Naples Vacation Rentals

(488 rentals)
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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$133

avg/night

$133
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Newly remodeled vacation rental. Many amenities including golf, tennis and pickleball. Complex has 5 pools. Many activities at the clubhouse.

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Property Type

Naples Condo

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Naples Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

$179

avg/night

$179
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage. The main entry door ...

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Property Type

Naples Villa

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Naples House
4 BR | 2 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 2 bathrooms
5 reviews

$1105

avg/night

$1,105
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Check us out at for pricing and booking! Step into the this stylish and grand fully renovated mid-century boho gem in the heart of Naples. Experience the comfort of this luxurious 4BR 3Bath waterfront pool villa estate in the heart of Naples, FL. "Tropical Oaks Estate" is situated on a tranquil ...

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Property Type

Naples House

Featured review

"Relaxing canal location, outstanding lanai, great house and host."

What else can we say? This was our fourth year renting with Derek, the first year in this new location. He and his team keep things in great condition and are responsive to questions and issues if any ...

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Naples Condo
2 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1 bathroom

$286

avg/night

$286
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

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 is a spacious and open concept. 2 bedrooms with queen beds and a shared bathroom with a ...

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Property Type

Naples Condo

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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Naples Pier

$142

avg/night

$142
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Enjoy the best of Naples living this winter in this inviting first-floor corner unit, nestled in the serene King's Lake community. Located in Tama Circle, this 1,820 sq. ft. condo offers a spacious open-concept layout with two bedrooms and two bathrooms, making it perfect for a relaxing seasonal ...

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Property Type

Naples Condo

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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Tiger Tail Beach

$266

avg/night

$266
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

first floor grand coach home with amazing vista Spacious, spacious, spacious. Time to enjoy everything and relax! This brand new first floor condo, a West Indies Style Architecture completed last year will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and ...

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Property Type

Naples Condo

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Naples House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms

$442

avg/night

$442
avg per night
View Details

Key Amenities

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

About this property

Welcome to your perfect, luxurious vacation home! The house is located in a very private neighborhood 3 miles away from 5th avenue and South beach. It has two bathrooms, one of which has a hot tub, and three bedrooms: one king bed, one queen bed, and two twin beds. Additionally, there is a sofa sleeper ...

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Property Type

Naples House

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Naples House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 0.1 miles to Steps from property

$3698

avg/night

$3,698
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Welcome to the Kite House a one of a kind Old Naples family compound only steps to The Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage. The 2 bedroom residence ...

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Property Type

Naples House

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Naples House
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2.5 bathrooms
5 reviews

Distance to beach: 1 miles to Vanderbilt Beach

$665

avg/night

$665
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Luxury Beach House Rental steps to Vanderbilt Beach ( 1 mile ) & Delnor Wiggins Beach (1.5 miles) No Hurricane Damage This is a Gorgeous, Private House steps to Vanderbilt Beach & Delnor-Wiggins Beach. Within blocks to world class beaches, Mercato, Waterside Shops, LaPlaya & the Ritz ...

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Property Type

Naples House

Featured review

"Great Stay!"

We stayed at Jenelle‘s place for four weeks (part of August to September 2024.) First impression walking in ….an immaculate and spacious home. Beds were very comfortable with beautiful comfortable linens ...

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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$197

avg/night

$197
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

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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Property Type

Naples Condo

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Naples Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

$172

avg/night

$172
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Super cute condo 5 minute walk from 5th Avenue. Pool and tropical views from lanai and preferred front facing bedroom. New King bed and mattress for your comfort! Enjoy the playful mocking birds putting on a show every day. Best deal in Olde Naples due to family circumstances!!

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Property Type

Naples Condo

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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$176

avg/night

$176
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

first floor classic coach home with secluded garden view This brand new first floor condo, a West Indies Style Architecture recently completed will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior ...

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Property Type

Naples Condo

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Naples Villa
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

$429

avg/night

$429
avg per night
View Details

Key Amenities

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

About this property

Villa in gated, Cedar Hammock country club community with pool and hot tub, on 6th. hole, with views of green. Newly furnished, new appliances, new mattresses and linen. New to rental markets in 2023 2 bdrm, 2 baths, with den. TV’s in family room, den, and master bdrm. 2 car garage. No pets ...

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Property Type

Naples Villa

Featured review

"Great property/home"

Home was VERY comfortable, nice pool to cool off while sun bathing in the back patio, which was screened, property and home well kept and maintained. Plenty of TV's for those days when there is nothing ...

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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$197

avg/night

$197
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

first floor classic coach home with secluded garden view This 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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Property Type

Naples Condo

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Naples Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 300 feet to Across the street

$323

avg/night

$323
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Join us on Vanderbilt Beach for a slice of paradise, where you can see dolphins and manatees in the bay from your 4th floor perch, as well as beautiful sunrises and sunsets from the tiled lanais. Our 2BD/2BA condo has everything you need for a fantastic stay: King in the master, two twins in 2nd bedroom ...

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Property Type

Naples Condo

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Naples Condo
2 BR | 2 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 2 bathrooms
owner special
Owner special: January special! Rent for a minimum 7 nights for $350 a night. Rent for the whole month $300/night!

$388

avg/night

$388
avg per night
Owner special:
January special! Rent for a minimum 7 nights for $350 a night. Rent for the whole month $300/night!

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Gorgeous newly renovated and decorated 2 bedroom, 2 bath condo. First floor unit, drive right up to our door, very short walk to beautiful pool and restaurant with spectacular waterfall backdrops! Pickle ball courts and tennis courts on the property! Walking distance to grocery, pharmacy, massage, nail ...

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Property Type

Naples Condo

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

$313

avg/night

$313
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

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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Property Type

Naples House

Featured review

"Perfect getaway home away from home."

This is an amazing house, great layout indoors and out! We loved the open kitchen to family room layout allowing us to enjoy conversation while making dinner and cleaning up. There’s a big patio door ...

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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
20 reviews

Distance to beach: 525 yards to Vanderbilt Beach

$205

avg/night

$205
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

With an exclusive North Naples location and an inspiring gulf view, our home provides an easy living penthouse atmosphere; ocean views, minutes to beach, resort amenities, close to dining, shopping, golf, tennis and other activities. Our exquisite well-maintained, spacious and modern condo features new ...

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Property Type

Naples Condo

Featured review

"Perfect in every way!"

Inna has thought of everything to make your stay perfect! For starters, when you walk through the door, you're welcomed with a bottle of wine. The condo is decorated beautifully and is fully stocked with ...

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

$401

avg/night

$401
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

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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Property Type

Naples House

Featured review

"Great House - Close to Everything"

Great location, short drive to Naples Beach/Pier, 5 Avenue and other attractions in the area. House is a good size and any issues we encountered were immediately resolved by Jonathan. Our entire family ...

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Naples Villa
4 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3.5 bathrooms
8 reviews

Distance to beach: 1 miles to Vanderbilt Beach

$365

avg/night

$365
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

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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Property Type

Naples Villa

Featured review

"Wieder ein Traumurlaub in Naples"

Wir waren jetzt bereits das dritte Mal in der Villa Beach Palace, mit 4 Erwachsenen und zwei kleinen Kindern. Es war wie immer alles sehr sauber und alles in gutem Zustand. Die Betreung durch den Hausmeisterservice ...

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Naples Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 20 feet to Vanderbilt beach

$250

avg/night

$250
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Beautiful condo steps from Vanderbilt Beach Only a 2 minute walk from beautiful Vanderbilt beach with its own private entrance Updated lanai with new pottery barn furniture Available May 2024 and on This beautifully decorated condo is steps from Vanderbilt Beach with its owns bluebill entrance! ...

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Property Type

Naples Condo

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 miles to Delnor Wiggins Stat Park

$290

avg/night

$290
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Top location - 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 heatable. The 1.000 ...

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Property Type

Naples House

Featured review

"Florida 2024"

Wir haben 17 wunderbare Tage in der Villa Royal Palm verbracht. Die Ausstattung ließ nichts zu Wünschen übrig. Das Haus und der Pool sind sehr sauber und gepflegt. Die Kommunikation mit dem Vermieter war ...

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Naples House
5 BR | 6 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 6 bathrooms

$3478

avg/night

$3,478
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

This home boasts state of the art finishes, an open floor plan that leads to the expansive outdoor living spaces that include 85 foot infinity pool and spa with swim up bar, Sedona Lynx gas grill, fire pit and lounge. The gourmet kitchen is complete with a cedar lined wine cellar, grand center island, ...

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Property Type

Naples House

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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

$247

avg/night

$247
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

Step into this impeccably designed, brand-new first-floor condo boasting the captivating allure of West Indies Style Architecture, recently finalized. From the moment you enter, you'll be enchanted by the ceramic tile flooring that spans the main area with plush carpeting in the bedrooms, complemented ...

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Property Type

Naples Condo

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Inquire for rates

Inquire for rates

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

Located in the Heart of Naples. Pet Friendly. Kitty corner from the Famous Water Side Shops. Bike to the Beach. Close to Starbuck, Publix, Brick Tops and much more. Less then one and half Mile to the Mercado and four to 5th Ave. Quiet residential street with no through traffic. Large outdoor living/dining ...

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Property Type

Naples House

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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 0.5 miles to Wiggins Pass

$238

avg/night

$238
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

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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Property Type

Naples Condo

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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Naples Condo
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 0.7 miles to Olde Naples Beach Access

$132

avg/night

$132
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

We still have other homes available through Apr 2025. Call or inquire for details. ALL INCLUSIVE monthly rate May to Dec 19th $3,000. Dec 20th to Apr $5,500 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included). Naples FL vacation rental. Everything Olde Naples has to offer at ...

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Property Type

Naples Condo

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach

$334

avg/night

$334
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Beautiful 3-bedroom, 2-bath home features an inviting pool and a prime location just 1 mile from the beach and Mercato. The open living space, modern kitchen, and private master suite make this a perfect full-time residence or vacation retreat. Enjoy the fenced backyard oasis, perfect for relaxing by ...

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Property Type

Naples House

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Vanderbilt Beach

$327

avg/night

$327
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

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 includes full ...

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Property Type

Naples House

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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.2 miles to Vanderbilt Beach

$233

avg/night

$233
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

You’ve just found your perfect Vanderbilt Beach vacation condo! Beachwalk of Vanderbilt Beach is just one block from the beach entrance and shopping. Gated community with a beautiful community pool, tennis courts and fitness center for your enjoyment. Walk to the beach to watch the Bocce ...

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Property Type

Naples Condo

Featured review

"Wonderful Stay"

This excellent property was exactly as described. It is set in a lovely, quiet location and within walking distance to the beach. It was extremely clean, spacious and comfortable. It was beautifully furnished ...

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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews
last minute deal
LAST MINUTE DEAL 11/11 - 12/23: - WINTER DISCOUNTS ! = 2-bed 2 bath luxury condo in Naples, Lake View, near DOWNTOWN, shops, beaches

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

$158

avg/night

$158
avg per night
Offer for: Nov 11 - Dec 23:
- WINTER DISCOUNTS ! = 2-bed 2 bath luxury condo in Naples, Lake View, near DOWNTOWN, shops, beaches

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

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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Property Type

Naples Condo

Featured review

"Excellent stay"

We were there from December through the end of March and we enjoyed the entire stay at this place. The owners was very responsive and helpful when we had questions. We were close to Naples and the beach ...

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DEAL
Naples House
3 BR | 2.5 BA | Sleeps 12 | Quick View
Sleeps 12, 3 bedrooms, 2.5 bathrooms

Distance to beach: 3 miles to 3rd Ave Beach

$440

avg/night

$440
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

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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Property Type

Naples House

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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Tiger Tail Beach

$247

avg/night

$247
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

second floor grand coach home with amazing views 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 not permitted in this ...

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Property Type

Naples Condo

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$534

avg/night

$534
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

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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Property Type

Naples House

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Naples Condo
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms

$549

avg/night

$549
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Located on Vanderbilt Beach, only a short stroll from sandy white beaches, and stunning, colorful sunsets. Designed as a resort style community, Regatta offers amazing on-site amenities such as a weight and cardio room, poolside grill and picnic area, electronic gated entry, tropical waterfall pool and ...

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Property Type

Naples Condo

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

$308

avg/night

$308
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

We have three bedrooms and two full bathrooms. Living, dining and family rooms. Great lanai leading to the screened in pool area. We have bikes and other sports equipment. The community has two additional pools, tennis courts and pickleball courts. Our property is only 10 minutes from shopping on ...

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Property Type

Naples House

Featured review

"Great"

We Stayed in july for 18 days in the House. It was Great! Every thing we needed was there. Family with three Kids from germany

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Naples House
3 BR | 2 BA | Sleeps 10 | Quick View
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

$325

avg/night

$325
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Annual Rental $4000 per mont Negotiable. Welcome to our Vanderbilt Beach House in Naples Florida, the Pelican Bay Neighborhood . This is a fenced in 1900 sq.ft. 3 bedroom 2 bath private escape with community pool access that sleeps up to 10 people. The interior of the home is completely updated in every ...

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Property Type

Naples House

Featured review

"Perfect beach house!"

We really enjoyed our stay. The location is perfect, very close to the beach, great restaurants and shopping. We loved being able to walk to the beach. The home is very well appointed and clean. The owner ...

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Naples Condo | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

$399

avg/night

$399
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool
  • Rentals by owner

About this property

Embark on an unforgettable weekly retreat tailored to your every desire! Our 3BR/2BA vacation rental at Regatta is drenched in radiant sunshine and meticulously cared for. Featuring a spacious end unit adorned with island-style décor and a western exposure, it sets the perfect stage for family ...

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Property Type

Naples Condo

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Naples Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 100 yards to Vanderbilt Beach

$400

avg/night

$400
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

A beautifully renovated condo 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 west and the serene bay to the east. ...

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Property Type

Naples Condo

Featured review

"Beautiful condo in a great location."

Well cared for and has everything that you need to enjoy your stay in Naples. Just across from the beach and on the bay. Beautiful pool area. Boutique building and everyone is so friendly.

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$320

avg/night

$320
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Paradise found in this beautiful 3 bedroom / 2 bath home with private pool overlooking spectacular lake view. This 2000 sq. ft. spacious updated home includes a modern kitchen, spacious living area, outdoor entertaining area on lanai, and 5 TVs throughout the home. You will have access for a nominal ...

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Property Type

Naples House

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Naples Condo
2 BR | 2 BA | Sleeps 3 | Quick View
Sleeps 3, 2 bedrooms, 2 bathrooms

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Beautiful 2 bedroom condo monthly rental only includes golf and social membership for transfer fee or without membership. First Floor, upgraded furniture and paintings, view of par 3, wooded and water.

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Property Type

Naples Condo

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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$400

avg/night

$400
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

An incredible opportunity awaits in one of Naples' most sought-after locations: Pelican Point of Park Shore. This spacious 2 plus-bedroom, 2-bath condominium comes complete with a den and boasts an abundance of natural light. Featuring contemporary cabinetry, upgraded appliances, and updated bathrooms, ...

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Property Type

Naples Condo

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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$134

avg/night

$134
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Amazing and immaculate turnkey 2nd floor Condominium with stunning view of one of the community lakes. Rates from $2595-$4295 depending on the season (see rate schedule below). Special offer valid till 1/15/24, take 10% off all months and no fees. Enjoy sights of nature, tropical birds, turtles, ...

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Property Type

Naples Condo

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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Vanderbilt

$200

avg/night

$200
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

WE ALSO HAVE ALSO HAVE A 3 BED 2 BATH & DOUBLE GARAGE UNITS IN THE SAME COMMUNITY FOR RENT. Enjoy the serene tropical preserve view from this large, updated, second floor coach home. In addition to 3 very large bedrooms, there’s a den/media room, an enclosed lanai and a 2-car attached garage. ...

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Property Type

Naples Condo

Featured review

"Lovely updated condo"

We enjoyed our 2 months in Naples in a very lovely, updated condo in Tarpon Bay. Located in a safe gated community close to restaurants, groceries, etc. The condo furnishings were very attractive and up ...

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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

$116

avg/night

$116
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

55+ COMMUNITY. This coastal chic 2/2 condo, with its open floor plan and tropical flair, is a great place to call home for the season. This nicely decorated first floor unit features a beautiful golf course view! You'll love the central location and the resort-like feel of Forest Lakes. Close to ...

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Property Type

Naples Condo

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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

$465

avg/night

$465
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

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 new Casper mattresses. The layout of the condo offers a beautiful view ...

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Property Type

Naples Condo

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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Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Inquire for rates

Inquire for rates

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Enjoy waterfront living, the lovely views of Venetian Bay, the short walk to the Venetian Village shops, restaurants, and galleries. Or simply enjoy relaxing at this pristine condo with all the amenities of home & more! This ‘jewel’ of a condo at Park Shore Landings in Naples is the ideal ...

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Property Type

Naples Condo

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Naples House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
last minute deal
LAST MINUTE DEAL 11/10 - 12/22: Get 10% discount off of nightly rates if you book 14+ days. Secure your preferred dates now.

Distance to beach: 5 miles to Beach at 8th Avenue South

$354

avg/night

$354
avg per night
Offer for: Nov 10 - Dec 22:
Get 10% discount off of nightly rates if you book 14+ days. Secure your preferred dates now.

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Explore Naples, FL this summer! Bask in sunny skies, serene beaches, and blissful tranquility. With fewer crowds and off-season pricing, it's the perfect time to relax and rejuvenate. Escape the hustle and bustle while still experiencing the beauty of Naples. Book now! The space Welcome to Sovanita ...

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Property Type

Naples House

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DEAL
Naples Condo
2 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2.5 bathrooms

$205

avg/night

$205
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

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

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Property Type

Naples Condo

Show less

Naples Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Inquire for rates

Inquire for rates

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Stunning seasonal condo for rent beginning January 1, 2025 to April 30, 2025. Third story condo with elevator is located in Lely which is near the beautiful Naples beaches and popular restaurant’s and shops along 5th Avenue. The newly renovated 2 bedroom 2 bath condo features a king bed in the ...

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Property Type

Naples Condo

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Naples Vacation Rentals

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°

Luxury relaxation in your Naples vacation rental


Upscale, charming Naples vacation rentals serve as a perfect backdrop for a glitzy Florida vacation. This sophisticated beach destination is located right along the Gulf of Mexico, on southern Florida’s “Paradise Coast”. Miles of fine sand beaches, gentle turquoise waters, and friendly locals are synonymous with this area. Shoppers delight in searching for antiques, home furnishings, clothes and jewelry. With its beautiful neighborhoods and grand architecture, the atmosphere is elegant, yet relaxing. We have hundreds of Naples vacation rentals on our website, so you'll be able to choose the perfect property for your group.

When staying in a Naples beach condo instead of hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Some of our rentals even come with special amenities like a set of bicycles, chef’s kitchen, and in-home theater. Whether you’re looking for a luxury mansion with decor to match, or a cozy beachfront shack, you can find it on our site.

Naples, Florida travel advice


Snowbirds flock here during the winter as it’s popular among retirees and those looking to escape the harsh northern winters. World class dining and shopping draw wealthy travelers to the area. The turquoise waters of the Gulf of Mexico provide endless entertainment and relaxation, too. Hunt for seashells while you pack together sand for the perfect castle. Take a fan boat through the Everglades to experience southern Florida’s amazing ecosystem. Don’t forget to pack your clubs - this city is famous for its incredible golfing.

Where to stay


Old Naples, with its historic mansions and small cottages, is the most charming neighborhood in the city. Old Naples features the great shopping areas of Fifth Avenue, Third Street, and Gallery Row. Park Shore and Royal Harbor are two smaller neighborhoods featuring modest homes on the water. Pelican Bay and Port Royal are two of the most gorgeous, upscale neighborhoods around.

Climate

It’s called the “Paradise Coast” for a reason. In tandem with The Everglades and Marco Island, there’s no bad to visit with average temperatures in the 80s. Refreshing sea breezes keep visitors and locals alike comfortable and spectacular sunsets over the Gulf can be seen year-round. Beach lovers flock to Naples as it boasts over 350 sunny days per year!

Top activities and attractions


We’ve talked a lot about the dining and shopping  - but don’t lose sight of the fact that you’re in Florida! Beaches are abundant directly in town and nearby. Lowdermilk Beach is a gorgeous white-sand beach with plenty of amenities for families. They also offer paddleboat and kayak rentals,too. Barefoot Beach Preserve is a quiet, expansive area with lots of interesting wildlife. Take a walk and see armadillos and tortoises.

Nature enthusiasts can continue on to Delnor-Wiggins Pass State Park, which is a great place to spot woodpeckers, ospreys, and other fowl. After a day of beaching and bird-watching, head to Naples Pier for night fishing. No license required.

Families with kids won’t want to miss the Naples Zoo at Caribbean Gardens. This nationally accredited zoo is situated on a historic tropical garden and features many rare animals, like the African honey badger and giant anteater.

Dining and Nightlife


Bring your taste buds here where thousands of food options await. From casual eateries to romantic dinners for two, you’ll have a hard time choosing. You’ll find generous portions and hundreds of five star reviews at Mediterrano - plus fresh-caught seafood daily. For a taste of (further) south, Rumba Cuban Cafe has the best Cuban food on the Paradise Coast, bar none.

Settle in at the area’s best piano bar, Truluck’s, to hear some of your favorites live. For an upbeat lounge vibe, you can’t beat Hobnob Kitchen. Lastly, dine and drink al fresco at Campiello which offers the best patio in town.

Condos for rent in Naples on FloridaRentals.com


Booking a Naples luxury rental or seaside condo on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!


FAQ

How many vacation rentals are there in/around Naples?

There are 488 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 $71 per night with an average price per night of $286.

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 190 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 28 oceanfront rentals in Naples available on FloridaRentals.com. Use our filters to search and book yours today!