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Olde Naples Vacation Rental Home With Pool and Den

Home Rental in Naples Florida

Three-bedroom-plus-den vacation rental home in Naples near Third Street South, with a private pool and covered outdoor living area; a practical place to stay close to Gulf beaches and dining.

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William Raveis Florida Rentals
Connect directly with the local vacation rental manager.
Rates from
$22,000 / month
Additional fees may apply
Rental overview

Why You'll Love This Rental

Olde Naples is a two-story home in Naples, Florida with 3 bedrooms plus a den, 2 full bathrooms, and sleeping space for up to 6 guests. Designed for longer stays with a 30-night minimum, it combines an open interior layout with a private outdoor area centered around a pool and lanai. The home is noted for its classic cottage character and landscaped setting, and it is described as walk-to-beach with public beach access.

Inside, the primary bedroom has a king bed, and the second and third bedrooms each have a queen. The den includes an office desk for work or study. The main living areas connect to the kitchen and extend to a covered outdoor living space and pool deck. Practical features include internet access and an in-home washer/dryer. Utilities include an electric cap of $400 per month, and pets are not allowed.

Good fit for
Family Vacations
Private pool Outdoor space includes a pool, lanai, and pool deck.
3BR plus den Three bedrooms plus a den with an office desk.
Sleeps six Accommodates up to 6 guests with king and two queen beds.
Walk-to-beach Described as walk-to-beach with public beach access.
Monthly stays Minimum stay requirement is 30 nights.
At a glance

Property Highlights

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

Located in Naples, Florida in the Olde Naples area, this home is described as being in the heart of Old Naples and two blocks from Third Street South. Beach access is listed as public, and the property is described as walk-to-beach. The setting includes mature landscaping and a landscape view.

Plan your stay

Rates & Availability (USD)

Rates from
$22,000 per month
27-day minimum stay

Availability Calendar

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

Available Booked
Season Nightly Weekly Monthly
PMS Rate
Oct 16, 2026 - Oct 31, 2026
Minimum Stay: 30 Days
n/a n/a $22,000
PMS Rate
Nov 01, 2026 - Nov 30, 2026
Minimum Stay: 29 Days
n/a n/a $34,000
PMS Rate
Dec 01, 2026 - Jan 31, 2027
Minimum Stay: 30 Days
n/a n/a $34,000
PMS Rate
Feb 01, 2027 - Feb 28, 2027
Minimum Stay: 27 Days
n/a n/a $34,000
PMS Rate
Mar 01, 2027 - Mar 31, 2027
Minimum Stay: 30 Days
n/a n/a $34,000
PMS Rate
Apr 01, 2027 - Apr 30, 2027
Minimum Stay: 29 Days
n/a n/a $34,000
PMS Rate
May 01, 2027 - May 31, 2027
Minimum Stay: 30 Days
n/a n/a $22,000
PMS Rate
Jun 01, 2027 - Jun 30, 2027
Minimum Stay: 29 Days
n/a n/a $22,000
PMS Rate
Jul 01, 2027 - Aug 31, 2027
Minimum Stay: 30 Days
n/a n/a $22,000
PMS Rate
Sep 01, 2027 - Sep 30, 2027
Minimum Stay: 29 Days
n/a n/a $22,000
PMS Rate
Oct 01, 2027 - Oct 31, 2027
Minimum Stay: 30 Days
n/a n/a $22,000
About this rental

About This Rental

Olde Naples is a two-story residence in Naples, Florida offering 3 bedrooms plus a den and 2 full bathrooms, with accommodations for up to 6 guests. Stays require a minimum of 30 nights, making it suited to monthly rentals. The home is described as walk-to-beach with public beach access, and it has a landscape view and mature landscaping around the property.

The interior is arranged around an open floor plan with a family room that connects to the kitchen and continues out to a covered outdoor living area. Natural light is emphasized in the home’s design, and the layout supports both shared time and quieter use of the den. The den includes an office desk, providing a dedicated spot for remote work or planning day-to-day activities during an extended stay.

Sleeping arrangements include a king bed in the primary bedroom and queen beds in both the second and third bedrooms. Outdoor living centers on the private pool, with a lanai and an expansive pool deck for open-air time at home. Additional conveniences include internet access and an in-home washer/dryer.

House rules and rental details note that pets are not allowed. Utilities include an electric cap of $400 per month, and the listed security deposit for damage is $5,000. The estimated square footage is 3,065, and the rear exposure is north.

Available for the 2027 Season! Spend your winter in the heart of Old Naples, where beach days, memorable dining, and relaxed coastal living are all just moments from home. Ideally located only two blocks from Third Street South and close to the Gulf’s sugar-sand beaches, this charming three-bedroom-plus-den residence offers an inviting private retreat in one of Naples’ most coveted neighborhoods. A handsome brick driveway, welcoming front porch, and lush mature landscaping set the scene for a home rich in classic cottage charm. Inside, an open floor plan and abundant natural light create a warm, airy atmosphere, highlighted by a sweeping staircase with windows and a graceful cupola above. The spacious family room connects to the open kitchen and flows onto a covered outdoor living area and expansive pool deck—perfect for leisurely mornings, afternoons by the pool, and evenings spent unwinding beneath the palms. With inviting gathering spaces, a den for added flexibility, and a tandem garage accommodating up to three vehicles, this distinctive home makes it easy to settle in and enjoy the season. Stroll to Third Street South for shopping and dinner, head to the beach for sunset, and return to your own peaceful oasis. Experience the charm and convenience that make winter in Old Naples so special.

For additional information please contact Jodi Henderson at 239.776-2676 or email at jodi.henderson@raveis.com and Monica Simon at 239.867.8780 or email at monica.simon@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

Washer/Dryer
Internet Access
Pool

Property Features

Lanai

Other Property Amenities

Monthly-Season: $34,000 Nov - April
Monthly-Off Season: $22,000 May - Oct
Minimum Nights: 30
Bldg. Complex Name: Olde naples
Approval Period: 1 day
Application Fee Req.: N/A
Pets: Not allowed
Limit on Utilities: Electric cap $400/month
View: Landscape
Beach Access Type: Public
Walk-To-Beach: Walk to the beach
Bedroom/Bathroom: 3BR+Den/2BA
Bed Size 1st/Master: King
Bed Size 2nd Rm: Queen
Bed Size 3rd Rm: Queen
Den/Study: Office desk
Square Footage, Est.: 3065
Rear Exposure: North
Floor/Bldg Height: Two stories
Sec Dep - Damage: $5,000
Helpful details

Frequently Asked Questions

Olde Naples is located in Naples, Florida.

Olde Naples accommodates up to 6 guests.

3 Bedrooms and 2 Full Bathrooms.

Yes. The property lists Pool.

The property lists a 27-night minimum stay.

Olde Naples 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.

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Property reference
#193763 · Olde Naples
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