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Naples Vacation Rentals

(487 rentals)
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful seasonal rental including all new appliances located in lovely Quail Creek Village within an enchanting-gated community with the Country Club Lifestyle feel. An elegant escape with access to endless entertainment and a Golfer's Haven! Located on a cul-de-sac within easy to a small guest...

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$193
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful First Floor 2B/2B Condo furnished with all of the amenities needed. Located West of 41 within a gated community. Fully equipped kitchen for eating in, in-unit washer/dryer. Beach chairs, beach towels, umbrella provided. Please contact me at "ameehartman" at-gmail dotcom or "Call/text...

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$150
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our private peaceful renovated Villa with 17 foot ceilings and a relaxing water view at the back of the Villa await you. Regent Park Villas are a community of Villas and private homes in a very friendly, house proud community that is extremely well maintained by the association and the private home ownersThe...

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$121
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

11 story condo directly on beautiful Vanderbilt Beach. Completely remodeled lobby with common area with kitchen for parties. On site mgr. Total pool remodel. Beautiful sunset views from the 270 sq foot veranda on eight floor. Free Wi-Fi, fully equipped kitchen, 2 smaller verandas off kitchen &...

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$400
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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$102
avg per night

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Naples Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf views with a public beach access right across the street!!* 90 day minimum*Location, location, location! Gulf views from the kitchen, living room, lanai, and bedroom!!! Harborside West has a gym, pool, and an updated community room with entertainment area. Relax poolside or take a stroll...

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$133
avg per night
Naples Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Upscale Gated Condo in North Naples | Walk to Seed to Table | Near Beach & MercatoEnjoy the best of Naples living in this spacious 3-bedroom + office, 2-bath condo located in a quiet, gated North Naples community. Perfect for families or couples, this beautifully maintained home comfortably sleeps...

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$160
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Vanderbilt Beach

Key Amenities

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

About this property

Modern open concept 3 Bed, 2 baths, one car garage first floor unit located in the Vineyards community, this property features updated kitchen with island, quartz countertops and new appliances. New luxury vinyl flooring throughout the home ). , nest thermostat.The Lalique pool and clubhouse are a few...

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$167
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 17 miles to Marco Island Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Near the Ocean!! Screened back porch water view to enjoy beautiful sunsets! 2bed/2bath condo offers kitchen with lots of cabinet space with tile floor, laminate wood flooring in the living areas and carpet in the bedrooms. Washer and dryer included. One car garage and boat dock/lift behind apartment.Wireless...

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Featured review

"Beautiful Port of Islands Condo"

We had the opportunity to rent this condo for January and February, 2026. Our hostess Lymari is the sweetest person to deal with. She went out of her way to make our stay there as carefree as possible....

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$75
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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$150
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This newly in 2017 built dream house with 4 bedrooms and 3 bathrooms is located in a quiet location in a cul-de-sac overlooking the Hibiscus golf course. Due to its central location, you can reach numerous restaurants and shops in just a few minutes. The spacious house has an air-conditioned living...

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Featured review

"January 2024"

We had a great time in Naples in January. The house was nice and clean and there was plenty of walking and bike riding in the area. We will stay there again!

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$204
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Delnor-Wiggins Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover Resort-Style Living in Sterling Oaks – North Naples’ Premier Pickleball & Tennis CommunityWelcome to Wildcat Cove in Sterling Oaks, one of North Naples’ most desirable gated communities, where this charming two-story home offers the perfect blend of privacy, comfort,...

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$104
avg per night
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Hello! Welcome to your Happy Place. We know you will love it here and make some fantastic memories to take home with you. We are 5 blocks from Vanderbilt Beach and just minutes from Delnor-Wiggins State Park. This is a Dog-friendly home.The outside patio is completely screened and is perfect for...

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Featured review

"Happy place"

It was really acute house. Clean and located in a mazing area by everything.If we plan on going back to Glorida we would rent again and it’s dog friendly.

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$171
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This lovely condo has everything you need for a wonderful stay in Naples. Open plan large living area, with views over a natural preserve lake. The accommodation comprises spacious air-conditioned rooms with vaulted ceilings all decorated Florida style. Sterling Oaks has a fantastic Club House and...

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$145
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Fully Furnished/Turnkey: LELY GOLF ESTATES stunning corner lot residence featuring three (3) bedrooms, two (2) bathrooms, and a two (2) car garage with a pool, now available for immediate occupancy. The property features a fully equipped kitchen, a dining area accommodating eight individuals, and a living...

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Featured review

"Great location. Great pool. Great host."

We greatly enjoyed our stay in February 2026. Very spacious and nicely furnished. The pool and outside area by the pool is awesome! The heated pool was nice and came in handy on the cooler days. Plenty...

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$228
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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$86
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Enjoy the very private pool and hot tub in Hidden Lakes at Woods Edge. Minutes from Barefoot and Vanderbilt beaches. Numerous dining and shopping options nearby. Great place for a winter get away!

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$219
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Just reduced to $3000 a month in season - Available for the full 2026 season or off-season, this turnkey-furnished 2-bedroom, 2-bath corner unit is move-in ready and beautifully updated. Enjoy brand-new, comfortable furnishings, new luxury vinyl plank flooring, and new appliances, along with updated bathrooms—all...

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$100
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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$182
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A Brookside unit located on the second floor offers beautiful views of the lake and golf course. Facing east you will enjoy the morning sun from the lanai, living room and breakfast/kitchen. This condo is private, relaxing, and located near the elevator.In addition to golf, the country club offers...

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$100
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 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2BR/2BA condo in Naples, FL – 30-day minimum stay. Enjoy sunset views from the lanai, a fully equipped kitchen, Wi-Fi, smart TVs with streaming capabilities, and beach gear included. Community amenities: pool, pickle-ball, and tennis. 4 miles from Marco Island and 14 miles from 5th Ave in Naples....

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$83
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

MAR & APR 2026 available! We also have other homes available March through April 2026 starting at $4,200 per month. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $6,775. Dec 20th to Apr $9,880 (rent, tax, cleaning, utilities, cable/wifi, damage waiver, etc. all included)....

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Featured review

"As advertised"

Great property. Shane was excellent. We would stay again. We love Naples. Pool and hot tub worked great

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$305
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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$121
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

Beautiful Beach House Rental steps to Vanderbilt Beach ( 1 mile ) & Delnor Wiggins Beach (1.5 miles)This is a Gorgeous, Private House & Back Yard ~Lanai + Pool & Hot tub, BBQ Grill, Bikes, Tommy Bahama Beach Chairs, Umbrella + all the essentials needed for a tropical holiday! Steps...

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Featured review

"Excellent Property!"

Great location, very clean and well maintained. Jenelle was an excellent manager. She helped with questions at booking, sent great texts to keep us informed before during and at end of stay. She seemed...

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$693
avg per night
Naples Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Turnkey, 3 bedroom, 2 bath condo. It is located in the heart of Naples within a 15 minute drive to Mercato, 15 minutes to Fifth Avenue and 10 minutes to the beach. The Fairways at Emerald Greens is a quiet, friendly community with tennis courts, pickleball courts, a heated pool, hot tub and clubhouse....

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$150
avg per night
Naples Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful fully renovated 2 bedroom 2 bath apartment in Heritage Bay community. Rental comes with full access to 27 hole golf course on property as well as all amenities in the complex such as the pool, tennis, bocce, bike trails among others!!We also have another similar condo in the community (2...

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$217
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SEASONAL RENTAL AVAILABLE. Enjoy a healthy and pristine living environment in our fully smoke-free condo. Off-Season rate for November 2025 and May 2026 through August 2026 is $2900 per month. December 2025 through April 2026 is offered at $5000 per month. Escape to paradise with this fabulous 2-Bedroom,...

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Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

VILLA MADISON IN NAPLES CLOSE TO NAPLES BEACH!!! NEW LISTING! NOW AVAILABLE FOR THE UP COMING SEASON! Discover this 3 BR/2 BA beautiful pool home on an expanded lot. Your family and guests will enjoy the sunsets and the great lake views at this favorable southern exposure from the over sized pool deck...

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Featured review

"First class accommodations in a first class, gated community."

Located near wonderful Naples with its great shopping, restaurants and beaches, this beautiful pool home is very well appointed and situated in a gated community within walking distance of the community...

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$278
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover refined living in this elegant Logan Woods residence, offering the perfect blend of privacy, comfort, and modern convenience. Nestled on a serene, oversized property, this home invites you to unwind on a spacious back patio featuring ample seating, a fire pit, and tranquil views of local wildlife.Designed...

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$173
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Great location in Olde Naples! Third floor 2 bed, 1.5 bath condo just a short walk to the beach or 5th Ave South. This west-facing unit overlooks a quiet street lined with palm trees. Amenities include a community pool (heated in winter) and lounge deck, elevator access, designated parking, and on-site...

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$110
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Super cute 2nd floor condo 5 minute walk from 5th Avenue. Great position within this small complex with pool and tropical views from both the the lanai and preferred front facing bedroom. New King bed and mattress for your comfort! New floor tile throughout (updated pics to come). Enjoy the playful mocking...

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$68
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Immerse yourself in luxury in this beautiful single-family pool home perfectly situated overlooking the stunning 18-hole golf course at Stonebridge Country Club. Enjoy the privacy of your own heated pool and extended lanai/backyard as you watch the sun set over the lush greens.Rental offers full...

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Featured review

"Fabulous property"

Just coming to the end of a ten week stay at this property, everything was 5 star. House very comfortable and very well equipped with everything you could possibly need. Great pool area, very private, all...

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$227
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

This stunning luxury villa is a private pool home overlooking a large lake boasting many luxury amenities. Located in Naples Florida, a gated community of single-family homes featuring award-winning designs. Situated within a few minutes of downtown Naples and its pristine white sand beaches and local...

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$205
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

NOT AVAILABLE FOR FEB-MAR 2025 - this is for June-December 2024, January 2025 and April-December 2025 only. This lovely fully furnished one-story attached villa is located in the bundled golf community of The Glades Golf and Country Club within the garden district. There is much to do within the community,...

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$73
avg per night
New
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This spacious 3-bedroom home offers the perfect blend of comfort and convenience, ideal for families or groups seeking a relaxing getaway. The master bedroom features a luxurious king bed and an en-suite bathroom for ultimate privacy. The second bedroom also has a king bed, while the third bedroom is...

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Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 10 miles to Vanderbilt Beach

Key Amenities

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

About this property

Calling all Golfers! COMES WITH FULL GOLF MEMBERSHIP UNLIMITED GOLF, NO TEE TIMES! This stunning, meticulously maintained property is available for rent 2,852 sq.ft., this luxurious 3-bedroom plus den, 3-bathroom home is designed for those who appreciate the finer things in life. This beautifully maintained...

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Naples Weather

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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 487 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 $50 per night with an average price per night of $177.

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 202 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!