Naples Vacation Rentals with Private Pool

(215 rentals)
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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 5 miles to Naples Beach

$466

avg/night

$466
avg per night
View Details

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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Property Type

Naples House

Featured review

"Amazing Experience!"

We had a fabulous stay at this rental! The most important aspect was the attentiveness of the owners - our questions were answered via e-mail with an extremely quick turn-around!Indoors was nicely ...

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

Distance to beach: 6 miles to Marco Island Beach

$162

avg/night

$162
avg per night
View Details

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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Property Type

Naples Condo

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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Naples House
6 BR | 5 BA | Sleeps 12 | Quick View
Sleeps 12, 6 bedrooms, 5 bathrooms

$575

avg/night

$575
avg per night
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Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

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

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Property Type

Naples House

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

$106

avg/night

$106
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Welcome to your vacation rental at 228 Belina Drive, Unit 606, Naples, FL 34104! Nestled within the highly sought-after Sapphire Lakes community, this charming 2-bedroom, 2-bathroom condo offers stunning views of a tranquil nature preserve from the screened lanai. Owner recently updated all furniture ...

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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

$286

avg/night

$286
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

RARELY AVAILABLE LOCATION!Experience the best of Naples from this stunning 2-bedroom, 3-bathroom condo located on the world-famous Fifth Avenue South. This spacious unit is in the most sought-after location in Naples, offering unparalleled access to the finest shopping, dining, and entertainment ...

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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

$166

avg/night

$166
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Discover your coastal paradise with breathtaking waterfront views on Vanderbilt Bay! This 2-bedroom, 2-bath retreat features an open layout with chic beach-inspired décor in soothing coastal hues—perfect for a dream vacation. The fully updated kitchen boasts sleek white cabinetry, granite ...

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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

$254

avg/night

$254
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your dream vacation home in Naples Park, a delightful 3-bedroom residence designed with every convenience in mind for the discerning short-term renter. This home is a sanctuary of comfort and style, perfect for families, friends, or anyone looking to immerse themselves in the Naples lifestyle. ...

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Property Type

Naples House

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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

$292

avg/night

$292
avg per night
View Details

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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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 House
4 BR | 3 BA | Sleeps 9 | Quick View
Sleeps 9, 4 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

$416

avg/night

$416
avg per night
View Details

Key Amenities

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

About this property

This is a real treat! Allow yourself the comforts this home offers, quality furnishings, the modern coastal decor and the new construction that offers all the modern amenities. Every detail has been considered to make sure you enjoy your vacation and make this your 2nd home in our beautiful Naples. ...

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Property Type

Naples House

Featured review

"Exquisite Vacation Home"

We just spent 5 weeks here (things you do when you turn 60!) and it was exquisite! the home and all its amenities suited us perfectly! We enjoyed everything - the beach (& Christine's golf cart rides), ...

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

$475

avg/night

$475
avg per night
View Details

Key Amenities

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

About this property

ANNUAL RENTAL SPECIAL! This contemporary 2-bedroom, fully furnished condo is located directly on the sand with stunning views of the turquoise gulf waters and crystalline coast.The contemporary unit has 2 bedrooms, 2 baths, a spacious open kitchen/living room, all new appliances, stone floors and ...

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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

$120

avg/night

$120
avg per night
View Details

Key Amenities

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

About this property

Discover modern living in this gorgeous 2-story new construction home with a one-of-a-kind lake view perfect for all the best sunsets in Naples. Just minutes from Naples Bay and the beach, the upgraded Sea Bright model features 2 bedrooms, 2 full bathrooms, and a 1-car attached garage. This highly sought-after ...

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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

$126

avg/night

$126
avg per night
View Details

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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Property Type

Naples Condo

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Naples House
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Vanderbilt Beach

$349

avg/night

$349
avg per night
View Details

Key Amenities

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

About this property

Welcome to this newly renovated, classic Florida ranch-style family home, sitting on a half acre double lot with large Backyard, a true oasis of relaxation and elegance. Immerse yourself in the cool and sophisticated ambiance of this recently refurbished gem. With a coastal-inspired decor, complete with ...

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Property Type

Naples House

Featured review

"Amazing Rental"

Exactly what my family was looking for! Beautiful rental- very clean and tidy! This rental had everything we needed for a relaxing week vacation. We loved the beautiful patio, backyard and pool. There was ...

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Naples House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms
owner special
Owner special: 12th April -15th December:-$8400/monthly, HURRYYY!!!!

$542

avg/night

$542
avg per night
Owner special:
12th April -15th December:-$8400/monthly, HURRYYY!!!!

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Brand New House Walking Distance From Beach, POOL and SPA Welcome to your perfect getaway! Nestled in the heart of Naples Park, this charming coastal retreat offers everything you need for a relaxing vacation. With its bright, airy spaces, exceptionally high ceilings and tasteful décor, you'll ...

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Property Type

Naples House

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

$275

avg/night

$275
avg per night
View Details

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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Property Type

Naples House

Featured review

"Great spot for a relaxing vacation"

Very nice house with all ameneties. Large pool, hottub, huge lanai. The house is well equipped. Masssive plus, bar´s and restaurants are in walking distance. Private beach with private parking. Loved ...

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

Distance to beach: 0.2 miles to Naples

$153

avg/night

$153
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Chic 2 Bedroom + Den Vacation Rental in Olde Naples Escape to paradise in this beautifully updated 2-bedroom plus den condo in Olde Naples. With 1,350 square feet of luxurious living space, this end unit offers stunning bay views and is just steps away from 5th Ave, Tin City, Bayfront, and the iconic ...

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Property Type

Naples Condo

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Naples House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms

$317

avg/night

$317
avg per night
View Details

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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Property Type

Naples House

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

$228

avg/night

$228
avg per night
View Details

Key Amenities

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

About this property

This tropical garden paradise by the beach is located in the highly sought after 500 block, and is minutes away from Vanderbilt Beach and the Ritz Carlton. This upscale, open concept home includes large Italian porcelain tile floors, quartzite and granite counters, stainless steel appliances, queen beds ...

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Property Type

Naples House

Featured review

""Perfect beachside getaway—clean, comfortable, and close to everything!""

We had an amazing stay at this home in Naples Park! The location couldn’t have been better—it’s just a short walk to the beach, making it incredibly convenient for morning strolls or sunset views. ...

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

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

$264

avg/night

$264
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A three-bedroom, two baths plus den, beautiful Florida style private home with its own caged pool and spa plus 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, tile floors, an abundance ...

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Property Type

Naples House

Featured review

"Great stay during our Christmas break."

Well stocked, nicely decorated, clean home. The mattresses were very comfortable. Plenty of beach towels, beach chairs and umbrellas. Good proximity to the beach. Wendy the manager was very responsive ...

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

Distance to beach: 1 miles to Delnor Wiggins Stat Park

$202

avg/night

$202
avg per night
View Details

Key Amenities

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

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 Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom

$171

avg/night

$171
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Great Location!! This Rarely found one bedroom with just steps to Wiggins Lake beach has a large beautiful pool and tennis available. Cozy up in this comfy condo that features an updated kitchen, bathroom and floors. Living room sofa is also a sleeper for any additional guests. The large lanai overlooks ...

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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

Distance to beach: 0.2 miles to Vanderbilt

$147

avg/night

$147
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Spectacular renovation done on this Princeton Place Pent House condo in Wiggins Bay with beautiful views. This very bright and clean condo is available as a seasonal rental in a community with a lot of amenities and activities. The owner has a Tarpon Cove Club membership which can be transferred to the ...

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Property Type

Naples Condo

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

$228

avg/night

$228
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy the privacy and comfort of this elegant 3 bedroom / 3 full bathroom family home on the 6th hole of the pristine Vanderbilt Country Club.This beautiful home is located within Vanderbilt Country Club on the sixth hole of the golf course with a one-of-a-kind amazing view of the lake. Situated on ...

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Property Type

Naples House

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

Distance to beach: 7 miles to Naples Beach

$228

avg/night

$228
avg per night
View Details

Key Amenities

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

About this property

Newly renovated 3 bedroom 2 bathroom Home with a private heated saltwater pool, located in beautiful South Naples. Perfect location to enjoy the Naples/ Marco Island lifestyle; minutes to white sandy beaches, public boat launch and 5th Avenue dining and shopping. Master bedroom boasts a king size bed ...

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Property Type

Naples House

Featured review

"Family Residence"

As soon as you enter the house you feel at home. It is very welcoming, fresh and smelled so good! A perfect vacation home snd our 2 dogs felt right at home also. Great fenced backyard with a lot of ...

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

$283

avg/night

$283
avg per night
View Details

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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Property Type

Naples House

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Naples House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews
last minute deal
LAST MINUTE DEAL 4/13 - 5/24: Last minute discounts for spring/summer bookings, 20%+ off!!!

$205

avg/night

$205
avg per night
Offer for: Apr 13 - May 24:
Last minute discounts for spring/summer bookings, 20%+ off!!!

View Details

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

Distance to beach: 1 miles to Naples

$800

avg/night

$800
avg per night
View Details

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, ...

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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

Distance to beach: 40 yards to Lowdermilk Beach

$131

avg/night

$131
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Escape to paradise in this beautifully updated 2-bedroom, 2-bath vacation rental, ideally located on Gulf Shore Boulevard N in Naples’ coveted Coquina Sands neighborhood. Just steps from the soft sands of Lowdermilk Park Beach, this fourth-floor end unit offers an inviting coastal retreat with modern ...

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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
1 review

$204

avg/night

$204
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

As you enter, you'll be greeted by an open-concept living space with high ceilings and abundant natural light. The living room features a chic leather sectional and a large flat-screen TV, creating a perfect spot for relaxation after a day of adventure. The kitchen is fully equipped with brand-new ...

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Property Type

Naples House

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Naples House
4 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 4 bedrooms, 3 bathrooms

$567

avg/night

$567
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Nestled in the highly sought-after Moorings neighborhood of Naples, this beautifully updated 4-bedroom, 3-bath luxury home offers the perfect blend of comfort and elegance. Featuring an open-concept living area and a spacious covered lanai with a heated pool, this home is ideal for both relaxation and ...

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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

$279

avg/night

$279
avg per night
View Details

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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Property Type

Naples House

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Naples Condo
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Tiger Tail Beach

$139

avg/night

$139
avg per night
View Details

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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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: 6 miles to Tiger Tail Beach

$139

avg/night

$139
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

second floor grand coach home with amazing viewsThis 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 Condo
4 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 4 bedrooms, 2 bathrooms
2 reviews

$127

avg/night

$127
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

second floor grand coach home with one of the best views at Antilles Naples.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 ...

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Property Type

Naples Condo

Show less

Naples House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms
last minute deal
LAST MINUTE DEAL 4/13 - 5/24: Last minute discounts for spring/summer bookings, 20%+ off!!!

$247

avg/night

$247
avg per night
Offer for: Apr 13 - May 24:
Last minute discounts for spring/summer bookings, 20%+ off!!!

View Details

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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Property Type

Naples House

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

$124

avg/night

$124
avg per night
View Details

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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Property Type

Naples Condo

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

$268

avg/night

$268
avg per night
View Details

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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Property Type

Naples House

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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Naples Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Distance to beach: 50 feet to Vanderbilt Beach

$168

avg/night

$168
avg per night
View Details

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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Property Type

Naples Condo

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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Naples House
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms
3 reviews
owner special
Owner special: 12th April -15th December:- $3950/monthly, HURRRYYYYY!!!!

$405

avg/night

$405
avg per night
Owner special:
12th April -15th December:- $3950/monthly, HURRRYYYYY!!!!

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Key Amenities

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

About this property

Looking to rent for 6 months Starting May $4,750 All utilities includedThis home has 3 bedrooms, 2 baths, a heated pool, and a privacy fence. 1891 square feet under the air. This new house is turnkey ready and comes with a gas grill with a poolside, the Newer heated pool only 2 years old, bikes, ...

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Property Type

Naples House

Featured review

"Great winter getaway"

Spent 6 weeks March/April 2023 at this clean, comfortable pool house. Great location near Vanderbilt beach, restaurants and shopping. Enjoyed the lanai and pool daily, very private backyard. Property ...

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

Distance to beach: 1 miles to Vanderbilt Beach

$228

avg/night

$228
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

The moment you step inside, you’ll be greeted by an open-concept living area with a large, comfy sectional and a smart TV, seamlessly connected to the open kitchen. The kitchen breakfast bar is perfect for quick meals, morning coffee, or chatting while cooking. The fully equipped kitchen features ...

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Property Type

Naples House

Featured review

"Perfect spot for a sunny get away!"

Our group thoroughly enjoyed our stay in Naples. The condo had everything that we needed and was very comfortable, the pool was warm and the workout room was great. So close to everything!Thank you ...

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

Distance to beach: 4 miles to Tiger Tail

$125

avg/night

$125
avg per night
View Details

Key Amenities

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

About this property

multiplex condo with amazing lake viewThis brand new multiplex condo, a West Indies Style Architecture completed in 2021 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. There is an elevator and parking located underneath ...

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Property Type

Naples Condo

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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

$368

avg/night

$368
avg per night
View Details

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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Property Type

Naples House

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Naples House
2 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

$129

avg/night

$129
avg per night
View Details

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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Property Type

Naples House

Featured review

"Perfect Getaway"

Absolutely stunning! Our stay in Ole was fantastic. The place was very spacious, incredibly clean, and accommodating. We had everything needed for a relaxing getaway. The location was perfect, close to ...

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Naples Apartment
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
5 reviews

$134

avg/night

$134
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to the heart of beautiful, sunny Naples! Your new home away from home.This 2 bedroom, 1 bathroom apartment is centrally-located in the Downtown of Naples. Everything is within walking distance or minutes drive away. Shops, restaurants, bars, & the beach. You’ll love your time spent ...

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Property Type

Naples Apartment

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

$126

avg/night

$126
avg per night
View Details

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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Property Type

Naples Condo

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

Distance to beach: 6 miles to Lowdermilk beach and others

$380

avg/night

$380
avg per night
View Details

Key Amenities

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

About this property

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

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Property Type

Naples House

Featured review

"Great Home, Location and View"

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

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

$250

avg/night

$250
avg per night
View Details

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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Property Type

Naples Townhome

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

Distance to beach: 100 yards to Vanderbilt Beach

$270

avg/night

$270
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Discover the perfect coastal escape at this beautiful 3BR/2BA retreat, located on the bay and just a short stroll from Vanderbilt Beach. This well-appointed condo has everything you need for a comfortable stay. Regatta offers amazing amenities that will make your vacation unforgettable. Cool off in ...

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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
2 reviews

$136

avg/night

$136
avg per night
View Details

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

$122

avg/night

$122
avg per night
View Details

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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Property Type

Naples Condo

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