Naples Vacation Rentals with Private Pool

(205 rentals)
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Naples Condo
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to Steps from property

$223

avg/night

$223
avg per night
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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 Bungalow
4 BR | 3.5 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3.5 bathrooms
2 reviews

Distance to beach: 9 miles to Vanderbilt Beach

$308

avg/night

$308
avg per night
View Details

Key Amenities

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

About this property

Large 4 Bedroom Bungalow (No Stairs!!!) with Private Pool & Hot Tub + Tons of Amenities in North Naples Available for Seasonal Rent (30 Day Minimum) Incentives for 2+ month rental. Pets not permitted.The House: * One Level living featuring 4 bedrooms, 3.5 bathrooms and 2 living rooms, huge ...

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Property Type

Naples Bungalow

Featured review

"Fabulous in N. Naples"

This home was in a wonderfully secure gated community, convenient to everything Naples and Bonita Springs had to offer. Luxurious size with plenty of privacy and amenities for a small or large group to ...

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

$607

avg/night

$607
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
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

$330

avg/night

$330
avg per night
View Details

Key Amenities

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

About this property

Luxury 3 bedroom, 3 bathroom home on an over-size corner plot right on the golf course. 15 five-star reviews on VRBO, this account I've just transferred to Florida rentals. 3 samples of the reviews are quoted.Enjoy a quiet sun-downer on the large patio with swimming pool and Spa ,sun-loungers, ...

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Property Type

Naples House

Featured review

"Beautiful, private home in paradise!"

We rented this spectacular home in March of 2019 and again in March of 2021. We have rented other homes in Lely Resort, but nothing compares to this one. The location is perfect--close to the amazing ...

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

$343

avg/night

$343
avg per night
View Details

Key Amenities

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

About this property

Relax & Enjoy the BBQ at the pool deck at this Home Minutes to Vanderbilt Beach!THE PROPERTY The Severina vacation rental is the nicest home on the block! Newly remodeled taste of Naples, walking distance to the sandy beaches of the Gulf of Mexico. There are touches of modern and Naples coastal ...

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Property Type

Naples House

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Naples House
4 BR | 4.5 BA | Sleeps 6 | Quick View
Sleeps 6, 4 bedrooms, 4.5 bathrooms

Distance to beach: 1 miles to Park Shore

$401

avg/night

$401
avg per night
View Details

Key Amenities

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

About this property

EXCEPTIONAL, GORGEOUS HOUSE with 4 bedrooms, all with en suite bathroom, plus den, garage, located in PARK SHORE close to Venetian Village and just walking distance to the BEACH . PET FRIENDLY. Southern exposure on the large lanai with heated pool and hot tub, is enjoyable especially in winter ...

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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

$121

avg/night

$121
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
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
owner special
Owner special: Price reduced for Last Minute Deal! Canal Home with Pool & Pet Friendly

Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea

$196

avg/night

$196
avg per night
Owner special:
Price reduced for Last Minute Deal! Canal Home with Pool & Pet Friendly

View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Lovely three Bedroom 2 Bath cottage in the desirable Naples Park of Vanderbilt Beach!! You will love and enjoy all the outdoor spaces this home offers. private, landscaped and fully fenced pool area - pool features sun shelf and waterfall. Large outdoor 65" TV, grill, outdoor dining table for ...

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Property Type

Naples House

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Naples House
6 BR | 7.5 BA | Sleeps 12 | Quick View
Sleeps 12, 6 bedrooms, 7.5 bathrooms

$1434

avg/night

$1,434
avg per night
View Details

Key Amenities

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

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely ...

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Property Type

Naples House

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

$1357

avg/night

$1,357
avg per night
View Details

Key Amenities

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

About this property

Never miss a sunset from this beautifully appointed beach house, located just steps from Naples Famous Pier and beautiful white sand beaches, this home's location can't be beat! A luxurious luxury home with all the bells and whistles. Enjoy sunsets from the rooftop deck or stroll down to the ...

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Property Type

Naples House

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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 Villa
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to VANDERBILT BEACH/WIGGENS PASS BEACH 2

$233

avg/night

$233
avg per night
View Details

Key Amenities

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

About this property

Love the beach? Located in north Naples just steps or a short bike ride to sugar sand Vanderbilt Beach and Delnor Wiggens State Park. Watch the dolphins as you enjoy a walk on over six miles of beautiful beaches. Relax in our private pool and spa in the enclosed lanai with a view of the lake or check ...

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Property Type

Naples Villa

Featured review

"Fabulous Home & Location"

We stayed at Renee & Dan's home for 5 weeks from early January to early February. We are from Missouri and the weather can get a little cold. On an earlier trip to the Naples area, we fell in love with ...

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

$1181

avg/night

$1,181
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning ...

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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

$833

avg/night

$833
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to The Cambier Cottage, a charming vacation home nestled in the heart of Olde Naples, Florida. This delightful retreat seamlessly combines comfort, convenience, and artistic flair. Expertly handcrafted by a talented local Naples artist, every corner of this three-bedroom, three-bathroom haven ...

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Property Type

Naples House

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

$1073

avg/night

$1,073
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Featured in Naples coffee table books "Dream Homes" FLAMINGO PALMS is one of Olde Naples finest homes superbly located in the heart of Olde Naples historic district. Walk to some of Naples finest restaurants and shopping along Olde Naples Famous Fifth Avenue, Just 2 blocks away. Enjoy a round ...

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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

$216

avg/night

$216
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You will love this beautiful and tastefully decorated house in the highly desirable neighborhood of Naples Park in Naples, Florida! Naples Park is a non gated area located walking distance to the beach and Mercato. The house is furnished with your comfort in mind. The master bedroom is en suite with ...

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Property Type

Naples House

Featured review

"Paradise!"

What a beautiful home! We loved every minute of our stay. Everything is brand new, and so stylish. You can walk to the beach, there are two amazing beaches to pick from. The one with the Ritz was so nice. ...

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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: 1 miles to Vanderbilt Beach

$138

avg/night

$138
avg per night
View Details

Key Amenities

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

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

Distance to beach: 2 miles to Vanderbilt Beach

$165

avg/night

$165
avg per night
View Details

Key Amenities

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

About this property

Great location! Minutes from beautiful Vanderbilt Beach and Delnor Wiggins State Park! New home with contemporary style furnishings, high ceilings. Enjoy your totally private Pool under screened lanai! Cook inside or grill your steaks outside by the pool! Fully equipped kitchen with granite counter tops ...

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Property Type

Naples Villa

Featured review

"Vacation"

Excellent accommodations location was perfect definitely will be back and recommended clean and pool was winderful

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

$115

avg/night

$115
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 House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

$310

avg/night

$310
avg per night
View Details

Key Amenities

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

About this property

Coastal beach house retreat just blocks from Vanderbilt Beach! -Private heated pool -Screened in lanai w/ outdoor dining -Large fully-stocked chef's kitchen with stainless steel appliances -Marble walk-in showers -Coffee bar with complimentary tea & coffee -Smart TVs in every room -Full ...

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Property Type

Naples House

Featured review

"Relaxing comfort."

This house was so comfortable and well stocked that we only wished we could have stayed longer. The pool and outdoor space was perfect We loved the screened in area next to the pool deck. This 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, Delnor Wiggins State Park & Beac

$219

avg/night

$219
avg per night
View Details

Key Amenities

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

About this property

Fall in love with the spacious lanai and the brand new pool with spa! This home is southern exposure, on the desired 600 block and within walking distance (or cruiser bike ride) to both Vanderbilt Beach and Delver Wiggins State Park and Beach. The home is very spacious, with vaulted ceilings and a charming ...

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Property Type

Naples House

Featured review

"An absolutely perfect home!"

My family of 5 (3 teenagers) stayed in the Pink Paradise home from Christmas Eve to New Year's Eve. I was tentative at first because I have never heard of Florida Rentals. I am familiar with rental companies ...

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

$1401

avg/night

$1,401
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 House
3 BR | 3.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3.5 bathrooms

$223

avg/night

$223
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Available from January 15th, 2025 for the entire winter season or longer term! Fabulous location close to the beach for this 3 bedroom plus office, 3.5 bath home with over 2,000 square feet of living space and 2 car garage. Built in 2019, features high ceilings throughout. Very open floor plan with plenty ...

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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

$241

avg/night

$241
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A modern, contemporary style home, has 3 bedrooms, 2 baths with views of the pool and lake from almost every room, boasts a 65" flat screen TV in its' ultra-comfortable living room. The formal dining room seats six and there is a dinette set in the well-equipped kitchen.The Master Suite ...

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Property Type

Naples House

Featured review

"Accuracy Matters"

When considering which house with a pool to rent during the middle of January, 2022, we chose this house which advertised their pool deck - on Florida Rentals Site - "which was oriented to the southwest ...

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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

$293

avg/night

$293
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Your week-long escape begins in this 3BR/2BA end unit at Regatta! Enjoy cozy furnishings, stylish accessories, and a well-equipped kitchen. We've got you covered with beach essentials – towels, chairs, umbrella, and toys – for a fun day by the pool or at the beach! Located in the Vanderbilt ...

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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

$1499

avg/night

$1,499
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

$240

avg/night

$240
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

*This property is only advertised and rented through VRBO and Naples Play 'N Stay* NO matter what brings you to the enchanting Naples area, be it sugar sand beaches full of sun and shells, Olde Naples shopping, water activities on the gulf or simply savoring the sunshine when life needs a change ...

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Property Type

Naples House

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

$1580

avg/night

$1,580
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 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to Steps from property

$253

avg/night

$253
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

Annual Rental - 12 consecutive month starting in May 2023. 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 ...

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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

$1433

avg/night

$1,433
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Captain's Cottage is a everything you hope for when staying in Naples! The home is a spacious five bedroom villa with a large pool overlooking a waterfront view. This property has been designed with an elegant coastal vibe with plenty of areas to entertain and relax. Located in Naples' famous ...

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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: 1 miles to Naples Pier, Miramar beach,

$1691

avg/night

$1,691
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Waterfront Home overlooking SPECTACULAR bay views in Royal Harbor, near Fifth Avenue South.The enchanting Naples waterfront lifestyle can be fully experienced in this upscale residence. This home is located on Naples Bay, it features 3 bedrooms with plenty of space for the entire family. Large ...

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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

$274

avg/night

$274
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • 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 $5,884. Dec 20th to Apr $10,200 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included). Naples FL vacation rental.3 BEDROOM’S – TWO LANAI’S ...

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Property Type

Naples House

Featured review

"Great home!"

We loved the home! Love the way the home is set up. The master bedroom is on one side of the house and the other bedrooms on the other side. There is also a sliding door that can be closed to the other ...

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Naples House
7 BR | 4 BA | Sleeps 14 | Quick View
Sleeps 14, 7 bedrooms, 4 bathrooms
3 reviews

$1714

avg/night

$1,714
avg per night
View Details

Key Amenities

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

About this property

6 bedrooms; 4 full bathrooms; sleeps 14 Luxury home in desirable Old Naples. Nestled in the heart of Old Naples, 75 yards to the beach 2 blocks from shopping / restaurants (Fifth Ave South / Third Street), this professionally decorated private oasis is the perfect setting for your family or corporate ...

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Property Type

Naples House

Featured review

"Beautiful home!"

We had all the comforts of home & the pristine beach just seconds away. We had beautiful accommodations & everything we needed. Our family had a wonderful vacation with plenty of space for our group of ...

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

$1630

avg/night

$1,630
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright, ...

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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

$209

avg/night

$209
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Just listed and available for season 2025! This stunning property presents an exceptional opportunity for your dream lifestyle. SALTWATER POOL AND LAKEVIEW! Gorgeous home features 3 bedrooms, 2 full size bathrooms, formal dining room, lounge room and office/den. Open concept floor plan and split bedrooms ...

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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

$687

avg/night

$687
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to the Cypress House!Professionally decorated 3 bedroom and 2.5 bathroom home in the heart of Old Naples. The Cypress is on a quiet mahogany tree-lined street just a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico as well as popular dining, shopping, and the ...

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Property Type

Naples House

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Naples House
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms

$220

avg/night

$220
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 and Naples Play 'N Stay* The wonderous city of Naples, Florida calls you to a timeless vacation. And what better place to stay than with us? Our lovely and luxurious vacation home is located within the beautifully maintained gated community ...

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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

Distance to beach: 1 miles to Vanderbilt Beach

$202

avg/night

$202
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor ...

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Property Type

Naples House

Featured review

"Fabulous!"

We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank ...

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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 Naples

$261

avg/night

$261
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
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 2 bathrooms

$298

avg/night

$298
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 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

$190

avg/night

$190
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 House
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3 bathrooms
3 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

$312

avg/night

$312
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets, ...

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Property Type

Naples House

Featured review

"Family Vacation"

I like to thank Ellie Penaranda the broker for the amazing service. She is prompt in response and finding vacation properties for me and my family. I also like to thank the property owners for the beautiful ...

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

$324

avg/night

$324
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Please be advised that the Briarwood community requires the submission of the signed application along with the payment of community fees, as outlined below: $100 if received more than 20 days prior to occupancy $200 if received less than 20 days prior to occupancy $300 if received less than 7 days ...

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Property Type

Naples Apartment

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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

$282

avg/night

$282
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 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 Condo
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms

$133

avg/night

$133
avg per night
View Details

Key Amenities

  • Private pool
  • WiFi

About this property

The Del Mar is a dignified building on the corner of Banyan Blvd & Gulf Shore Blvd in Coquina Sands across from Lowdermilk Park, one of the best waterfront areas in Naples! This 4th-floor unit with SW exposure features beautifully renovated bathrooms, bright and airy living, tile, plantation shutters, ...

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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

$215

avg/night

$215
avg per night
View Details

Key Amenities

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

About this property

Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is ...

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Property Type

Naples House

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

$963

avg/night

$963
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your own slice of paradise in Naples, Florida. Nestled in a prime location, just 5 blocks away from the vibrant 5th Avenue shops and restaurants, and a mere 2 blocks from the sun-kissed beach, this opulent 3-story estate is a dream come true. With 6 spacious bedrooms, this residence exudes ...

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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: 0.2 miles to Via Miramar Beach

$117

avg/night

$117
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 Bungalow
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms

$231

avg/night

$231
avg per night
View Details

Key Amenities

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

About this property

5 star 3 bedroom , 2 bathrooms, salt water pool/spa detached home all amenities , fully furnished,phone, ,cable , WiFi,high ceilings , enclosed lanai screen pool area, beach chars , BBQ,close to all amenities 1 mile from Vanderbilt beach close to shops, Whole foods , Mercato Lifestyle outdoor shopping ...

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Property Type

Naples Bungalow

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