Tax history

DateEventPrice
Jun 26, 2026
Source: NABOR FL #226020180
PriceChange
$50,000
Price decreased by 17%
May 26, 2026
Source: NABOR FL #226020180
Listed For Rent
$60,000
Oct 16, 2025
Source: N/A
Sold
$1,320,550
Mar 1, 2021
Source: N/A
Sold
$2,175,000
Jan 30, 2021
Source: N/A
Pending
$2,399,000
Naples Trust Real Estate Servi
Michael Dedio

Frequently asked questions about 111 Caribbean Rd

  • How does the rent for 111 Caribbean Rd compare to similar 4+ bedroom houses in Pine Ridge?
    111 Caribbean Rd in Naples, FL rents about 84% above the area average for 4+ bedroom houses in Pine Ridge ($27,167/mo).
  • What are the closest schools to 111 Caribbean Rd?
    The closest schools to 111 Caribbean Rd in Naples, FL are Barron Collier High School (rated 8/10), Pine Ridge Middle School (rated 9/10), Sea Gate Elementary School (Pre-K, rated 10/10).
  • What do residents say about the Pine Ridge neighborhood?
    Residents describe the Pine Ridge neighborhood in Naples, FL as quiet, easy to park in, and dog-friendly. Most residents say you need a car. See apartments for rent in Pine Ridge, Naples.
  • Does 111 Caribbean Rd have a pool?
    Yes, 111 Caribbean Rd in Naples, FL has a pool.
  • Does 111 Caribbean Rd have laundry facilities?
    Yes, 111 Caribbean Rd in Naples, FL has in-unit laundry.
  • Does 111 Caribbean Rd have parking?
    Yes, 111 Caribbean Rd in Naples, FL has on-site parking.

Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$1,800,000 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

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111 Caribbean Rd, Naples, FL is a 5 bedroom, 7 bathroom, 5,400 sqft single-family home built in 1999. 111 Caribbean Rd is located in Pine Ridge, Naples. 111 Caribbean Rd was listed for rent for $50,000/month on May 26, 2026.