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Naples Vacation Rentals

(485 rentals)
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Solterra Vacation Rental, a contemporary condo nestled in the picturesque Lely Resort. Prepare to indulge in the opulent amenities of this community, which includes a dazzling pool and inviting hot tub, promising a refreshing and rejuvenating experience. Boasting 3 bedrooms and 2 bathrooms,...

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Featured review

"Okay!"

Nice place! Had beautiful weather. Enjoyed our time. The pool was clean. The house was up to date and welcoming.

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$290
avg per night
Special Offer
Naples House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

FAMILY REUNION TIME!!!!! HUGE POOL & WALKING DISTANCE TO VANDERBILT BEACH!!!!!! HAVING A FAMILY REUNION IN SUNNY NAPLES THEN OUR HOME IS THE PERFECT VACATION GET AWAY !!! SHORT TERM, LONG TERM,VACATION,SEASONAL, ANNUAL,CORPORATE RENTAL 5 STAR SPACIOUS HOMESPRING AND SUMMER CHECK OUT SPECIAL...

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$228
avg per night
Naples Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Perfectly located vacation home in the heart of Olde Naples offers a peaceful and private retreat. Available January - April 2026. This highly desirable pet-free boutique building with only 18 units is just a three block walk to the white-sand beaches of the Gulf of Mexico.Fully renovated and decorated...

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$283
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

AVAILABLE FOR: Monthly rentals or multiple months are preferred between April-December 2026Welcome to Naples' Forest Lakes community! This cozy ground floor level condo is located in a 2-story condo building with swimming pool/club house and 2 tennis court access for our condo residence/guests....

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Featured review

"Beautiful Condo"

A beautiful apartment with everything you need for an enjoyable holiday in beautiful Naples. Very close to supermarkets, shops and restaurants. Also Agnes has a provided a-good manual on places to visit...

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$117
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to 5th Ave

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Paradise!Located in the quiet and relaxing community of Falling Waters. Tastefully decorated condo in Rosewood of Falling Waters. Freshly painted and recently renovated 2 bedroom and 2 bathroom first floor unit. This is 1,354 sq ft unit that offers gorgeous view of the waterfall...

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Featured review

"Wonderful Community! Kate the host is the best!"

We stayed at Kate's unit in Falling Waters for over 5-1/2 months and got to call Kate's wonderful unit home for that time. The unit is beyond equipped for all your needs, spacious and convenient (walking...

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$107
avg per night

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Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

TREAT YOURSELF TO THIS CHARMING POOL HOME! - Great location in the 600 block of 95th Ave, southern exposure (for sun lovers), screened lanai, a large open pool & patio area, fully fenced backyard, and an inviting open floor plan with vaulted ceiling and skylights in the living room. - All freshly...

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Featured review

"Great location, amenities and hosts"

This was the 2nd year in a row that we rented this location and we had a wonderful time. The uncovered pool is a huge highlight for us as we like to tan so we appreciate a pool without a screen. The distance...

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$228
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Saturday to Saturday rentals.Beautifully appointed 2 bed, 2 bath condo located inside the gated community of Naples Cay. Stunning sunset views of the Gulf of Mexico and only steps from the white sand!Building amenities includes hot tub and heated pool, steam room, sauna, fitness centre, shared...

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Featured review

"Great vaca spot"

This place was just what we wanted for a casual, relaxing vacation. Everything we needed was in the condo so all we had to do was get groceries. The location was perfect.

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$353
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 5 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

This beautifully furnished second-floor unit, in paradise, is a vacationer's dream! It's very open and spacious with its vaulted ceiling, and offers a great view of one of the community lakes. Amenities abound in this highly desired gated community. There's a beautiful clubhouse, two swimming...

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$105
avg per night
Naples House
Sleeps 8, 3 bedrooms, 3 bathrooms

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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$484
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

2 Bedroom , 2 bath with a pull out sofa available as a seasonal rental as of April 5th thru the end of 2026. Any month you like, 1 month minimum duration. 2nd Floor Unit.Newly renovated, very clean, near beach with a lot of new upgrades and a Lanai with a beautiful view.10mins to Delnor...

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$96
avg per night
Naples Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Our beautiful home in Naples Florida on Airport Rd between Pine Ridge and Orange Blossom just south of the Ritz Carlton in prestigious wonderful Walden Oaks, a prime location overlooking the lake. It is 2000 sq ft of air conditioned luxury. Discount for 30-90 day booking call us or email use for special...

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Featured review

"Great Villa"

It is my pleasure to write a review because it is all positive. This villa has recently been beautifully decorated and renovated. It is located in a pleasant neighborhood that is easily walkable. There...

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$133
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Naples Pier

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

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

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$167
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Located in the Heart of Naples, Beautiful 2 bedroom 2 bath condo, with canal and boat dock availability. The canal leads to the Gordon River, to the bay and eventually the Gulf.The unit is located on second floor of 2 story building. Wi-Fi and cable are include. The condo is located 1 mile to the...

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Featured review

"Excellent vacation experience"

We had an excellent vacation experience at this property. The condo was exactly as depicted and promised. It was a soothing comfortable space to stay with spacious snd spotless rooms that provided adequate...

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$757
avg per night
Naples Bungalow
Sleeps 8, 3 bedrooms, 2 bathrooms

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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$247
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 300 yards to Vanderbilt Beach

Key Amenities

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

About this property

The condo is located in a wonderful community, Beachwalk, which is in the heart of North Naples just a short stroll to Vanderbilt Beach. Beachwalk, a low density community with winding roads and lush tropical foliage, features a Club House, six Har Tru lighted tennis courts; two(2)community swimming pools;...

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Featured review

"Beautiful condo"

Beach Walk Condo. Beautiful condo and surrounding area. Very convenient to restaurants, interstate, movie theatre, and Wal Mart, but in a quiet neighborhood. Only a few block to the beach. You couldn't...

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$141
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Lowdermilk Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st. floor fully refurbished two bedroom, two bath condo located in the beautiful gated community of Naples Bath and Tennis Club. Parking directly adjacent to your front door. Lovely views of lake from your glassed in lanai. Really quiet and serene condo within a cul de sac of 8 units. The pool and...

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Featured review

"Best yet"

We sold our Naples property about 5 years ago and had been looking ever since for a location we could spend part of the winter. Our criteria included, privacy, location, cleanliness, convenience and a fair...

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$153
avg per night
Naples Condo
Sleeps 3, 0 bedrooms, 1 bathroom

Distance to beach: 0.1 miles to Delnor-Wiggins Pass State Park

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Enjoy breathtaking sunset views overlooking the blue waters of the Gulf of Mexico from the Studio apartment of this sixth-floor unit, steps away (5 minutes) from the renowned Wiggins Pass Beach. This fully renovated furnished studio boasts an open main living and dining area with gorgeous tile and a spacious...

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$160
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 0.7 miles to Olde Naples Beach Access

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

MAR, APR 2026 available! We still have this and other homes available through Apr 2026 starting at $4,550/mo all inclusive. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $3,800. Dec 20th to Apr $4,890 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included)....

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$96
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

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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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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$330
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 7 miles to Naples Beach

Key Amenities

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

About this property

Updated ground floor 2 bedroom, 2 full bath condo in the Countryside Golf and Country Club community available for seasonal rentals with a view of the lake and the 14th fairway and green. Condo is fully furnished with new appliances and equipped with all you would need for your home away from home. Washer...

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Featured review

"Endless Summer Vacation Home: a total Paradise in Naples – The Ultimate Stay!**"

Our experience at Endless Summer Vacation Home was nothing short of spectacular! From the moment we arrived, we felt incredibly welcomed and at home.The host was kind and exceptionally responsive, providing...

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$115
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to 1st Avenue Beach

Key Amenities

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

About this property

Gorgeously furnished oversized fifth floor two bedroom with balcony and sunset views. 1111 Central development offers large zero entry pool with two spas, thoroughly equipped gym, game room, theatre room, co-working space, BBQ facilities and much more!15 minute walk to beach, 10 minute walk to 5th...

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Naples Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Enjoy sunny Old Naples at reasonable rates, 75 yards to the beautiful beaches of Old Naples at a charming guest house efficiency on an estate property. This property is located in the heart of the most exclusive section of of Old Naples, steps to the Gulf of Mexico and the fine shops of Fifth Ave and...

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$133
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SEASONAL RENTAL – DOWNTOWN NAPLES! Beautifully furnished 2BR + Den residence in a premier Old Naples location within walking distance to 5th Avenue South, 3rd Street South, world-class dining, boutique shopping, galleries, and the pristine Gulf beaches. This light and bright unit features an open...

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$365
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

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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$833
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your slice of paradise along the pristine shores of the Gulf in Naples, Florida. This beach front condo, located in the community of Park Shore, offers breathtaking Gulf views from every room and all the comforts of home. The condo is an end unit in the building located on the 9th floor - you...

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$467
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf Pavillion 204Summary: Escape to the Gulf Pavillion, a stunning condominium in Naples, Florida, offering luxurious comfort and breathtaking water views. This 2-bedroom, 2-bathroom retreat is perfect for families, with amenities like a communal pool, beach access, and a fully equipped kitchen....

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$233
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 10 miles to Naples and Marco Island

Key Amenities

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

About this property

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

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Featured review

"Perfect location and beautiful space!"

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

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$138
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Lowdermilk Park

Key Amenities

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

About this property

This tranquil Vacation Lakefront home is centrally located in the heart of Naples. Biking distance to our world famous beaches (Lowdermilk/Clampass), Naples Zoo Naples Beach Hotel & Golf Club. Just a 5 minute drive to 5th and 3rd Avenues for the best shopping and restaurant experience. This single...

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Featured review

"Splendid"

We were fortunate to have spent a month in the serene and beautifully decorated Lake house. So accessible and only minutes from our favorite Naples beach. The house was comfortable, well-equipped and the...

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$186
avg per night
Naples Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Villa Luna…. All you need to relax and enjoy your stay in Naples… family and pets friendly. Nice outdoor area fully fenced!!!! Pool and full privacy We will make your stay unforgettable !!! You will enjoy full privacy with our Guest House attached to the main house (1 king size...

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$199
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Naples/Pier

Key Amenities

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

About this property

Charming Designer Cottage in Royal Harbor at $6,200/week or $20,000/month in season - A Coastal Retreat in Naples, FL. Escape to a stunning tropical retreat with partial bay view just minutes from downtown Naples and within walking distance to Tin City! This beautifully designed 2-bedroom, 2 and a half...

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$615
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

APRIL 2026 available! We still have other homes available March through APR 2026. Call Shane 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...

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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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$273
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms

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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$1,293
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

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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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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$246
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Jacks

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Naples North - This condo is professionally decorated and shows beautifully, it has 2 outdoor seating areas, one that overlooks the lake with Pine Trees and Palms, the other is at the ront of condo as you enter the front door. The entire condo has been totally renovated. The condo is equipped with...

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$200
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

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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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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$235
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Naples Pier and Vanderbilt

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Gorgeous hotel style suites. Penthouse, corner suite. This condo is suitable for one couple or a single person. You wont be disappointed. Best King size mattresses you'll ever sleep on. It's like sleeping on a cloud... What are you waiting for... contact us or book. It won't last! 2...

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Featured review

"Wonderful Rental Condo In Naples, Florida"

Positano Place is a gated, safe and quiet community. The condo has two spacious bedrooms with new mattresses that ensure a restful sleep. The furnishings are very comfortable. Two spacious bathrooms. The...

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$195
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Perfect winter getaway! Lovely 2BR/2BA condo overlooking lake surrounded by lush tropical landscaping. Well maintained and has everything that you will need to enjoy your stay in paradise. Key Royal is a well-maintained community in excellent location with plenty of shopping, new dining options and the...

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$79
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up every morning to outstanding sunrises over Moorings Bay. Spindrift is located on Gulf Shore Blvd N across from Miramar Beach in Naples proper. This unique condo was owner occupied so it is decorated and maintained in a manner unlike typical rental properties. Both bedrooms boast king size beds...

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$212
avg per night
Naples House
Sleeps 10, 5 bedrooms, 4 bathrooms

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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$1,607
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Bright and airy with vaulted ceilings and a private lanai, this Naples Park retreat places you minutes from Delnor-Wiggins Pass St Park, Vanderbilt Beach and close to Mercato + the area’s coastal dining. Inside, crisp interiors flow easily between open living areas and three restful bedrooms, while...

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$209
avg per night
Naples House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Live Big - Amazing Naples Getaway Villa Evelyn Naples Oasis – Spacious 5BR Retreat with Private Pool & Acre of Tranquility Escape to Villa Evelyn, your private slice of paradise in sunny Naples! This beautifully appointed 5-bedroom, 3-bathroom home sits on over an acre of lush, serene landscape...

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$456
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful Fully Renovated Condo in Gated Emerald Lakes Community Spacious 3-bedroom, 2-bathroom corner unit available for annual lease starting 4/15/2026. This beautifully updated condo features an open-concept floor plan with an enclosed lanai that extends the living space — perfect for relaxing...

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Featured review

"Beautiful rental, excellent location"

We recently stayed at this rental in Naples, and it was absolutely perfect. The property was clean, spacious, and equipped with all the amenities we needed for a relaxing vacation. The location was ideal—just...

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$93
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to VANDERBUILT BEACH

Key Amenities

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

About this property

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

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$117
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

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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$215
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Clam Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

(April 1, 2026 and beyond is available - rental stay minimums apply) Golf Course By The Sea #2 - Penthouse Near the Beach!Golf Course By The Sea #1 - the original condo in this complex was and continues to be such a hit, we have added a new (secondary) condo top floor in the same complex - hence...

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Featured review

"Excellent stay"

Thank you to this host for a most wonderful first-time non hotel longer-term rental experience. We will never return to a hotel after experiencing such a wonderful condo stay at a fraction of the cost...

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$67
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...

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Featured review

"Outstanding Condo – Truly a Gem"

This condo was the perfect place to unwind and enjoy everything the Naples area has to offer. The space feels calm, fresh, and very intentionally put together—nothing cluttered, nothing overlooked. It...

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$116
avg per night
Naples Villa
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Your Naples Coastal Retreat — Available Year-Round for 30-Day minimum Stays ️Serene Water Views • Gorgeous Sunsets • Bird-Watching ParadiseEscape to a coastal-charm villa in Naples, Florida—your perfect 30-day vacation rental, available all year long. Whether you’re...

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Featured review

"Lovely Villa"

The villa was just perfect. Beautifully furnished and spotless. Located conveniently to shopping, restaurants and downtown. Nice pool and gym just a short stroll down the street. The owners were truly fantastic....

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$107
avg per night
Naples House
Sleeps 8, 3 bedrooms, 3.5 bathrooms

Distance to beach: 5 miles to Vanderbilt Beach & Wiggins Pass State Park

Key Amenities

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

About this property

This beautifully renovated home features first floor master with large soaking tub and double vanity, The open floor plan leads to the stunning oversized lanai and hot tub to watch the amazing sunsets and golf course views. The newly paved lanai has so much privacy with outdoor kitchen for entertaining....

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$333
avg per night
New
Naples Apartment
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available from May 4, 2026. Kick back and relax in this calm, stylish 1BR penthouse. What I love about this space is that it is perfect for 2 people and is flooded with natural light. Being on the top floor means no overhead neighbors, providing a quiet and peaceful retreat with beautiful southwest-facing...

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$66
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6 bathrooms

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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$1,110
avg per night
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Naples Weather

 | 

7624°  5312°
JANUARY
Ocean 6518°
7826°  5513°
FEBRUARY
Ocean 6518°
8027°  5814°
MARCH
Ocean 6820°
8429°  6217°
APRIL
Ocean 7423°
8932°  6820°
MAY
Ocean 7926°
9133°  7323°
JUNE
Ocean 8328°
9334°  7323°
JULY
Ocean 8529°
9334°  7423°
AUGUST
Ocean 8731°
9233°  7423°
SEPTEMBER
Ocean 8529°
8831°  6921°
OCTOBER
Ocean 8228°
8328°  6217°
NOVEMBER
Ocean 7624°
7826°  5613°
DECEMBER
Ocean 7021°

FAQ

How many vacation rentals are there in/around Naples?

There are 485 Naples vacation rentals available on FloridaRentals.com. From condo rentals to house rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Naples?

There are vacation rentals available in Naples for as low as $50 per night with an average price per night of $194.

Can I find a vacation rental in Naples?

Yes, you can find vacation rentals in Naples close to Naples Botanical Garden, Corkscrew Swamp Sanctuary, and Naples Pier. Don't forget to stop in to Loudermilk Beach or Revs Institute.

Do any vacation rentals in Naples have a pool?

Yes, there are 202 vacation rentals with a pool in Naples on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Naples vacation rentals on the ocean?

There are 19 oceanfront rentals in Naples available on FloridaRentals.com. Use our filters to search and book yours today!