Naples Vacation Rentals with Private Pool

(215 rentals)
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Naples House
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

$1286

avg/night

$1,286
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially ...

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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

Distance to beach: 100 yards to Vanderbilt

$248

avg/night

$248
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Escape to paradise at Regatta at Vanderbilt Beach! Experience serene bay vistas and breathtaking sunsets over the Gulf from your own spacious and private lanai. The open-concept gathering space effortlessly flows from the kitchen to the living area and out to the lanai, making relaxation and entertaining ...

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Property Type

Naples Condo

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

$1373

avg/night

$1,373
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is located only three blocks from the beach! Enjoy a beautiful back yard living space, completely enclosed by greenery for privacy and beauty while you enjoy the pool, hot tub, or fire pit along with full outdoor grilling area. Renovated interior with an open kitchen / living room, this home ...

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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: 0.1 miles to Steps from property

$242

avg/night

$242
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

This rarely available 6th floor beachfront condo has gone through a total transformation! Enjoy the modern and very sleek feel of this completely renovated and redecorated 2BR/2.5BA condominium which has a breathtaking northwestern view of the white sandy beaches of the Gulf of Mexico. Lausanne boasts ...

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Property Type

Naples Condo

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

$632

avg/night

$632
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Bamboo Bungalow is what living in Naples is all about! Located in Lake Park, just a short drive or bike ride to the beach and fifth avenue. This Lake Front house has one bedroom with a king size bed and den with two Queen size sleeper sofas, and 2 on suite bathrooms, as well as a guest house with ...

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Property Type

Naples Bungalow

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

$1544

avg/night

$1,544
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style ...

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Property Type

Naples House

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

$112

avg/night

$112
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Uncover the best of what North Naples has to offer with this full golf condo located at 2895 Cypress Trace Cir #101. Tucked back in the highly sought-after Cypress Woods Golf & Country Club in beautiful North Naples, FL. This newly updated 2-bedroom plus a den (with a murphy bed), 2-bathroom condo ...

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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

$218

avg/night

$218
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Discover the perfect vacation rental nestled by the bay with front door views of the Gulf of Mexico. This spacious 3-bedroom, 2-bathroom condo with a screened lanai offers the ultimate retreat. Enjoy private beach access right across the street, featuring stunning water views. Inside, you'll find ...

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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

$116

avg/night

$116
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

This 3 bed/2bath second floor condo in Flamingo Fairways at Lely Resort has plenty of room for the whole family. Enjoy panoramic golf course and lake views from your extended lanai. Work from home, entertain friends, or simply live the Lely Resort lifestyle. Vaulted ceilings and plenty of windows give ...

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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

$293

avg/night

$293
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Neighborhood amenities: Playground, 1 Lap Pool & 1 Heated Pool, Basketball, Volleyball, Pickleball & Tennis Courts ️ Close to beach Dog friendly Game room featuring Ping Pong & Foosball Smart TVs throughoutTHE SPACEBright Briarwood Naples home featuring a private, screened-in ...

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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: 100 yards to Vanderbilt Beach

$110

avg/night

$110
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Perfect for a fun, active lifestyle, this bright, top-floor condo in Beachwalk has a lot to love! The great room has warm wood flooring, vaulted ceilings and transom windows giving it a stylish contemporary flair. It has an eat-in kitchen with a sunny breakfast nook, lots of counter space and a pass-through ...

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Property Type

Naples Condo

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Naples House
4 BR | 4.5 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 4.5 bathrooms

$1450

avg/night

$1,450
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Aqua is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Be prepared for opulence, elegance and an extravagantly affluent property. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home. The Aqua has been designed with a modern flair 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
1 review

Distance to beach: 1 miles to Vanderbilt Beach

$189

avg/night

$189
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

BRAND NEW ON THE RENTAL MARKET WITH AN OPEN CALENDAR FOR YOU TO CHOOSE YOUR PREFERED DATES!! Beautiful 3 bedroom home with southern exposure located in the desirable 600 block. Walk, cruiser bike or take our local shuttle service to Vanderbilt Beach! This home offers an open floor plan, high ceilings, ...

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Property Type

Naples House

Featured review

"Lovely house, great location and wonderful hosts!"

We loved this home! The location in north Naples was ideal- close to Mercato, Vanderbilt Beach / Wiggins state park. The home is EXCEPTIONALLY well equipped in every way from PLENTY of beach towels, to ...

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

$101

avg/night

$101
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Available Off-Season May - November. Stunning and large, located in gated Cypress Woods Golf Course and Country Club Community with great amenities. Offering Full 18-hole championship golf membership designed by Gordon Lewis, internet, long distance phone and cable TV .The clubhouse offers both formal ...

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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

$250

avg/night

$250
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

*This property is only advertised and rented through VRBO, AirBnb, and Naples Play 'N Stay* Come stay with us in Naples and enjoy little our corner of paradise. Our wonderous and luxurious vacation home is located within the beautifully maintained gated community of Briarwood in Naples. This is ...

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Property Type

Naples House

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

$578

avg/night

$578
avg per night
View Details

Key Amenities

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

About this property

The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool ...

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Property Type

Naples Bungalow

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Naples House
5 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 3 bathrooms

Distance to beach: 10 miles to Naples at 5th Ave

$240

avg/night

$240
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This vacation home has everything!A well stocked and thought out 5 bedroom, 3 bath with a private pool and all the amenities. Pickleball, Tennis, Basketball, Beach Volleyball and a Children's playground. Take a relaxing ride on our bicycle cruisers through this 240 acre, gated community with ...

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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: 12 miles to VanderBilt / Delnor-Wiggings Park

$391

avg/night

$391
avg per night
View Details

Key Amenities

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

About this property

NO FLOODING ZONE - ALL BEDROOMS AND LANAI W TV AND CEILING FAN. OUTDOOR KITCHEN. HOUSE OFFERS TOTAL COMFORT, JOY AND PRIVACY Brand new spacious house in No Flooding Zone on a large lot in Golden Gate Estates with heated pool & hot tub. 2 car garage and enough parking space in front of the house. ...

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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

Distance to beach: 5 miles to Lowdermilk Park

$221

avg/night

$221
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The modern furnished villa with 2.000 ft² has 3 bedrooms and 2 bathrooms. Each bedroom has a flat-screen TV. In the spacious living and dining area you can find a place to relax on the couch. The large LED TV in the living room is connected to the Internet and also has a German program.Meals ...

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Property Type

Naples House

Featured review

"Phantastic villa"

The villa is eccellent clean, a lot place and the equipment ist nearly perfect. Everything is there, you will miss nothing!!!

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

Distance to beach: 1 miles to Vanderbilt Beach

$389

avg/night

$389
avg per night
View Details

Key Amenities

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

About this property

Beautiful Beach House Rental steps to Vanderbilt Beach ( 1 mile ) & Delnor Wiggins Beach (1.5 miles)This is a Gorgeous, Private House steps to Vanderbilt Beach & Delnor-Wiggins Beach. Within blocks to world class beaches, Mercato, Waterside Shops, LaPlaya & the Ritz Carlton Beach Resort! ...

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Property Type

Naples House

Featured review

"Great Experience"

This was our best rental experience of all time. Jenelle is on top of everything and she responded to every question during my 2-week stay immediately. She is pleasant to deal with and has a handyman available ...

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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
  • Private pool
  • WiFi

About this property

AVAILABLE SEASON 2025! Make this immaculate pool home your vacation destination on the tranquil and private Torrey Pines Point in the Lely area where a welcoming three-bedroom, two-bath haven awaits at the end of the cul-de-sac. Arrive through the landscaped double driveway to your two-car garage, embraced ...

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Property Type

Naples House

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Naples House
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 14 miles to Marco Island or Naples

$171

avg/night

$171
avg per night
View Details

Key Amenities

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

About this property

Our home "Pelican" is brand new and has just been finished and finally furnished in September 2015. It offers 3 bedrooms (sleeps 6) plus a den, 2.5 baths and a private heated pool on a total living area of 2233 sq ft . It is furnished to a high standard and fully equipped with all the essentials ...

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Property Type

Naples House

Featured review

"Perfect home for South Naples"

Nice big home with a screened in pool. Close to Marco Island and just a short drive to Naples Center. Jurgen, the owner, is great and so accommodating!

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Naples Condo
2 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 1 bathroom

$130

avg/night

$130
avg per night
View Details

Key Amenities

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

About this property

This luxury community has a cosmopolitan atmosphere amid lush natural surroundings ,with a luxurious pool adjacent to the clubhouse . set in Naples Florida, The Reserve is just minutes from the beautiful beaches, and a short drive to highly desirable Fifth Avenue shopping districtEnjoy the Florida ...

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Property Type

Naples Condo

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

$811

avg/night

$811
avg per night
View Details

Key Amenities

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

About this property

Just remodeled, resort-style guest house on 2.5 acres offers it all. The property has a tennis court, 2 pickle ball courts, Basketball and Bocce ball. Even your own golf cart! A heated 150' long Olympic length pool and your private 6 person therapeutic jet hot tub. An outdoor ping pong table and ...

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Property Type

Naples House

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Naples House
3 BR | 2.5 BA | Sleeps 5 | Quick View
Sleeps 5, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

$309

avg/night

$309
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

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 $6,775. Dec 20th to Apr $9,880 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included). Naples FL vacation rental.LARGE FLOOR PLAN OPENS TO CUSTOM PRIVATE ...

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Property Type

Naples House

Featured review

"As advertised"

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

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

$231

avg/night

$231
avg per night
View Details

Key Amenities

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

About this property

LELY GOLF ESTATES Stunning, Oversized corner lot, great family vacation property. This house features 3 bedrooms, 2 bathroom, private pool and a 2 car garage. Features include a fully equipped kitchen, dining area for 8, and a living area with a large screen TV. Leather couches (couch and love seat) and ...

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Property Type

Naples House

Featured review

"Amazing Stay, Perfect location!"

My family and I stayed at this lovely house in a perfect area. It was a 15 minute drive to either Naples or Marco Island. The house was clean and offered plenty of space for my family, which includes ...

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautifully furnished 2-bedroom, 2-bathroom unit with a great view of the Royal Palm Golf Club. The private balcony offers a great view of the pool and whirlpool. In addition to a full kitchen, washer and dryer, three TVs, this second floor unit comes with a car port and storage facility.Come and ...

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Property Type

Naples Condo

Featured review

"The accommodation was very good"

Golf , beaches and shopping all nearby. Medical and hospital equally accessible. Marco Island and Goodland 20 min south as well as Isle of Capri.

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

Distance to beach: 0.3 miles to Public Beach

$667

avg/night

$667
avg per night
View Details

Key Amenities

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

About this property

This magnificent two-bedroom residence, with a den and bonus guest room, boasts three bathrooms and is situated on the 17th floor, facing south. Enjoy stunning views of the Gulf and bay from the wraparound glass balcony and large impact-resistant windows and doors that offer mesmerizing vistas from every ...

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Property Type

Naples Condo

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Naples House
3 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3.5 bathrooms

$208

avg/night

$208
avg per night
View Details

Key Amenities

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

About this property

Our home is a 2,700 sq. ft. single family home with 3 bedrooms (master with sitting area and two walk-in closets, two additional bedrooms as well as a large den with desk and couch (full size pullout) and 3 1/2 baths. Overlooking the 2nd hole, our home is fully furnished and includes the use of our private ...

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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

$162

avg/night

$162
avg per night
View Details

Key Amenities

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

About this property

WINTER GETAWAY! Clean bright 3rd Floor Naples 2 Br/2 Bath Condo in Elevator Building is available to rent Immediately on weekly, monthly, or seasonal basis. Coral Falls Resort is in Lely Development and a 15 minute drive to both Naples and Marco Island beaches, offers lovely pool/hot tub facilities, near ...

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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
1 review

$274

avg/night

$274
avg per night
View Details

Key Amenities

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

About this property

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

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Property Type

Naples House

Featured review

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

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

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

Distance to beach: 6 miles to Naples, Marco Island

$235

avg/night

$235
avg per night
View Details

Key Amenities

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

About this property

Golf Property - Luxury 5 Star Resort - Southwest Gated CommunityWe have Dec Jan 2025. Rates vary on month combinations. Condo/House availability with Golf option.Veneto Home is a street away from the 5 Star Amenities Resort Club and is situated on a corner lot, private end of the street circle ...

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Property Type

Naples House

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

$243

avg/night

$243
avg per night
View Details

Key Amenities

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

About this property

No expense was spared in the renovation, featuring elegant Travertine stone and marble flooring, captivating tray ceilings, and a welcoming country-contemporary indoor dining room. Each bedroom offers restful sleep on memory foam & pillow top mattresses, adorned with premium linens and vintage-style ...

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Property Type

Naples House

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

$161

avg/night

$161
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This villa was furnished in a modern and tasteful way. Parquet in the living area and tiles in the bathrooms were chosen for the flooring. The villa has two floors with 3 bedrooms (2 king size beds and 1 queen size bed and 1 baby bed) and 3 bathrooms. Each bedroom is equipped with a TV.The fully-equipped ...

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Property Type

Naples House

Featured review

"Welcome to Paradise"

Welcome to Paradise would be the best description of Villa Golf View. We have spent the last four months at this wonderful Villa. It has everything you would want in a vacation rental. The home itself is ...

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

$206

avg/night

$206
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

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

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Property Type

Naples House

Featured review

"January 2024"

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

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

Distance to beach: 5 miles to Delnor-Wiggins Pass State Park

$200

avg/night

$200
avg per night
View Details

Key Amenities

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

About this property

AVAILABLE FOR SEASONAL AND LONG-TERM RENT:Dec 2025 $7,000 Jan 2026 $9,000 Feb-Mar 2026 $10,000 ask about other months11% Florida Tourist Tax is extra for rentals less than 6 months. 2 months term or longer is preferred. ASK FOR SPECIAL RATES FOR LONGER TERM RENTALS.3 BR, 3 BA Single Family ...

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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

$205

avg/night

$205
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Tamarindo, South Naples' newest and most exclusive gated community. This stunning rental property offers the highly sought-after Clifton floor plan, featuring 3 spacious and elegantly furnished bedrooms and 2 luxurious full bathrooms as well as your own private pool, your very own screened-in ...

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Property Type

Naples House

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Naples House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2.5 bathrooms

$339

avg/night

$339
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to The Amalfi Vacation Rental, your coastal retreat near Vanderbilt Beach. With its open floor plan, this property is perfect for families and friends to enjoy the Florida sun both indoors and out. The Amalfi is the perfect getaway from everyday life, and you'll feel right at home. The bedrooms ...

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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
10 reviews

Distance to beach: 10 miles to Marco Beach, Tiger Beach, Naples Beach

$80

avg/night

$80
avg per night
View Details

Key Amenities

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

About this property

" If you are looking for a beautifully furnished beach house, you have arrived! No expense has been spared, and no detail has been overlooked in this two bedroom two bath condo. Enjoy the beach house ambiance with a separate outdoor kitchen overlooking a spectacular lake view on the 300 square foot ...

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Property Type

Naples Condo

Featured review

"Lovely Winter Retreat"

In 2024, we stayed in this lovely condo from February 7 to May 6. We had planned to be there February 1 through April 30, but we were unable to leave as planned; the owners graciously extended our departure ...

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

$433

avg/night

$433
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Princeton model with open floor plan, 4 bedroom 2 bath and 3 car garage, pool home with tile throughout the main areas. Well-equipped kitchen and turnkey furnished. Amenities include a state-of-the-art fitness center, aerobics center, day spa, sports complex offering a resort-style swimming pool, Har-Tru ...

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Property Type

Naples House

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

$600

avg/night

$600
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Available from now until the end of January and from March 2025! Enjoy this stately, luxurious home with SUPERB WATER AND GOLF COURSE VIEWS! Comfortable designer furnishings, with 4 bedrooms plus Study and 4 full baths and one half bath. Beautiful travertine and hardwood flooring throughout, gourmet kitchen ...

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Property Type

Naples Estate

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

$261

avg/night

$261
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to this beautiful house on a peaceful cul-de-sac. The screened lanai has a private heated pool with an attached hot tub that overlooks a picturesque lake. A perfect location to sit in the hot tub and enjoy the sunset. Also part of the lanai, is a shaded patio area with a dining table, ceiling ...

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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
9 reviews

Distance to beach: 4 miles to 5th Ave or Naples Pier

$229

avg/night

$229
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Villa Westwind in southern Naples location, close to 5th Ave. S / Downtown Naples and its fine sandy beaches and pier will delight you on arrival. Park on your long driveway or in your 2 car garage.Come in and be enchanted by this bright Coastal Modern Beach style villa with sunlit west exposure. ...

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Property Type

Naples House

Featured review

"Naples"

House has a great location. Was clean, we were very comfortable in it. The only thing that would have been nice would be a hair dryer in each bathroom so we wouldn’t have have to share. Ceiling fans in ...

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

$146

avg/night

$146
avg per night
View Details

Key Amenities

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

About this property

Escape to your dream getaway, just 20 minutes from RSW airport! This stunning family family retreat is perfectly situated near beautiful beaches, shopping, and delightful restaurants, making it an ideal base for your Florida adventure! Stay connected with complimentary WiFi and cable for those cozy ...

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Property Type

Naples House

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

Distance to beach: 5 miles to Wiggins Pass Beach

Key Amenities

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

About this property

An extra ordinary opportunity to RENT or even purchase a newly built estate home with endless possibilities, that is situated one acre lot, at prestigious FOUR SEASONS in Naples, Florida. NO HOA fees or assessments. Property is located in Rated A+ school district and only minutes away from all key destinations. ...

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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: 0.8 miles to Vanderbilt Beach

$267

avg/night

$267
avg per night
View Details

Key Amenities

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

About this property

As you enter the property you face the driveway which can fit three cars. Pass the main door and you walk into the hallway, and you appreciate an open floor plan that connects the kitchen to the dining room and lanai for easy communication with the guests.The kitchen with its granite countertops, ...

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Property Type

Naples House

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Naples House
3 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 3 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 5 miles to Naples Beach

$222

avg/night

$222
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy your vacation in this beautiful villa with a stunning lakeview. This Villa has 3 bedrooms, two bathrooms and a guest bathroom with toilet and sink. From the master bedroom, the living room and the kitchen you have a beautiful views of the lake and pool.The open kitchen is fully equipped and ...

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Property Type

Naples House

Featured review

"Home with a view"

We (two couples) stayed in this comfortable house in May/June 2024 and were very happy with it. It provided everything that we needed, especially the kitchen was very well equipped. The house offers a nice ...

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

$343

avg/night

$343
avg per night
View Details

Key Amenities

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

About this property

One of a kind 2300 sq. ft pool home. Walk or ride to the beach. Free Delnor-Wiggins beach parking pass. New over-sized swimming pool and travertine stone pool deck. Property has Southern exposure, and is completely enclosed on all sides. Upscale everything: large screen TVs in living room and bedrooms, ...

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Property Type

Naples House

Featured review

"Relaxing"

Everything was really clean comfortable. Pool was great and kept nicely warm. Kitchen had everything you could need The only down side was outdoor furniture needed adaquate cushions it was really uncomfortable

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

$286

avg/night

$286
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Villa Sunshine Paradise in southern Naples location, close to 5th Ave. S / Downtown Naples and its fine sandy beaches and pier will delight you on arrival. Park on your long driveway or in your 2 car garage.Come in and be enchanted by this bright Coastal Beach style villa with lots of sunlight. ...

View all property information

Property Type

Naples House

Featured review

"Such a blast!"

Our stay in the villa was amazing and flawless. There was absolutely everything one may need during the stay: 1. The kitchen was fully equipped with plenty of kitchenware and electric appliances. The ...

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

$147

avg/night

$147
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Golfers Paradise! Cozy condo at the Naples Lely Resort. ​​​​​​​ THE PROPERTY About Positano Vacation Rental by Naples Florida Vacation Homes This 2-bedroom, 2-bathroom condo sleeps 6 and is located in the Greenlinks Community which is highlighted by the community pool and hot tub. This ...

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Property Type

Naples Condo

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