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Naples Vacation Rentals

(500 rentals)
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

first floor classic coach home with secluded garden viewThis wonderful first floor condo, a West Indies Style Architecture will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior approval, an additional...

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Featured review

"A lovely condo. Very comfortable and homey."

A lovely condo in East Naples Florida. Close to the beach, nice restaurants,and shopping. Peaceful location and setting.with lake view and peaceful fountains. Beautiful sunsets from the lanai. A gorgeous...

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$240
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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$168
avg per night
New
Naples House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Distance to beach: 0.1 miles to Miramar Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to an exquisite coastal retreat nestled in the heart of Naples, Florida, where timeless elegance meets modern luxury just moments from the powder-soft sands of the Gulf.This 4-bed, 5-bath, stunning residence captures the essence of upscale Florida living, offering an open-concept design flooded...

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$1,279
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

Enjoy your vacation in a beautifully furnished 2 bedroom, 2 bathroom condo at Vanderbilt Beach Harbour Club. This mid-rise condo offers stunning views of either the Gulf of Mexico or Vanderbilt Bay and sleeps up to 6 guests. Rentals are from Saturday to Saturday, with a 3-day minimum stay required. Thanksgiving...

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Featured review

"Loved our stay for the second time!! Location is excellent!"

Vanderbilt Beach is great! We always hate to leave, and look forward to our perfect on-the-beach vacation next year!

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$356
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

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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$240
avg per night

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Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

No hurricane damage !!! Hurricane Protection - The location is perfect, 4 minutes from the privat-beach access and own access to the wonderful and idyllic lake, ideal sun and Ligth. Close to Best Shoping and Dinning, such as Venetian Village and the Waterside Shops - Philharmonic and MuseumOn the...

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Featured review

"Beautiful Home - Well maintained, Excellent handover & Great Location"

We had a fantastic stay! The location is ideal — nestled in a quiet, peaceful neighborhood yet close enough to walk to local shops and restaurants if you're feeling adventurous. One of the standout perks...

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$550
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 8 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal / Annual rental- NaplesRecently updated, 2 story townhouse 3 bd/2 1/2 ba., fully furnished, 15 min from Vanderbilt Beach, 5 min from Mercato shopping mall ! Located in Islandwalk gated community. Resort style living offers: - clubhouse ( library) - 2 pools ( lap pool and resort style...

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Featured review

"Wonderful Place..Great Experience"

This place and landlord were exceptional. The home was half a block from the town center, pool, and restaurant. The home itself was very nice and clean. The landlord Erik was very gracious and an excellent...

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$163
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Thanksgiving Week:- $550/day & Christmas and New Year Week:- $650/day !!!! ..Beautiful 4 bedroom 2 bath home with heated spa, jet propulsion, private fence. 2018 square feet under air. This vacation home is turnkey ready and comes with gas grill, bikes and all necessary equipment for the beach (chairs,...

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Featured review

"Amazing Rental"

This house is so clean; all the amenities and space are priceless. It has a great layout with four bedrooms and a quiet neighborhood. The location is minutes away from anything you would want to do. I couldn't...

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$541
avg per night
New
Naples Condo
Sleeps 15, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Extraordinary winter retreat in Naples, Florida with 3-bed, 2-bath condo in an exclusive, secure gated community. Ground floor unit with no stair!Fully Upgraded & Modern Comfort: Fully Equipped Kitchen. No carpet—updated flooring throughout. Fully upgraded bathrooms in 2025.Less than...

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$250
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 10 miles to Naples and Marco Island

Key Amenities

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

About this property

Our second floor condo in Coral falls, Lely, Naples has a bright and spacious feel, beautiful views and has all your needs for your home away from home while. The building is equipped with an elevator, as well as two separate stair cases. The primary suite sleeps two in its King size bed. The EnSuite...

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Featured review

"Perfect location and beautiful space!"

! had the most relaxing stay at this Florida condo! The location couldn’t be better—just a quick drive to beaches, shopping and dining.The condo was spotless, stylish, and incredibly cozy. I loved...

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$195
avg per night
Naples House
Sleeps 10, 5 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Have fun with the whole family in this stylish place. This luxury pool home home getaway is close to everything Naples has to offer! Beaches shopping and restaurants are all within minutes of this home. 5 bedrooms gives plenty of room for everyone! The open concept kitchen, dining area and living room...

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$615
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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$572
avg per night
New
Naples House
Sleeps 8, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Experience the ultimate in Florida luxury at this stunning 3-bedroom + loft and 4-bathroom coastal contemporary condo, offering 2,524 sq. ft. of thoughtfully designed living space. This high-end unit has been fully remodeled to combine modern sophistication with timeless charm.Step inside to discover...

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$836
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 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

"Easy and convenient"

Condo was clean, well equipped and well located. We enjoyed our stay and the owner made things easy and welcoming!

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$150
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This brand new second 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 master bedroom ensuite with an...

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$234
avg per night
Naples Condo
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Tiger Tail Beach

Key Amenities

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

About this property

This brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets are permitted with prior approval and an additional fee.The condo consists...

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$265
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms
16 reviews

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

Key Amenities

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

About this property

Top Features Guests Love ️ Peaceful neighborhood setting 5 minutes from Vanderbilt beach Fully stocked for beach days: chairs, towels, cooler, shade, toys & more Private in-ground saltwater pool with optional heating if desired Fully enclosed, screened porch for bug-free relaxation High-speed...

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Featured review

"They thought of everything"

This home was great for relaxing by the pool, going to the beach, and shopping. The house is conveniently located between the Mercado for shopping and the beach. Restaurants are within walking distance...

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$352
avg per night
Special Offer
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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$155
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Minutes to Tigertail Beach, The JW Marriott Hotel…Enjoy beautiful sunrises and sunsets in your home, mingle with family and friends. Enjoy Life!Come to Florida and stay Awhile!!!!!Falling Waters Beach Resort is located in a gated community near the intersection of U.S. 41 and Collier...

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Featured review

"Classy, meticulously clean, best location !"

Lovely condo- Very clean, stylish decor, new appliances, best location in complex near clubhouse and pool. Great location - many restaurants and shopping nearby, minutes to Marco or downtown Naples. Met...

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$233
avg per night
Naples Apartment
Sleeps 6, 2 bedrooms, 1 bathroom
10 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Oasis of Naples – Beach & Downtown Haven Discover the best of Naples at Oasis of Naples, a beautifully furnished 2-bedroom, 1-bath retreat perfectly located between the beach and the vibrant Downtown district. Just minutes from Naples’ iconic white-sand beaches and a short...

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$529
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 4 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Glamour by the Gulf at $38,000/month in season – A Penthouse Experience Like No Other. Step off your private elevator into the breathtaking grandeur of Penthouse 2 at The Dunes of Naples — an ultra-luxurious, rarely available 5,700 sq. ft. masterpiece soaring above the Gulf. This 16th-floor...

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$1,303
avg per night
New
Naples Condo
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 20 miles to Naples

Key Amenities

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

About this property

IDEAL LOCATION - On Capistrano St S, unit 6402, this condo sits next to the fountains on Rialto Dr., one block from village center. Built in 2007, this was completely furnished brand new in September 2025. It has 3 bedrooms, 2.5 baths with a pull-out couch with an upgraded queen mattress for a restful...

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$216
avg per night
Naples Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 50 yards to 5TH AVENUE BEACH

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

TWO BEDROOMS EACH HAVE A KING BED ,MULTIPLE DRESSERS AND AMPLE CLOSET SPACE TWO FULL BATHROOMS EACH CONTAINING A SHOWER AND TUB COMBINATION GROUND LEVEL PRIVATE OUTDOOR PATIO WITH BEAUTIFUL ORCHID GARDEN OVERLOOKING 5TH AVENUE LARGE OPEN LIVING DINING AREA LARGE FULL KITCHEN WITH A LARGE NUMBER OF...

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Featured review

"Sun dial"

Very nice, spacious condo, as advertised. Excellent position near to the beach and restaurants. Perfect for a couple. Randy and Amy were great hosts, very helpful, an easy check in. Would highly recommend....

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$469
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 100 feet to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A beautifully renovated condo, at just $14,000 per month in-season, nestled along the bay, exuding coastal elegance. The inviting interiors feature comfortable furnishings, stylish accents, and vibrant hues, creating a tropical oasis. This end unit offers breathtaking views of the Gulf of Mexico to the...

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$445
avg per night
Naples House
Sleeps 8, 4 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Experience the pinnacle of Naples living in this stunning 4-bedroom, 6-bathroom waterfront estate in prestigious Aqualane Shores. With a private office, elegant Mediterranean architecture, and unmatched access to the Gulf, this home blends timeless style with a world-class location.Waterfront Living...

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$1,402
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Distance to beach: 0.2 miles to Old Pier Pilings

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

White Sands is an updated old Florida style resort located in the heart of Old Naples and is an easy walk to the beach, shopping and dining on Fifth Avenue. White Sands Club offers a relaxed atmosphere with a heated pool and spa tub, outdoor BBQ grills and shuffleboard with bicycles, beach umbrellas,...

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Featured review

"Perfect Location"

The best part of this place is the location - 2 short blocks to the beach. It is clean and the grounds are very well maintained. Pool is nice and warm. A 1-bedroom is perfect for a small family with eat...

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$207
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Beautiful, modern 3 bedroom and 2 full bathroom house, located in North Naples with a back yard that backs up to the woods which provides the utmost privacy.Walking into the home, you will enter an open living space boasting a modern equipped full kitchen. Reverse Osmosis System (Portable water)Outside,...

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Featured review

"The place is very quiet and clean"

I stayed in Naples for 2 nights and 3 days, and I loved it. It’s a very peaceful city, the beaches are close by (about 25 minutes), Baker Park is beautiful, and 5th Avenue is great for restaurants. I...

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$140
avg per night
Special Offer
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to Your Ultimate Island Getaway!Discover the perfect vacation escape at our exquisite four-bedroom, three-bathroom house on the enchanting Isles of Capri, just minutes from Marco Island. Immerse yourself in a world of comfort, luxury, and endless entertainment in our recently remodeled 2,300-square-foot...

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$462
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 1 miles to Vanderbuilt

Key Amenities

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

About this property

Perfect location for your relaxing getaway in Paradise! This house has many upgrades, a bright & open concept floorplan, a chic but relaxed setting & a one of a kind tropical backyard Oasis. Fully furnished with all you need to enjoy a day at the beach or in our private open-air pool & spa!...

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Featured review

"Naples Paradise"

We had a lovely time staying at this well maintained home in a quiet neighborhood. Home is well appointed and the pool and backyard made our trip so relaxing and enjoyable. Located within walking distance...

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$626
avg per night
Naples House
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

One Bedroom, one Bath, Laundry, Kitchen Seating in Garden Facing Lake Parking for 2 vehicles Includes all utilities and WiFi Club House - Two Pools - Tennis - Pickle Ball Courts Horse Shoes, Shuffle Board

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

Distance to beach: 17 miles to South Beach, Marco Island

Key Amenities

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

About this property

Gorgeous wide water views and easy water access from this very private, 2300 sq. ft. furnished retreat. This fantastic location affords the ability to stay at home and chill or easily set out for more adventure!Marco Island and their stunning beaches is a short easy drive, "the back way"...

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Featured review

"Beautiful Property!"

We looked at this property and it is just beautiful! The rooms are spacious and well appointed. The decor is very tasteful and comfortable. Beautiful lanai on the water. I would recommend this condo...

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$250
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • 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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$225
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 2 miles to Closest to Delnor Wiggins, Vanderbilt and Bonita

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautifully decorated newly remodeled first floor unit has a glass/screen enclosed lanai with a scenic views overlooking the natural preserve. Just steps away from our condo are the tennis/pickleball court and pool areas. This charming condo is conveniently located West of 41 in North Naples, just...

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Featured review

"Super clean and cute place"

Host was great to work with. She was exceptionally accommodating and her unit was exactly as described. Excellent location near tennis, pickleball, and 1 of the 2 community pools. We met many of the regular...

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$169
avg per night
Naples Townhome
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

Townhouse in the highly desirable North Naples area. Your family will be close to everything when you stay at this centrally located place.The space Professionally furnished with designer furnishings and lots of upgrades. Beautiful view of the lake from the lanai and a very short walk to the resort-style...

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$250
avg per night
Naples House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your ultimate beach getaway in our brand-new, stunning beach house. Just a leisurely bike ride or walk from Vanderbilt Beach and the Mercato, this location perfectly marries convenience and tranquility.Our 4-bedroom, 3-bathroom residence is designed with an emphasis on leisure and comfort....

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Featured review

"Anniversary get away"

The house was good thank you for the rental we will return Mr&Mrs Furbay Maryland thanks again for making our 35th anniversary very special and relaxing

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$735
avg per night
New
Naples House
Sleeps 5, 2 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 2BR/1BA guest house offers comfort, privacy, and plenty of outdoor space to unwind. You'll enjoy a fully equipped kitchen, Roku TV with live streaming, and a shared pickleball...

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$193
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

There is no better place to be during the winter than enjoying the warm weather and taking in the bright Southwest Florida sun in Pelican Bay.This property offers a unusual two car attached garage and the privacy, independence and security of a single family home. You can avoid the elevators and...

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Featured review

"Wonderful condo"

This condo is as beautiful as the pictures suggest, which is not always the case. It is open and airy and is beautifully decorated.It is super well stocked and has everything you need for a fabulous vacation....

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$497
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to VANDERBUILT BEACH

Key Amenities

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

About this property

This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...

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$151
avg per night
Naples House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Bring the whole family to this great place with lots of room for fun. This stylish home has room for everyone! 4 Large Bedrooms, spacious dining, games, and incredible outdoor living are a few highlights of this tropical oasis. Relax by the pool, man the barbeque, hop on the bikes for a quick ride, keep...

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$588
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

RARELY AVAILABLE IN MARCH AND APRIL! Available for short or long term. This pristine 3 bedroom, 2.5 bath townhome in Orange Blossom Ranch is a true gem! Recently renovated! Gated community. Family friendly community featuring 2 resort style pools, tennis courts, spa, fitness center, fishing pier, playgrounds...

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Featured review

"Fantastic Long-Term Winter Stay!"

We spent a wonderful three months (January through March), and it was the perfect winter getaway! The property was exactly as described and provided a comfortable and relaxing home away from home. We particularly...

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$186
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Naples Pier

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your dream vacation rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style.Perfectly situated to enjoy all the charming amenities of Old Naples, you'll be within walking distance to the shops on...

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$364
avg per night
New
Special Offer
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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$311
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

One of the very best wide lake and golf course views in the community from this fully furnished 2 Bedroom, 2-bath, 2nd-floor condo featuring a Great Room floor plan with a comfortable 1,244 square feet under air, 9.5 ft. ceilings, laundry in residence, and spacious lanai! Greenlinks is a community within...

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$223
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
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to one of Naples best kept secrets! See dolphins and manatees, sunsets on Turkey Bay, or take a short walk to Vanderbilt Beach! This two bedroom, two bath condominium, across from Delnor-Wiggins State Park, is a haven of tranquility, yet just a short ride away from the Ritz-Carlton , the Mercato,...

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$261
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

Looking for your next great escape? This 3 bed 2 bath pool home is located approximately 10 minutes from the beach and 5 minutes from downtown. This fully furnished home with eclectic beach décor will allow your worries to melt away in the beautiful city of Naples. Relax in the large rectangular...

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Featured review

"Looks smaller on the pictures than reality! Nice gem"

We were amazed upon arrival, this place is a very nice big home with high ceiling rooms, big nice common place kitchen living room and dining room. Many updates has been made since the pictures were taken,...

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$481
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Step into this beautiful 3-bedroom, 2-bath residence, offering over 1,700 square feet of open and airy living space. The redesigned kitchen is perfect for entertaining, while the abundance of natural light creates a breezy coastal atmosphere, ideal for bayfront living. Every detail has been thoughtfully...

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$500
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 7 miles to Naples

Key Amenities

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

About this property

Comfortable 1600 sq.ft 3 bedroom 2 bath condo located in Lely Naples. King in master, Queen in guest room with queen sleeper sofa in the den.Turn key furnished just bring your toothbrush.Kitchen and baths total redo in 2025Quite non-gated community. Lanai area has beautiful first floor view...

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Featured review

"February full"

Very nice, comfortable condo. Condo had everything we needed. Pool perfect. Neighbor all very friendly. Close by Marco Island, beaches and downtown Napkes. Tom was a wonderful host!

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$183
avg per night
New
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

NEW! Discover The Sanctuary — a luxury-meets-wellness retreat 5 min bike to Vanderbilt Beach’s sugar-white sands. This 4 bed, 2 bath non-toxic coastal haven blends clean furnishings, organic comfort, and spa-like touches for a truly mindful stay. Relax, recharge, and experience Naples at its...

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$632
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

A MUST SEE in Naples Park!! Completely decorated in an amazing Key West Style. This Beautiful 3 Bedroom, 2 Bath home has a covered lanai and pool with MANY UPGRADES!This popular and immaculate boutique-style house is simply beautiful and perfectly located for that dream, getaway holiday in South...

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Featured review

"Well kept property"

Well kept and furnished, pool person and landscapers came weekly. Good location with access to Gulf, restaurants

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$326
avg per night
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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 500 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 $65 per night with an average price per night of $256.

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 203 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 18 oceanfront rentals in Naples available on FloridaRentals.com. Use our filters to search and book yours today!