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Experience Luxury at Regatta 505 - Amazing 3 Bedroom Naples, FL Rental Property with Unbeatable Amenities

Condo Rental in Naples Florida

Discover the ultimate vacation getaway at Regatta 505! With its unbeatable location in Naples, FL, this luxurious 3 bedroom condo offers a perfect retreat for up to 6 guests.

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William Raveis Florida Rentals
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Rates from
$4,500 / month
Additional fees may apply
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Rental overview

Why You'll Love This Rental

Regatta is a 3-bedroom, 3-bath condo in Naples, Florida, set on the waterfront along Vanderbilt Bay with a bay view and a glimpse of the Gulf of Mexico. Located on the 5th floor, it sleeps 6 and is listed as near a beach, with the beach noted at 0.50 miles. The home’s layout and setting are geared to guests who want water views paired with access to community amenities.

Inside, the condo features an open floor plan, wireless internet, and an in-unit washer/dryer. Sleeping arrangements include a king in the primary bedroom, a queen in the second bedroom, and two twins in the third. The kitchen is equipped with stainless steel appliances, and the unit includes a lanai. Entertainment is supported by six TVs and three DVD players. Regatta is described as a resort-style community with shared amenities that include a fitness center, pools, a poolside grill and picnic area, a furnished social room with a built-in media center, fishing piers, boat docks, and electronic gated entry. A separate application is required with a $150 fee, and the minimum stay is 30 days.

Good fit for
Family Vacations
Waterfront Bay View 5th-floor condo with a bay view and a glimpse of the Gulf of Mexico.
Sleeps Six Three bedrooms sleep 6 with a king, queen, and two twin beds.
Resort-Style Amenities Community features include pools, fitness center, fishing piers, and boat docks.
Lanai and Grill Includes a lanai, plus access to a poolside grill and picnic area.
30-Day Minimum Minimum stay is 30 days; a separate application and $150 fee are required.
At a glance

Property Highlights

Waterfront - BayLocation Setting
Near a BeachBeach Access
3 BedroomsBedrooms
3 Full BathroomsBathrooms
Sleeps 6Guest Capacity
PoolPool
Internet AccessInternet
YesWasher / Dryer
Location & nearby Explore the Area

Regatta is a waterfront condo community on Vanderbilt Bay in Naples, Florida, with the unit offering bay views and a glimpse of the Gulf of Mexico. The listing indicates it is near a beach, with the beach distance noted as 0.50 miles. The property is in an area where ongoing construction is reported, which may result in increased noise levels and/or traffic delays.

Plan your stay

Rates & Availability (USD)

Rates from
$4,500 per month
27-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
PMS Rate
Nov 12, 2026 - Nov 30, 2026
Minimum Stay: 29 Days
n/a n/a $5,000
PMS Rate
Dec 01, 2026 - Dec 31, 2026
Minimum Stay: 30 Days
n/a n/a $8,500
PMS Rate
Jan 01, 2027 - Jan 31, 2027
Minimum Stay: 30 Days
n/a n/a $11,500
PMS Rate
Feb 01, 2027 - Feb 28, 2027
Minimum Stay: 27 Days
n/a n/a $11,500
PMS Rate
Mar 01, 2027 - Mar 31, 2027
Minimum Stay: 30 Days
n/a n/a $11,500
PMS Rate
Apr 01, 2027 - Apr 30, 2027
Minimum Stay: 30 Days
n/a n/a $8,500
PMS Rate
May 01, 2027 - May 31, 2027
Minimum Stay: 30 Days
n/a n/a $4,500
PMS Rate
Jun 01, 2027 - Jun 30, 2027
Minimum Stay: 29 Days
n/a n/a $4,500
PMS Rate
Jul 01, 2027 - Aug 31, 2027
Minimum Stay: 30 Days
n/a n/a $4,500
PMS Rate
Sep 01, 2027 - Sep 30, 2027
Minimum Stay: 29 Days
n/a n/a $4,500
PMS Rate
Oct 01, 2027 - Oct 31, 2027
Minimum Stay: 30 Days
n/a n/a $4,500
PMS Rate
Nov 01, 2027 - Nov 30, 2027
Minimum Stay: 29 Days
n/a n/a $5,000

Additional Rate Information

Email us for the most updated rates and availability and we will contact you right back.

About this rental

About This Rental

This 3BR/3BA condo at Regatta in Naples is positioned on the waterfront along Vanderbilt Bay and is located on the 5th floor of a 12-floor building. The listing notes a bay view and a glimpse of the Gulf of Mexico, along with west rear exposure. With sleeping for up to 6 guests, the bedroom setup is king, queen, and two twins.

The interior is organized around an open floor plan. The kitchen includes stainless steel appliances, and the unit provides wireless internet plus an in-home washer/dryer for longer stays. Flooring details are specified as hardwood in the bedrooms and ceramic tile in the living areas, bathrooms, and lanai. For in-unit entertainment, the condo includes six TVs and three DVD players.

Regatta is described as a resort-style community with a range of shared amenities. On-site features include a fitness center, a tropical waterfall pool and a lap pool, a poolside grill and picnic area, a furnished social room with a built-in media center, fishing piers, boat docks, and electronic gated entry.

Important stay requirements are also provided. The minimum stay is 30 days, and reservations must be made at least 14 days prior to arrival; bookings made online within 14 days of arrival are automatically cancelled. All guests must complete a separate application processed through the TenantEvaluation online platform, with a $150 application fee paid directly through that platform. The listing also notes ongoing construction in the Vanderbilt Beach area that may increase noise levels and/or cause traffic delays. Pets are not allowed.

Beautiful upscale condominium on the 5th floor with magnificent views of Vanderbilt Bay and a
glimpse of the Gulf of Mexico. This 3 bedroom, 3 bath apartment has everything you want in a
vacation residence: brand new stainless steel appliances; hardwood floors in the bedrooms and ceramic
tile in the living areas, baths and lanai; 6 televisions (including a large screen high definition Samsung
in the living room); and wireless internet. The open floor plan is spacious and the location is perfect:
just a short walk to the Gulf and Vanderbilt Beach, where you can enjoy the famous Naples' sunsets
as well as wonderful beachfront dining at the Ritz Carlton, Turtle Club and La Playa.
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. Just a short drive up Vanderbilt
Beach Road from Regatta are numerous fine restaurants, tennis courts at the Pelican Bay Community
Park, plus movie theaters, upscale shopping, dining and dancing at the fabulous new Mercato complex.

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, contact Lesley Garlock at 239-289-1351 or by email to lesley.garlock@raveis.com
Things to enjoy

Activities and Special Interests

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

Beach
Biking
Boating
Canoeing
Family Vacations
Fishing
Deep Sea Fishing
Fly Fishing
Golfing
Hiking
Hunting
Kayaking
Ocean
Resorts
Sailing
Scuba Diving
State National Parks
Surfing
Wind Surfing
What's included

Property Amenities

Featured Amenities

Grill
Internet Access
Washer/Dryer
Pool

Property Features

Lanai

Other Property Amenities

Monthly-Season: $11500
Monthly-Off Season: $5500
Weekly- Season: $3000
Minimum Nights: 30 Day Min
Bldg. Complex Name: Regatta
Application Fee Req.: $150 (Online) - TENANT EVALUATION
Pets: Not Allowed
View: Bay
Beach Distance: 0.50 miles
Bedroom/Bathroom: 3BR/3BA
Bed Size 1st/Master: King
Bed Size 2nd Rm: Queen
Bed Size 3rd Rm: Twins
Exercise Facility: Common
Square Footage, Est.: 1760
TVs/VCR/DVD: 6-0-3
Rear Exposure: West
Floor/Bldg Height: 5/12

Enjoy your perfect vacation while staying at this resort style condo community in Naples Florida. This 3 bedroom condo is suited to fit the needs of 6 people, and is  agreat palce for any group of friends or family to stay at. Try going for a swim in the beautifully modeled waterfall pool, or check out some of the most define restaunts right down the street! When travelers book William Raveis/South Bay Team, they experience outstanding service along with great rates, and a safe place for you and your guests to stay while on vacation. 

Nestled in the prestigious Regatta 505 in Naples, Florida, this 3-bedroom rental property redefines luxury living. With panoramic views of Vanderbilt Bay and a host of upscale amenities, this condominium offers a refined escape for the discerning traveler. From the modern interiors to the access to exclusive community facilities, Regatta 505 promises a stay that blends comfort and sophistication seamlessly. Whether seeking relaxation or adventure, this property caters to those with a taste for the finer things in life.

Property Overview

Nestled along the picturesque Vanderbilt Bay in Naples, Florida, Regatta 505 presents an exquisite upscale condominium offering unparalleled luxury and breathtaking views. The interior design of this property exudes elegance with modern furnishings, new stainless steel appliances, and hardwood floors throughout. Every room showcases meticulous attention to detail, creating a harmonious blend of comfort and sophistication. The highlight of this property is the stunning waterfront views of Vanderbilt Bay, providing a serene backdrop for relaxation and enjoyment. Whether you're savoring a morning coffee or unwinding after a day of exploration, the panoramic vistas from this condominium elevate the overall experience to one of pure bliss and tranquility. Regatta 505 truly embodies the essence of luxury living by seamlessly merging style with the natural beauty of its surroundings.

Luxury Amenities

Boasting an array of top-tier features and conveniences, Regatta 505 sets the stage for a luxurious retreat with its impressive selection of amenities tailored to elevate your stay in Naples, Florida.

  • Infinity Pool: Enjoy the ultimate relaxation in the stunning infinity pool overlooking the serene waters of Vanderbilt Bay.
  • Concierge Services: Experience personalized attention with concierge services dedicated to fulfilling your every need during your stay.
  • Fitness Center: Stay active and energized with access to the on-site fitness center equipped with state-of-the-art equipment.
  • Boat Docks: Embark on aquatic adventures with convenient access to boat docks, perfect for exploring the beautiful waterways of Naples.

Accommodation Details

The accommodation at Regatta 505 in Naples, Florida offers a luxurious experience with three well-appointed bedrooms and a range of upscale amenities. The master bedroom boasts a king-size bed for ultimate comfort, while the second bedroom features a queen-size bed, and the third bedroom comes with twin beds, perfect for families or groups of friends. Guests can make use of the common exercise facility to stay active during their stay. With a total estimated square footage of 1760, there is ample space for relaxation and enjoyment. Additionally, the close proximity to recreational facilities such as the Gulf of Mexico and Vanderbilt Beach ensures that guests can make the most of the stunning surroundings during their visit.

Booking Process

Upon selecting your desired dates and confirming availability, guests can initiate the booking process for a stay at Regatta 505 in Naples, Florida by completing a reservation form with pertinent details such as name, email, phone number, travel dates, and the number of adults and children intending to occupy the upscale condominium.

  • Reservation Process: Fill out the form with required details.
  • Availability Inquiries: Contact for specific dates and rates.
  • Guest Requirements: Provide information on the number of adults and children.
  • Payment Options: Details will be provided upon reservation confirmation.

Experience the freedom to secure your luxury accommodation effortlessly with a straightforward reservation process. Contact us to inquire about availability and kickstart your unforgettable Naples getaway at Regatta 505.

Location Highlights

Nestled within the vibrant Naples community, Regatta 505 offers a location that epitomizes coastal elegance and convenience. Situated near Vanderbilt Bay, this upscale condominium provides easy access to a plethora of nearby restaurants where you can savor fresh seafood and international cuisines. For those seeking waterfront activities, the Gulf of Mexico and Vanderbilt Beach are just a stone's throw away, perfect for swimming, sunbathing, or engaging in water sports. The proximity to these attractions ensures that guests can immerse themselves in the beauty of the coast effortlessly. Whether you desire a leisurely day by the water or an evening dining at a seaside restaurant, Regatta 505's location caters to your every whim.

Surrounding Attractions

Within close proximity to Regatta 505, guests can explore a diverse array of attractions ranging from upscale shopping destinations to vibrant entertainment venues.

  • Local restaurants: Indulge in exquisite dining experiences at nearby restaurants offering a variety of cuisines.
  • Shopping: Discover upscale boutiques and shops for unique finds and souvenirs.
  • Outdoor activities: Engage in outdoor adventures like hiking, biking, or exploring nearby nature reserves.
  • Water sports: Dive into the Gulf of Mexico for a day of snorkeling, paddleboarding, or jet-skiing to make the most of the beautiful waters.

Directions and Beach Access

Conveniently situated near a myriad of attractions, including upscale shopping venues and vibrant entertainment spots, Regatta 505 provides easy access to the pristine Vanderbilt Beach and a range of recreational activities. Within walking distance, guests can enjoy the soft sands and turquoise waters of Vanderbilt Beach, perfect for swimming, sunbathing, and water sports. As the day winds down, the beach offers stunning sunset views, creating a picturesque backdrop for evening strolls along the shore. Whether seeking relaxation or adventure, the close proximity of Regatta 505 to the beach ensures that guests can effortlessly indulge in the beauty of the Gulf of Mexico and experience unforgettable moments under the captivating Naples sky.

Frequently Asked Questions

Is Housekeeping Included in the Rental Rate for Regatta 505?

Housekeeping services are not included in the rental rate for Regatta 505. Additional charges may apply if housekeeping services are requested during your stay. It is advisable to inquire about specific housekeeping options and associated fees when booking the property. Guests seeking this service should be aware of any supplementary costs to ensure a comfortable and tailored experience during their stay at this upscale Naples, FL condominium.

Are Beach Chairs and Umbrellas Provided for Guests at Regatta 505?

Beach chairs and umbrellas are provided for guests at Regatta 505, enhancing the beachfront dining experience and ensuring a comfortable stay under the sun. Guests can unwind with sunset cocktails while enjoying the convenience of these amenities. The thoughtful provision of beach essentials adds a touch of luxury and allows guests the freedom to relax and make the most of their beach outings without the need for additional equipment.

Is There a Grocery Delivery Service Available for Guests Staying at Regatta 505?

While grocery delivery services are not provided on-site at Regatta 505, guests can easily access local grocery stores within a short distance. Additionally, the property's proximity to various attractions like the Mercato complex, offering dining and shopping options, enhances convenience for guests seeking to stock up on essentials during their stay. Enjoy the flexibility to explore local amenities and customize your experience at Regatta 505 in Naples, FL.

Are There Any Water Sports Equipment Available for Rental at Regatta 505?

Water sports enthusiasts staying at Regatta 505 can enjoy a variety of water activities as the property does offer equipment rental options. Guests can easily access and rent water sports equipment such as paddleboards, kayaks, or jet skis to enhance their experience and make the most of the beautiful surroundings. This convenient amenity allows guests the freedom to explore the waters of Naples, Florida, and create unforgettable memories during their stay.

Is There a Concierge Service Available to Assist Guests With Restaurant Reservations and Local Recommendations at Regatta 505?

Concierge services at Regatta 505 provide guests with personalized assistance for restaurant reservations and local recommendations. The dedicated staff ensures a seamless experience by offering insights into the best dining options and must-see attractions in the Naples area. Whether seeking culinary delights or hidden gems, the concierge service is committed to enhancing guests' stays with tailored guidance and support, adding convenience and local expertise to their visit.

Helpful details

Frequently Asked Questions

Regatta is located in Naples, Florida.

Regatta accommodates up to 6 guests.

3 Bedrooms and 3 Full Bathrooms.

The listed beach access for Regatta is Near a Beach.

Yes. The property lists Pool.

The property lists a 27-night minimum stay.
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.

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Property reference
#130823 · Regatta
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