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Naples Vacation Rentals

(487 rentals)
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.9 miles to Naples Pier

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Experience the best of Old Naples at Sun Dial 295 — a stunningly reimagined two-bedroom retreat in one of Naples’ most sought-after locations. This residence blends sophisticated design with coastal elegance, offering the perfect balance of luxury and convenience just steps from world-class...

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$435
avg per night
Naples House
Sleeps 12, 3 bedrooms, 2.5 bathrooms

Distance to beach: 3 miles to 3rd Ave Beach

Key Amenities

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

About this property

Welcome to Naples Paradise! Our Tropical Villa has been recently renovated & stylishly decorated, it is located in the quiet and safe area and only 5-minute drive to 5th ave Downtown, 10 minutes to the 3rd ave and about 10 minutes to the nearest beach.Villa features a spa-like master suite, a...

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$370
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 5 miles to Naples Beach

Key Amenities

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

About this property

Escape to Paradise: Your Dream Naples Getaway Awaits!Immerse yourself in luxury at this stunning, newly renovated golf course home, where relaxation meets excitement. Bask in the Florida sun from your private heated pool and spa, now enhanced with a 55" outdoor TV for the ultimate entertainment...

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Featured review

"Beyond Expectations"

We have been staying at Rob & Lauren Sayre’s home in Naples at the Glen Eagle country club since February 1st. They have been the perfect hosts providing everything we have needed for a perfect vacation....

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$300
avg per night
New
Naples Studio
Sleeps 3, 0 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your peaceful retreat on a beautiful 5-acre estate that backs up to 600 acres of county-owned land. This modern studio apartment offers approximately 300 sq. ft. of comfortable, efficient living space, perfect for solo travelers or couples looking for privacy and plenty of outdoor space to...

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$94
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This brand new first floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large primary bedroom ensuite with an...

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$126
avg per night

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Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

Key Amenities

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

About this property

Sea Coast Living!look no further. Between the lovely coastal décor and the open floor concept, you have found a beautifully renovated home that is perfect for any length of stay here in Naples, FL You will immediately feel the SEA COAST LIVING you’ve been looking for as you enter the...

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Featured review

"Perfect Naples home!"

The location is amazing! 1 mile from the beach & just down the street is Mercato & lots of other shopping & dining options! The house is spacious, very clean & has everything you will need, right down to...

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$200
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous 3 bed/2bath furnished condo only three miles form one of the finest beaches in Florida. This second floor end unit comes with lots of bright sunlight and everything has been updated. Enjoy a fantastic full view overlooking the all natural Florida preserve and clubhouse which is spectacular after...

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Step into this impeccably designed, brand-new first-floor condo boasting the captivating allure of West Indies Style Architecture, with one of the most tranquil views in the community from this former model home. From the moment you enter, you'll be enchanted by the ceramic tile flooring that spans...

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$140
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to a fully renovated and all newly furnished 2 bedroom condo at Countryside Golf & CC !! Walking in the front door you will find an abundance of natural light from the south facing lanai and kitchen that backs onto the 4th hole of the golf course and lake just beyond the fairway. The entire...

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Featured review

"Beautiful condo and fantastic hosts"

We loved our stay at Michael and Milena's beautiful, renovated condo located right on the golf course. The condo is fully stocked with everything needed. It's modern, bright and very comfortable. The heated...

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$100
avg per night
Naples Villa
Sleeps 8, 4 bedrooms, 3.5 bathrooms
10 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

This comfortable spacious luxury villa was built in 2014, generously equipped with modern and high quality furnishings. The equipment offers optimal living quality.The floor plan of the house and the pool area gives you a very good impression of the generosity. In total, the house has 4 bedrooms with...

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Featured review

"A Perfect Vacation Getaway – We’ll Be Back Again!"

We absolutely loved our stay at this vacation rental! The house was open, airy, and incredibly spacious—perfect for relaxing and spending quality time together. Everything was spotless when we arrived,...

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$293
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Marco Island Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to one of the most desirable locations in all of Naples! Centrally located to Marco Island, Naples Beach, downtown Naples and 5th Avenue. Immaculate, extremely clean, and peaceful - Your paradise vacation awaits at Coral Falls in Lely Resort! Relax from your private top floor balcony with beautiful...

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Featured review

"Family of Three"

This 4th floor condo with an elevator was absolutely amazing. It had everything you could possibly want. The furniture was all new. The condo was immaculately clean. Wonderful view of the pool and hot...

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$163
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your slice of paradise along the pristine shores of the Gulf in Naples, Florida. This beach front condo, located in the community of Park Shore, offers breathtaking Gulf views from every room and all the comforts of home. The condo is an end unit in the building located on the 9th floor - you...

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$467
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Single-family home. 2 bedrooms plus den, 2 bathrooms, 2 car garage, in-unit laundry (washer and dryer), air conditioner. Built in cabinets, breakfast bar, self-cleaning oven, microwave, refrigerator/freezer, dishwasher, disposal, vaulted ceilings, wheelchair accessible, screen lanai, smoke detector. Windows...

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Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
5 reviews

Distance to beach: 50 feet to Vanderbilt Beach

Key Amenities

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

About this property

Vanderbilt Towers on the Beach, will rent by month. Prices quoted include all fees.NEWLY Remodeled Kitchen and Bath, high speed internet, Smart TVEnjoy our remodeled condominium with spacious, one-bedroom, master suite in beautiful Vanderbilt Towers II. The condominium will sleep four people,...

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Featured review

"Our home away from home."

We have stayed at Cathy's condo many times over the last 15 years and have consistently had a wonderful time. We regard the condo now as our home away from home and has everything we need. Cathy is always...

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$160
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

The unit is on the top floor of a four story building.  It is accessible via elevator in the center of the building, or stairs on either end of the 32 unit building.  This unit is unique in that it has vaulted ceilings and is centrally located over the pool / waterfall area and the protected...

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Featured review

"Excellent Rental"

We had a wonderful stay. Comfortable accomodations and very convenient to everything. We would definitely stay here again.

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$116
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

The main living area offers a nice flow from the front door to the lanai. The Master has a king size bed; one guest room has 2 twin beds and the other guest room has a trundle bed with standard size twins mattresses. All the beds have Casper mattresses. The layout of the condo offers a beautiful view...

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Featured review

"Wonderful place to stay!"

This condo is so comfortable and the owners, Sally and Brian, have included all of those thoughtful touches that make you feel at home. We loved our stay!

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$309
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Experience the ultimate in modern coastal luxury at Quattro at Naples Square, where contemporary design meets the relaxed elegance of downtown Naples living. Built in 2023 and newly furnished with high-end designer pieces throughout, this immaculate residence offers the perfect blend of comfort, sophistication,...

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$362
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Lowdermilk Park

Key Amenities

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

About this property

This tranquil Vacation Lakefront home is centrally located in the heart of Naples. Biking distance to our world famous beaches (Lowdermilk/Clampass), Naples Zoo Naples Beach Hotel & Golf Club. Just a 5 minute drive to 5th and 3rd Avenues for the best shopping and restaurant experience. This single...

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Featured review

"Splendid"

We were fortunate to have spent a month in the serene and beautifully decorated Lake house. So accessible and only minutes from our favorite Naples beach. The house was comfortable, well-equipped and the...

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$173
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

About this property

This 2b/2b + Den condo sits right on the Cypress course at Heritage Bay. Equipped with everything you need for the perfect getaway and close to fine Dinning exclusive shopping and world class Beaches this is a Golfers Paradise.Heritage Bay is an upscale-gated community with a championship 27 hole...

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$221
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been...

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Featured review

"Fantastic Stay"

We had a wonderful time here on our vacation. The property worked perfectly for our family. We will definitely stay here again when we visit!

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$145
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Naples

Key Amenities

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

About this property

This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2, chaise...

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$600
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 1 miles to Vanderbilt Beach/BlueBill Beach Access

Key Amenities

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

About this property

A three-bedroom, two baths plus den, beautiful Florida style private home with its own screen enclosed heated pool and spa plus a covered lanai is the perfect place to enjoy Naples. It is meticulously maintained with great attention to every detail. The residence boasts generously sized rooms, all tile...

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Featured review

"We love Dancing Palms Getaway!"

I travel to Naples every month for work and have stayed at Wayne & Delores' wonderful Naples Park home numerous times! My husband travels with me more when he knows I am staying at Dancing Palms Getaway....

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$268
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

second floor beautifully appointed classic coach homeThis new second floor condo will impress as it features all laminate wood flooring throughout, beautifully appointed cabinetry and a beach driven light-and-bright color palette.The condo consists of 1,988 SF total, one-car garage, a large master...

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

Distance to beach: 20 yards to Vanderbilt Beach/Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your perfect coastal getaway! This beautifully appointed 2-bedroom, 2-bath condo offers nearly 1,500 sq ft of interior living space plus two spacious lanais, giving you plenty of room to relax and enjoy the Florida lifestyle. Located on the quiet north end of Vanderbilt Beach, this 4th-floor,...

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$127
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Imperial country club is an upscale gated community near all amenities This newly remodeled condo is spacious and comfortable It overlooks a lake and the fifth hole of the golf course A pool and tennis courts are a 2 minute walk This terrific condo is available year round or seasonal

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$88
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

This beautifully renovated condo offers a Paradise Experience. The condo has a King Size in Master and King size in Guest Room (or TWO Twins - please specify )This sunny and cheerful condo overlooks the tropical gardens. . Washer and Dryer in unit. Freshly painted and new furnishings make this...

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Featured review

"Family Paradise"

My family of four stayed in a three bedroom condo in mid August. The unit itself was absolutely beautiful and all amenities that you can think of, especially cooking supplies were available. The main reason...

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$345
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to SEVERAL IN NAPLES

About this property

IT IS NOT A RENTAL HOME--IT IS MY PERSONAL FAMILYN FULLY FURNISHED HOME FOR YOU TO ENJOY!! WITH ACCESS AND MEMBERSHIP T0 A VERY ACTIVE CLUB WITH ALL THE AMENITIESA BEAUTIFUL CHARMING HOME 2,300 SF 3 BEDROOM / 2 FULL BATHROOMS HOME WITH POOL AND JACUZZI. HIGH END FURNISHINGS ARE WELL MAINTAINED AND...

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$367
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Single family home located in the desirable 500 block, with heated pool, fully fenced backyard for your privacy, garage and walking distance to Vanderbilt Beach & Delnor Wiggins State Park & Beach. A TOTAL REMODEL OF THIS HOME HAS JUST BEEN COMPLETED - (all floors, kitchen, baths, doors, closet...

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Featured review

"We really enjoyed our stay at Last Mango!!!"

We absolutely loved the house, the pool, the bikes, and the location. There was plenty of room for the four of us and the pool was heated just right. We were close to the beach, shopping, and dining. Ellie...

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$262
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The SpaceAmenities and Extras**Off-Season (Spring, Summer, Fall) are great times to rent for monthly stays - come stay and be a digital nomad! Enjoy working from Napels!- Ask us about monthly pricing!*‍Private SwimSpa Pool (hot tub/laps) Oasis Backyard Tiki Bar + Fire Pit + BBQ + Luxury...

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Featured review

"This place was such a relaxing and fun place to be!"

This place was such a relaxing and fun place to be. The backyard was definitely the highlight, with the SwimSpa, tiki bar, fire pit, and even an outdoor kitchen, we spent most of our time outside. Inside,...

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

Distance to beach: 9 miles to Lowdermilk (Naples) or Tigertail (Marco Island)

Key Amenities

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

About this property

The unit is an end unit on the top floor of a four story building.  It is accessible via elevator in the center of the building, or stairs on either end of the 32 unit condominium.  It is unique in that it has vaulted ceilings only available on units located on the top floor, and privacy the...

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Featured review

"Coral Falls"

Had a wonderful time! Condo has easy access to both Marco Island and Naples. Beaches were great! Thank you

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$116
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This newly renovated condo is directly on the 27 hole golf course and a few steps from the best pool/hot tub of many in the community. This corner first floor unit is fully equipped with new kitchen, appliances, baths, bedding and furniture. Smart TVs in every bedroom and family room. No stairs.Short...

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$121
avg per night
Naples House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your peaceful retreat on a beautiful 5-acre estate that backs up to 600 acres of county-owned land. This expansive 4BR/3BA home with a large heated pool offers comfort, privacy, and plenty of room to unwind. Enjoy multiple living areas, a fully equipped kitchen, Roku TV with live streaming,...

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$215
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

first floor classic coach home with secluded garden viewThis brand new first floor condo completed in 2021 will impress as it features ceramic tile flooring throughout the main area, carpet in the bedrooms, beautiful appointed cabinetry and a neutral color palette. One small pet is permitted with...

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$130
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.9 miles to Park Shore Beach and Park

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Completely renovated, ground floor Belair Club condo in the lovely Park Shore neighborhood of Naples. Two bedroom, 2 bathroom with open living/dining/kitchen. All new appliances including a built-in refrigerator, induction cooktop, oven, microwave, dishwasher, kitchen aid mixer and in unit washer and...

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Featured review

"Ideal location"

This pristine condominium is in an ideal location. There are so many shops and restaurants within walking distance and the beach is a short drive away. We enjoyed the friendly neighborhood and Tracy (the...

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$201
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Vanderbilt Beach Award Winning and Barefoot Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Very Private - Absolutely beautiful. Full of wildlife. Two of the last four years, our guest have purchased in our Sterling Oaks community after renting our place. Everyone loves it here.AVAILABLE: 2026 - January 1 to April 1 for a three month lease: Our Sterling Oaks Home $7,470 month. Or you could...

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$117
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This unique place has a style all of its own. Escape to our stylish 3-bedroom 2- bathroom oasis in Naples, FL, just moments from white sand beaches. Enjoy designer interiors, a private pool, hot tub, pergola with shaded outdoor dining, and fire pit—perfect for evenings under the stars. Ideal for...

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$496
avg per night
Naples Townhome
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to your coastal retreat in one of Naples’ most sought-after communities. This beautifully remodeled two-story townhouse offers the perfect blend of comfort, privacy, and modern style—all within minutes of Mercato and Vanderbilt Beach. House is avaliable on a month to month basis. For...

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$201
avg per night
Naples Villa
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

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

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

One of the best locations in Naples, located at Imperial Golf Resort, Park Place community. Cul-de-Sac Street, just a short walk to the pool with heated water, nature trail across the street, 5min drive to the closest beach & Mercato, about 12min to 5th Ave. full of shopping and fine restaurants...

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Featured review

"Beautiful Property"

My wife and I stayed at this property from January through April 2025. Beautiful area, a short drive or bike ride to Delnor Wiggins or Vanderbilt Beaches. A 30 second walk to the community pool overlooking...

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$121
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to paradise at the prestigious Lely Ole community in beautiful Naples, Florida. This stunning 2-bedroom, 2.5 bath luxury home situated on a private quad offers a spacious open floor plan with abundant natural light, modern gourmet kitchen and an elegant master suite.The perfect blend of modern...

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Featured review

"Fantastic Experience"

We had an excellent stay this October. The home was incredibly clean and well-kept, the host was extremely responsive and communicated clearly from start to finish, making the entire process smooth and...

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$137
avg per night
New
Naples Condo
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Everything is new in this gorgeous SFH located in Esplanade of the Islands. This home has it all, 4 Bedrooms plus Den, 3.5 Bath, open floor plan, large kitchen, beautiful flooring, designer furnishings and artwork, and a 2- car garage. The lanai features an outdoor kitchen, entertaining area and a BRAND-NEW-POOL/SPA....

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$230
avg per night
Last Minute Deal
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Naples Pier, Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bright corner unit. Fully furnished. 2 bedroom, 2 full private bathrooms. Heated pool. Tennis courts. Close to city center, restaurants, beaches, shopping, golf, parks, art and culture, and attractions. Second floor (first floor is also available).Incredible lake view from everywhere in your living...

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Featured review

"Very nice stay!"

We enjoyed our stay! Very comfortable place! Fully furnished with everything we needed! Pool was very nice!Never crowded. Also great location! Easy access to restrauants and shopping!

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$126
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Naples, FL Paradise Pool Home - Luxury and Comfort Awaits Looking for a Naples home rentals with pool? Experience the pinnacle of luxury at our centrally-located Naples, Florida Pool Home, where relaxation begins the moment you cross the threshold. This charming home has undergone a complete modernization,...

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$350
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

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

About this property

A Boutique-Style Condo in the Heart of Old Naples, Florida. This vacation rental is located in a truly superb location, just a short stroll from all the excitement of downtown Naples. You’ll be delighted with immaculately furnished accommodations and convenient access to the pristine white sands...

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Featured review

"Old Naples Condo"

This stylish condo had everything we needed. The property is well maintained and close to all attractions. The owners were friendly and very accommodating.

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$121
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up to preserve views and wind down with west-facing sunsets — all just 10 miles from Naples’ pristine Gulf beaches. This beautifully remodeled 1-bedroom condo sits in a quiet, gated community with easy access to upscale shopping, top-rated dining, and world-class golf coursesInside,...

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Featured review

"Convenient and quiet condo"

This condo is well located in close proximity to Naples downtown and local beaches. I stayed here during a work contract and found the hospital to be conveniently located for commuting. The neighborhood...

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$90
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

**FULLY AVAILABLE MARCH 2026**. Last minute cancelation! Welcome to the Cypress Woods Golf and Country Club community! This private 2nd-floor Coach Home is located in the gated Laurel Greens South community. With over 1,700 square feet and a 2-car garage our home offers 2 bedrooms, 2 full baths along...

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Featured review

"Great Place to Stay"

We had a wonderful time staying at this condo. The location is great and made it convenient to get around to various places. The unit is very clean and well stocked with everything you may need. We appreciated...

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$106
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Saturday to Saturday rentals.Beautifully appointed 2 bed, 2 bath condo located inside the gated community of Naples Cay. Stunning sunset views of the Gulf of Mexico and only steps from the white sand!Building amenities includes hot tub and heated pool, steam room, sauna, fitness centre, shared...

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Featured review

"Gorgeous Condo in Highly Desired Location"

From the time we first contacted Kevin till the day of check out Kevin always responded to inquiries within minutes. Check in was smooth and we loved the location. A short walk to the beach and super close...

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$307
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your ideal getaway! This beautifully appointed 3-bedroom, 2-bath condo is nestled in the highly desirable Beachwalk community in Naples, FL. Situated just half a mile from the pristine white sands and turquoise waters of the Gulf of Mexico, and only 1.5 miles from the upscale shopping and dining...

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$148
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Enjoy a stylish experience at this centrally-located unit in desirable Lake Park! Less than a mile to the beach and 1.5 miles from 5th Avenue. This unit has everything you need to relax! The living room and kitchen are spacious and open concept. 2 bedrooms with queen beds and a shared bathroom with a...

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$299
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This lovingly furnished condo in Winter Park, Naples, is your personal retreat under the Florida sun. Bright rooms, a peaceful atmosphere, and stylish details instantly create a sense of arrival and relaxation. Enjoy leisurely mornings and restful evenings, along with the perfect balance of tranquility...

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$114
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 miles to Delnor Wiggins Stat Park

Key Amenities

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

About this property

Top location (pool south direction)- very near to Vanderbilt Beach and Delnor Wiggins Park. This comfortable 2.150 ft² dream villa was created in high-ceiling construction (the ceilings are up to 11,5 ft high), which enhances the generous impression of the interiors.The large pool is electrically...

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Featured review

"Great Holidays in a beautiful Home"

Das Haus hat eine einmalige Lage mit wirklich sehr kurzen Wegen sowohl zu den Stränden als auch zu Einkaufsmöglichkeiten und Restaurants. Der in der Miete inkludierte Jahrespass für die Florida State...

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$197
avg per night
Full map
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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 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!