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Naples Vacation Rentals

(485 rentals)
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Many of Naples Beachs

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a beautifully renovated and decorated, spacious feeling, 2 bedroom, 2 bath condo with an office alcove, and a laundry room. It has cable, WIFI and a 65 inch Smart TV. It has a screened in front lanai and a glassed and screened "interior" lanai (made to be an extension of the interior...

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$98
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Wake up to stunning lake views and your own private pool - welcome to our southwest Florida escape. This modern, contemporary style home with 3 bedrooms, 2 baths has views of the pool and lake from almost every room, and boasts a 70" smart TV in its ultra-comfortable living room. The formal dining...

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Featured review

"House is as advertised"

My wife and I stayed for 39 nights and thoroughly enjoyed our stay. The house is exactly as described and shown and is in a great location. The pool is tremendous. The shower in the Master Bath is tremendous....

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$238
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

285 Naples Cove at Bay Forest. Fully furnished and equipped 2 bdr./ 2 bath ground floor condo, just bring your personal items. Unit has screened lanai and outdoor storage closet for beach items. Community pool and covered/open picnic pavilion with Bar-B-Q grill, tables and seating is just steps away....

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$67
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

**JANUARY LAST MINUTE SPECIAL - $4,000 - STILL AVAILABLE! FEBRUARY - $5,000 (RESERVED) MARCH - $5,500 (RESERVED) APRIL - $4,200 (AVAILABLE) (Please see cleaning, condo association fees and taxes listed below)Stay at our newly renovated 2 bed/2 bath Pavilion Club condo. Located just down the road...

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$133
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Paradise at Falling Waters Beach Resort in this updated first floor two bedroom two bath condo. Enjoy this beach house vibe with a separate outdoor kitchen overlooking a Lakeview on the 300 square-foot lanai. This corner unit with lots of light also comes with its own garage. This unit is pet...

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Featured review

"Top notch condo"

By far this condo is better than the pictures show, Everything is top quality you will never find a cleaner and just perfect. The owner gets back with you as soon as y call. I hope to go back next year...

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$107
avg per night

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Pier Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Falling Waters on Davis Blvd. | 2BD/2BA | Naples, FL Unwind in this stylish 2-bedroom, 2-bathroom condo in the sought-after Falling Waters community. With 1,655 sq ft of thoughtfully designed space, it's the perfect escape for couples, families, or anyone craving a resort-style retreat. What you'll...

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Featured review

"Wonderful Winter Stay"

We stayed at Falling Waters for 3 months last winter. It was exactly what we needed. We loved the resort style pool and the very large lanai. We appreciated the great communication (before and during our...

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$145
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 4 miles to Clam pass beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Our renovated first floor condo features new - travertine floors, kitchen, appliances and bathrooms. We are just steps to the pool and sauna for our condo buildings only as well as a magnificent view of the lake behind the condo. 160 acres of mature green space to enjoy with tennis and clubhouse...

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Featured review

"Well-equipped condo in a nice community in a good location for a fair price."

My husband and I have been coming to Naples for many years and have rented several condos. This was our favorite. The location, in a gated community off Pineridge Road not far from 41, is convenient to...

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$130
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience the best of both worlds in this perfectly located condo—just 6 miles from downtown Naples’ renowned 5th Avenue, boutique shopping, world-class dining, and 12 miles from Marco Island, you’ll always be close to it all to enjoy sunsets, shoreline strolls, and endless white beach. Literally...

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$100
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This spacious, very beautiful, light and romantic Villa is located West of 41 on Vanderbilt Drive in the gated community of The Villages of Emerald Bay. The ground floor home features a split bedroom floor plan, a private lanai and an attached garage with additional parking. Newly decorated, the 2/2 Villa...

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Featured review

"An Outstanding Villa for your Vacation"

In the Wizard of Oz, Dorothy clicks her heels three times and says, “There’s no place like home.” Those words reflect the feelings of most of us about where we live. Home is more than a place. Home...

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$167
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Immaculate beautiful upscale Tommy Bahama décor three bedroom, two bath very private end unit condo. This 2004 fully equipped condo boasts a beautiful tray ceiling and has been totally remodeled including:• Entire condo re-painted with custom paint colors • Newly remodeled kitchen...

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$140
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Your Home Away From HomeEscape the everyday and immerse yourself in luxury with our exquisite resort rental townhome! Whether you're planning a family vacation, a romantic retreat, or a fun-filled friends' getaway, our spacious and beautifully appointed townhome offers everything you need...

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$150
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Prepare to be inspired by this impeccably designed, professionally decorated, and meticulously landscaped ranch-style residence, ideally positioned along the 14th fairway in the prestigious Esplanade Golf & Country Club of Naples. Overlooking serene lake views, this home offers the perfect blend of...

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$595
avg per night
Naples House
Sleeps 12, 6 bedrooms, 5 bathrooms

Distance to beach: 2 miles to Lowdermilk park

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

6-bedroom vacation home just 3 minutes to Naples Beach with 3 king ensuites.In the heart of Naples' charming neighborhood lies this beautiful 6-bedroom vacation house. Imagine yourself relaxing by the heated private pool, soaking up the sun and enjoying the refreshing breeze. With free WiFi,...

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$546
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This luxury community has a cosmopolitan atmosphere amid lush natural surroundings ,with a luxurious pool adjacent to the clubhouse . set in Naples Florida, The Reserve is just minutes from the beautiful beaches, and a short drive to highly desirable Fifth Avenue shopping districtEnjoy the Florida...

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$130
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Located minutes from downtown Naples and the Beaches, this gorgeous condominium rental is perfectly located, along with luxurious amenities ensuring your Florida vacation experience is both exciting and relaxing.Stay in our comfortable and luxurious 2-bedroom condo while vacationing in beautiful Naples,...

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Featured review

"Naples Bay"

Great club amenities close by the unit and close to downtown. Pool, fitness center, tennis and shuttle to beach and downtown. Unit is clean and well maintained.

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$220
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful lakefront end unit on the first floor. The master bedroom has a king sized bed. Second bedroom has two twin beds. Entire condo has been painted in December 2020. Kitchen renovation completed in January 2021. The amenities include wifi, cable tv, washer and dryer. Community has a large heated...

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Featured review

"Great Vacation"

We stayed at Marco’s condo for six weeks and had a fantastic time. Upon arrival we found the condo in spotless condition. Normally when we rent we always need to do some cleaning but not in this case....

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$57
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover relaxed resort living in this beautifully designed 2-bedroom, 2-bath coastal villa, ideally located near Naples’ world-famous beaches, shopping, and dining. Enjoy the best of comfort and convenience in this thoughtfully appointed home-away-from-home. Step inside to a bright, open layout...

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Featured review

"Couldn't ask for more"

Beautiful home, furnished with everything you need. All the pans and gadgets, chairs and umbrella for the beach, beach towels, games and puzzles that you could want. Very helpful and easy to contact. Highly...

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$93
avg per night
Naples Condo
Sleeps 2, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 2 miles to Clam's Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spend Winter in Naples, Not in TrafficImagine spending your mornings on a screened lanai overlooking the golf course, walking to Publix for groceries, enjoying an afternoon at the beach, and returning to a quiet, friendly community with resort-style amenities.This beautifully furnished first-floor...

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Featured review

"Wonderful visit"

We had a wonderful stay in Turtle Lake Golf Colony in March/April 2026. The accommodations were lovely and location fantastic! Johan was very easy to work with and easy to contact with any issues that arose...

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$43
avg per night
New
Naples Condo
Sleeps 1, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Heritage Bay Condominium-- Have yourself a five star vacation! Arttractively-furnished and appointed 4th floor, two bedroom 2 bath condo. Golf (all 27 holes) is available at this unit with a membership transfer!This two bedroom two full bath unit has VERY special views of the golf course and adjacent...

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$60
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available: November, December 2026 & 2026/2027 off-season! Experience the perfect getaway in this beautiful two-bedroom condo, where stunning sunsets await from your screened-in balcony. The bedrooms boast new flooring, adding an elegant touch to your stay. Every detail has been thoughtfully designed...

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$100
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom, 1.5 bath condo on 2nd floor. Walk in shower, bedroom 1 has queen bed, bedroom 2 has 2 twin beds. Living room has 50” smart TV with Wi-Fi included. Fully equipped kitchen with granite countertops. Screened lania with table and chairs. Assigned parking spot near stairs, also has quest parking....

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$217
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Lowdermilk beach and others

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with...

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Featured review

"Great Home, Location and View"

Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed

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$357
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 0.5 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

As soon as you arrive at Princeton Place in the Vanderbilt neighborhood of North Naples, you know you are at home. Beautiful, lush landscaping, lawns, pool, pond, and boat docks adorn this property. In addition, you will have access to the optional membership at the Tarpon Cove Yacht and Racquet Club....

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Featured review

"Just perfect"

Location was excellent and the condo was great. Everything was as advertised and then some. Chip, the owner, was very nice and responded very quickly to all questions and requests we had. Quiet area with...

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$170
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

If you are planning to visit Naples for a short visit or plan to stay for a season, this is a must see property. Our 2 bedroom & 2 full bathroom, ground floor, 1400 square foot condominium has everything you will need to enjoy your stay. Just bring your clothing.The condominium is not our primary...

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Featured review

"Very Good"

Comfortable and a quiet location along with easy access to Naples and the surrounding area. This condominium is great long term destination .

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$127
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom

Distance to beach: 30 yards to Naples beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Old Naples is renowned as the most enchanting part of Naples, inhabited by the healthiest, happiest, most content, and most laid-back residents in the country. Indeed, life is, splendid on the Paradise Coast. Feel free to contact the owner with any questions you may have !!! Old Naples serves as a...

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$275
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our 2 bedroom 2 bath condo on the ground floor. Just kick your feet up and enjoy the extra large lanai overlooking a flowing volcano waterfall and fountain. You will find a fully stocked unit with everything you could imagine. Enjoy your day with a trip to the 600 foot long lazy river, or...

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$117
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fabulous two bedroom two bathroom apartment (master with California king bed and second bedroom with queen bed) with enclosed lanai overlooking second tee and lake. Turn key and fully equipped with everything you could possibly want and more for an extended stay. Flat screen tv plus additional tv in...

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Featured review

"Great time"

Wonderful unit close to everything,easy in east out.Nice restaurants close to unit.Friendly atmosphere

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$110
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available March, and April! Welcome to your luxurious downtown retreat! This exquisite residence is nestled within the esteemed 780 Fifth luxury condominiums and showcases an expansive open floor plan, featuring a recently updated kitchen with modern cabinetry, quartz countertops, a chic bar area, two...

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$267
avg per night
Naples Apartment
Sleeps 2, 1 bedroom, 1 bathroom
6 reviews

Distance to beach: 2 miles to Clams Pass

Key Amenities

  • Air conditioning
  • WiFi

About this property

The location of the apartment 'Pearl by the Sea' is especially central to Naples. All shops are within a short time on foot, as well as Ross -Dress for Less-; TJMaxx, Walmart (open 24 hours); Target, Publix (Supermarkets) and many more. There is also a cinema within walking distance of the apartment. It...

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Featured review

"Great condo for 2 people with all the conveniences of home."

Great location within complex and within Naples itself. Beautiful quiet view of pond from lanai. The condo was very clean and decorated nicely. Two televisions and great internet. Very convenient having...

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$75
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This family owned and managed second floor property is located in the quiet Naples Keep community within the highly sought Palm River Estates. Amazing location. It's a very livable, quiet, clean, and comfortable condo with new living room furniture, television, and split king bed (with power adjustable...

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Featured review

"Beautiful area & nice condo"

We rented this condo in feb & March 2022. It was very nice w/ everything we needed. Loved the pool & met very nice people in complex area. Susan & Bruce were so accommodating. Always available & so honest...

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$80
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Delnor Wiggins State Park Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy the best of Naples from this beautifully updated luxury condo in the highly sought-after Imperial Golf Estates. This spacious 3-bedroom, 2-bath residence offers over 1,500 sq ft of comfortable, stylish living—perfect for a relaxing getaway or extended stay.Located within a prestigious...

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$154
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 2 miles to Naples Beach

Key Amenities

  • Air conditioning
  • WiFi

About this property

AVAILABLE Jan & April 2026 !!This stunning turnkey furnished 2 bed + den set up with a queen bed/ 2.5 bath single-family home with pool. a quick drive to the luxuries of 5th AVE. and Naples Beach! A must see ! Come Relax and Stay in this beautiful home !

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$117
avg per night
New
Naples House
Sleeps 14, 7 bedrooms, 7 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stunning, spacious living in a home that is classic in style but has a southern flair. An ideal location that is walking distance to the beach, close to Third Street South and Fifth Avenue South for world-class restaurants, shopping, entertainment, art galleries, and more. A distinguished estate with...

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New
Naples House
Sleeps 12, 6 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Stunning, gulf views throughout the property. Gorgeous sunsets every night, just a few steps from your balcony to a large yard that faces the beach. Grand wrap around porches that face the beach and water, with gracious seating areas. Contemporary home with five bedroom suites plus a den that accomodates...

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New
Naples Condo
Sleeps 4, 0 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

A cozy place with landscape viewing on porch ! Close to clubhouse, pool, hot tub, pool room and fitness center. Pickle ball court nearby and tennis court. Just down the road walking distance is a plaza with breakfast dining, nails, multiple businesses.

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Naples Weather

 | 

7624°  5312°
JANUARY
Ocean 6518°
7826°  5513°
FEBRUARY
Ocean 6518°
8027°  5814°
MARCH
Ocean 6820°
8429°  6217°
APRIL
Ocean 7423°
8932°  6820°
MAY
Ocean 7926°
9133°  7323°
JUNE
Ocean 8328°
9334°  7323°
JULY
Ocean 8529°
9334°  7423°
AUGUST
Ocean 8731°
9233°  7423°
SEPTEMBER
Ocean 8529°
8831°  6921°
OCTOBER
Ocean 8228°
8328°  6217°
NOVEMBER
Ocean 7624°
7826°  5613°
DECEMBER
Ocean 7021°

FAQ

How many vacation rentals are there in/around Naples?

There are 485 Naples vacation rentals available on FloridaRentals.com. From condo rentals to house rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Naples?

There are vacation rentals available in Naples for as low as $43 per night with an average price per night of $166.

Can I find a vacation rental in Naples?

Yes, you can find vacation rentals in Naples close to Naples Botanical Garden, Corkscrew Swamp Sanctuary, and Naples Pier. Don't forget to stop in to Loudermilk Beach or Revs Institute.

Do any vacation rentals in Naples have a pool?

Yes, there are 196 vacation rentals with a pool in Naples on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Naples vacation rentals on the ocean?

There are 19 oceanfront rentals in Naples available on FloridaRentals.com. Use our filters to search and book yours today!