Book Direct. Book Local. Discover professionally managed vacation rentals from trusted local experts.
Find your vacation rental
Search destinations, vacation rentals, or local property managers

Regatta: 3 Bedroom Vacation Place for Rent in Naples Florida

Condo Rental in Naples Florida

Stylish PENTHOUSE offers SPECTACULAR views of the GULF AND BAY. Spacious 3 bedroom and 3 bathroom condo just a short walk to the Vanderbilt Beach.

Book Direct
William Raveis Florida Rentals
Connect directly with the local vacation rental manager.
Rates from
$7,500 / month
Additional fees may apply
Book Direct
Rental overview

Why You'll Love This Rental

Regatta is a 3-bedroom, 3-bath condo in Naples, Florida that sleeps 6 and is located on the 12th floor (penthouse level). The home is noted for Gulf and Bay views and an estimated 2,035 square feet of interior space. Beach access is listed at 0.50 miles, and the building is described as a resort-style community with shared amenities.

Inside, the sleeping setup includes two king bedrooms and one queen bedroom. The condo includes a lanai, in-unit washer/dryer, internet access, and access to a community pool and exercise facility. Regatta’s common-area features include a poolside grill and picnic area, a furnished social room with a built-in media center, fishing piers, boat docks, and electronic gated entry. Rental terms include a 90-night minimum stay, a 20-day approval period, and a required online application with a $150 fee. Pets are not allowed. Ongoing construction in the Vanderbilt Beach area may increase noise and/or traffic delays.

Good fit for
Family Vacations
Penthouse Level Located on the 12th floor (12/12) with Gulf and Bay views.
Sleeps Six Three bedrooms and three full bathrooms accommodate up to 6 guests.
Bed Setup Two king bedrooms plus one queen bedroom.
Community Pools Access to a tropical waterfall pool and a lap pool.
90-Night Minimum Minimum stay is 90 nights; approval period is 20 days with a $150 online application fee.
At a glance

Property Highlights

3 BedroomsBedrooms
3 Full BathroomsBathrooms
Sleeps 6Guest Capacity
PoolPool
Internet AccessInternet
YesWasher / Dryer
Location & nearby Explore the Area

This condo is in Naples, Florida on the South Gulf Coast within the Regatta building/complex. The listing notes Gulf and Bay views and a beach distance of 0.50 miles. The Vanderbilt Beach area is reported to have ongoing construction, which may lead to increased noise levels and/or traffic delays during a stay.

Plan your stay

Rates & Availability (USD)

Rates from
$7,500 per month
29-day minimum stay
Check current rates & availability

Live booking details are maintained by William Raveis Florida Rentals.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
Season Nightly Weekly Monthly
Oct 01, 2026 - Oct 31, 2026
Minimum Stay: 30 Days
n/a n/a $7,500
Oct 01, 2026 - Oct 31, 2026
Minimum Stay: 30 Days
n/a n/a $7,500
Nov 01, 2026 - Nov 30, 2026
Minimum Stay: 29 Days
n/a n/a $7,500
Nov 01, 2026 - Nov 30, 2026
Minimum Stay: 29 Days
n/a n/a $7,500
Dec 01, 2026 - Dec 31, 2026
Minimum Stay: 30 Days
n/a n/a $15,000
Dec 01, 2026 - Dec 31, 2026
Minimum Stay: 30 Days
n/a n/a $15,000
Jan 01, 2027 - Jan 31, 2027
Minimum Stay: 65 Days
n/a n/a $15,500
Feb 01, 2027 - Feb 28, 2027
Minimum Stay: 65 Days
n/a n/a $15,500
Mar 01, 2027 - Mar 31, 2027
Minimum Stay: 65 Days
n/a n/a $15,500
Apr 01, 2027 - Apr 30, 2027
Minimum Stay: 29 Days
n/a n/a $15,500
May 01, 2027 - May 31, 2027
Minimum Stay: 30 Days
n/a n/a $7,500
Jun 01, 2027 - Jun 30, 2027
Minimum Stay: 29 Days
n/a n/a $7,500
Jul 01, 2027 - Jul 31, 2027
Minimum Stay: 30 Days
n/a n/a $7,500
Aug 01, 2027 - Aug 31, 2027
Minimum Stay: 30 Days
n/a n/a $7,500
Sep 01, 2027 - Sep 30, 2027
Minimum Stay: 29 Days
n/a n/a $7,500
Oct 01, 2027 - Oct 31, 2027
Minimum Stay: 30 Days
n/a n/a $7,500
Nov 01, 2027 - Nov 30, 2027
Minimum Stay: 29 Days
n/a n/a $7,500
Dec 01, 2027 - Dec 31, 2027
Minimum Stay: 30 Days
n/a n/a $15,000
About this rental

About This Rental

This 3BR/3BA condo at Regatta in Naples accommodates up to 6 guests and is positioned on the 12th floor (top floor). The property is described as a penthouse with Gulf and Bay views, and the estimated interior size is 2,035 square feet. Rear exposure is listed as northwest.

The bedroom configuration is straightforward for longer stays: the primary bedroom has a king bed, the second bedroom also has a king, and the third bedroom has a queen. The condo includes a lanai, internet access, and an in-unit washer/dryer.

Regatta is presented as a resort-style community with multiple shared amenities. On-site features include a tropical waterfall pool and a lap pool, a fitness center/exercise facility, a poolside grill and picnic area, and a furnished social room with a built-in media center. The complex also lists fishing piers, boat docks, and electronic gated entry.

Rental requirements and policies are geared toward extended stays. The minimum stay is 90 nights, and the building approval period is 20 days. Guests must complete a separate online application through TenantEvaluation, with a $150 application fee paid through the platform. Pets are not allowed. Beach distance is listed as 0.50 miles, and the area is noted as having ongoing construction that may result in increased noise levels and/or traffic delays.

Stylish PENTHOUSE offers SPECTACULAR views of the GULF AND BAY. Spacious 3 bedroom and 3 bathroom condo just a short walk to the Vanderbilt Beach. Designed as a resort style community, Regatta offers amazing on-site amenities such as a fitness center, poolside grill and picnic area, furnished social room with built in media center, fishing piers, boat docks electronic gated entry, tropical waterfall pool and lap pool. Walk to nearby restaurants at the Ritz Carlton, Turtle Club, The Lighthouse and La Playa. Drive up the street to even more fine restaurants plus movie theaters, upscale shopping and more at the fabulous new Mercato, Pelican Bay Marketplace, or Pavilion Shops.

Rate Information for 2025-2026
December - April = $15,000 per month
May - October = $7,500 per month
November = $10,000 per month

Reservations must be made at least 14 days prior to arrival. Any reservation booked online within 14 days of the arrival date will be automatically cancelled.

Please note that all guests are required to complete a separate application for Regatta, processed through the TenantEvaluation online platform. A $150 application fee applies and must be paid directly through the platform.

Important Notice: There is ongoing construction in the Vanderbilt Beach area, which may lead to increased noise levels and/or traffic delays.

All information provided is deemed reliable but not guaranteed.

For more information, please contact Lesley Garlock at 239-289-1351 or lesley.garlock@raveis.com.
Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Family Vacations
What's included

Property Amenities

Featured Amenities

Grill
Washer/Dryer
Internet Access
Pool

Property Features

Lanai

Other Property Amenities

Monthly-Season: $15500
Monthly-Off Season: $7500
Minimum Nights: 90
Bldg. Complex Name: Regatta
Approval Period: 20 Days
Application Fee Req.: $150 - ONLINE
Pets: Not Allowed
View: Gulf & Bay
Beach Distance: 0.50 miles
Walk-To-Beach
Bedroom/Bathroom: 3BR/3BA
Bed Size 1st/Master: King
Bed Size 2nd Rm: King
Bed Size 3rd Rm: Queen
Exercise Facility: Common
Square Footage, Est.: 2035
Rear Exposure: Northwest
Floor/Bldg Height: 12/12
Helpful details

Frequently Asked Questions

Regatta is located in Naples, Florida.

Regatta accommodates up to 6 guests.

3 Bedrooms and 3 Full Bathrooms.

Yes. The property lists Pool.

The property lists a 29-night minimum stay.

Regatta is professionally managed by William Raveis Florida Rentals.
Local management

Professionally Managed By

William Raveis Florida Rentals
In business since 2003
View Manager Profile

Questions about this rental?

Connect directly with William Raveis Florida Rentals for current rates, availability, and local assistance.

Contact Reservations and Guest Services at William Raveis - South Bay Team
Daytime Phone Evening Phone
Property reference
#163140 · Regatta
Keep exploring

Similar Rentals from William Raveis - South Bay Team

More rentals from the same manager, prioritized by location, property type, size, and setting.