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Naples Rentals by Owner

(281 rentals)
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

SUMMER OFFER: BOOK 4 NIGHTS-GET FIFTH FREE 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,...

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$229
avg per night
Naples House
Sleeps 8, 3 bedrooms, 3 bathrooms
8 reviews

Key Amenities

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

About this property

Escape to this romantic villa located on a quiet residential street, steps from the Golf canal, and walking distance from the acclaimed Vanderbilt beach, Delnor-Wiggins State Park, Ritz Carlton and LaPlaya Resorts. The villa was tastefully decorated with high quality furnishings. The large kitchen has...

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Featured review

"Vanderbuilt Spring Break"

Great House! Super Nice Hosts. We rented a golf cart to haul people to and from the beach. The 3 full baths was great as we 7 people. Plenty of nice restaurants and bars in the area. We thoroughly enjoyed...

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$279
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Beautiful lakefront end unit on the first floor. The master bedroom has a king sized bed. Second bedroom has two twin beds. Entire condo has been painted in December 2020. Kitchen renovation completed in January 2021. The amenities include wifi, cable tv, washer and dryer. Community has a large heated...

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Featured review

"Great Vacation"

We stayed at Marco’s condo for six weeks and had a fantastic time. Upon arrival we found the condo in spotless condition. Normally when we rent we always need to do some cleaning but not in this case....

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$57
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Lowdermilk beach and others

Key Amenities

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

About this property

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

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Featured review

"Great Home, Location and View"

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

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$357
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lanai: Get Lazy on the couch or enjoy a bite at the table...the view is always outstanding.! On a cool night, curl up under a cozy blanket; read or just enjoy the view and fresh air.Master Bedroom: Tuck into the King size 4 post bed and watch TV, stream your favorite movie, use the stable internet...

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$193
avg per night

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

RATES for 2026One month minimum rental in season January 2026 $7,000 February 2026 Booked March 2026 $7250 April 2026 $4500Plus taxes and $150 HOA approval feeCALL ME WITH ANY QUESTIONS...

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$89
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your BEAUTIFULLY renovated home away from home! ENJOY brand-new furnishings and designer coastal decor. This light and bright home feels extra spacious thanks to soaring ceilings and an abundance of windows. Enjoy stunning water views, offering a birdwatcher's paradise with delightful...

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Featured review

"Great condo, well outfitted, convenient location"

We spent the month of October here and it was perfect for what we needed. It was close to all types of shopping and many restaurants. The renovation was well done and it was very well equipped and supplied...

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$150
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

An ideally located condo in North Naples, west of 41 and a short drive to Vanderbilt Beach, Delnor Wiggins State Park, and Barefoot Beach.The unit includes 3 bedrooms and 2 bathrooms and can accommodate six people. The Master contains a queen bed. The second bedroom has 2 twin beds. The Den/third...

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Featured review

"Clean and well stocked"

Loved staying here. Nice location overlooking a pond. Very close to the lakehouse (workout facility). Also close to the front gate which we appreciated. Easier to get to Charleston and Fresh Market shopping...

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$121
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

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

Key Amenities

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

About this property

AVAILABLE FOR SEASONAL AND LONG-TERM RENT:April 2026 $5,800 May-Oct 2026 $3,600 Nov 2026 $5,000 Dec 2026 $6,000 Jan-Mar 2027 $10,000 ask about other months annual $4,200/mo11% Florida Tourist Tax is extra for rentals less than 6 months. 2 months term or longer is preferred. ASK FOR SPECIAL...

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$133
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 1 bathroom

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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$130
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

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

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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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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$70
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Bonita Beach, Barefoot Beach

Key Amenities

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

About this property

Large Carriage House Condo FOR RENT @ , Florida. Available from April 2024.....minimum 30 day/monthly rental 3 bedroom + den + 2 baths, 1829 Sqft 2nd floor, lake view April 2024 - #4500+ Taxes & Fees May 2024 -Sept 2024: $3500/mo + Taxes & Fees October 2024 - Dec 2024: 4500/mo + Taxes &...

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$99
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 6 miles to Naples beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lely golf estate condo, second floor Unit Big Lanai with a beautiful view to the pool. 1 covered parking spot Masterbedroom with big app tv . We have a Amazon fire tv stick but you can also bring your own. bathroom and walkin closet Nice and quiet neighborhoodPS : the pin on the map show that...

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Featured review

"Perfect location"

Perfect location between Naples and Marco Island! Easy drive to all the popular spots. The condo felt like home, very comfortable! The pool was awesome and only a few steps away! I would highly recommend...

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$100
avg per night
New
Naples Condo
Sleeps 1, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Heritage Bay Condominium-- Have yourself a five star vacation! Arttractively-furnished and appointed 4th floor, two bedroom 2 bath condo. Golf (all 27 holes) is available at this unit with a membership transfer!This two bedroom two full bath unit has VERY special views of the golf course and adjacent...

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$60
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

This stunning luxury villa is a private pool home overlooking a large lake boasting many luxury amenities. Located in Naples Florida, a gated community of single-family homes featuring award-winning designs. Situated within a few minutes of downtown Naples and its pristine white sand beaches and local...

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$195
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

FOUNTAINS I in Naples.Fully FURNISHED TURNKEY FIRST FLOOR condo with carport AVAILABLE May until the end of November 2027 for only $1500 a month (December is $3500). 2027 season (Jan - Apr) at $4500/month. Beautifully REMODELED and furnished 2 bedrooms, 2 baths with gorgeous LAKE VIEW. All new gorgeous...

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$50
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

A Quaint 2/2 with a private carport is on a golf course with 6 different pools clubhouse and many more amenities. Open Family room to kitchen and with a lanai. Shopping, Downtown, great restaurants and the beach all very close by.

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$67
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This lovely condo has everything you need for a wonderful stay in Naples. Open plan large living area, with views over a natural preserve lake. The accommodation comprises spacious air-conditioned rooms with vaulted ceilings all decorated Florida style. Sterling Oaks has a fantastic Club House and...

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$145
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Delnor-Wiggins Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover Resort-Style Living in Sterling Oaks – North Naples’ Premier Pickleball & Tennis CommunityWelcome to Wildcat Cove in Sterling Oaks, one of North Naples’ most desirable gated communities, where this charming two-story home offers the perfect blend of privacy, comfort,...

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$100
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...

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Featured review

"Stylish and Comfortable Place in Fantastic Location with Nice Amenities"

Amazing Place, Exactly as pictured. From the moment you walk in you immediately notice the attention to detail. This place was clearly designed and decorated by a professional with style and comfort in...

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$84
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms
19 reviews

Distance to beach: 2 miles to Delnor-Wiggins Pass State Park

Key Amenities

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

About this property

Our home is stocked with everything you need for the beach, the pool, eating in, going out, or playing games!Welcome to Slow M'Ocean Naples for your sunny Florida Vacation, a relaxed and well-appointed Naples Park retreat designed for easy beach living and memorable Florida getaways. This 3-bedroom...

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Featured review

"Great week"

We only had a week but thoroughly enjoy our time. The house was well maintained and the heated pool was a bonus. Lots of extras for beach time.

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$200
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Absolutely stunning 2 bedroom, 2 full bathroom condo at Carlton Lakes one of the most beautiful resort developments in Naples. This unit is located on the first floor of a 2 story condo. The condo is tastefully decorated with brand new furnishings and has a wraparound screened lanai. Open floor plan with...

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Featured review

"A great find"

5 star rental and a Great Find in a beautiful part of Naples Florida .The owner was an extremely accommodating host for all of our needs . The additional extras to this property were an area pool ,,community...

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$110
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This spacious, very beautiful, light and romantic Villa is located West of 41 on Vanderbilt Drive in the gated community of The Villages of Emerald Bay. The ground floor home features a split bedroom floor plan, a private lanai and an attached garage with additional parking. Newly decorated, the 2/2 Villa...

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Featured review

"An Outstanding Villa for your Vacation"

In the Wizard of Oz, Dorothy clicks her heels three times and says, “There’s no place like home.” Those words reflect the feelings of most of us about where we live. Home is more than a place. Home...

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

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Find your slice of Paradise in this Newly Renovated, Spacious 1,400 Square Foot Condo.Located on the Top Floor, this End Unit boasts a generous size Living Room, Two Large Bedrooms (One King Bed and Two Twin Beds), Two Bathrooms, Dining Area, Kitchen and Large Corner Lanai which can be accessed from...

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 3 miles to Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

You will not want to leave! 10 minutes to famous 5th Ave and beautiful white sandy beaches! Huge heated pool! This is a very well equipped and spacious 2nd floor condo with cathedral ceiling in the living room/dining room area. The condo is tiled throughout and features fully equipped kitchen, 2 bedrooms,...

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Featured review

"Great Naples Location"

Great location with awesome pool. The condo complex is beautifully maintained. The condo has a charming South Florida decor. You'll have all the utensils you need to cook your favorite meals and supplies...

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$97
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Tastefully decorated coastal condo in Naples, Florida. This 2 bed/2 full bath FIRST FLOOR (NO STEPS!!) unit features a large size master bedroom with a King bed. The guest bedroom features an on-suite pocket door so your guests may have full privacy. Our unit also has a screened in lanai which has a nice...

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Featured review

"A wonderful stay in Cypress Woods Trace Circle!"

We truly enjoyed our stay at Cypress Woods Trace Circle! The home was beautifully decorated and very clean. The kitchen was equipped with everything you might need and more. We enjoyed being able to use...

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$70
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 3 miles to Vanderbilt Beach

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the few areas in Naples that allow tenants to have up to two pets of any size! We have two other nearly identical properties!...

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Featured review

"Great Place, Great Location"

We stayed here for 3 weeks. The condo was as described. Everything we needed was there and the house was clean. The complex has a great club house, work out facility and large pool and hot tub. The...

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$85
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Vanderbilt Beach

Key Amenities

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

About this property

Beautiful seasonal rental including all new appliances located in lovely Quail Creek Village within an enchanting-gated community with the Country Club Lifestyle feel. An elegant escape with access to endless entertainment and a Golfer's Haven! Located on a cul-de-sac within easy to a small guest...

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$183
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

**Golf (excluding cart and green fees), pickle ball, tennis, bocce and access to all amenities (fitness center, clubhouse, restaurants, pools) with Membership Transfer. Lessons, clinics, and fitness class fees are additional. **30 day minimum stay required for all bookings**2nd floor luxury condo...

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$151
avg per night
New
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

1 Bedroom 1 Bath Condo on first floor, pool off back sliding door. Parking in front of door. Walk in shower, Queen bed, 50" Smart TV with Wi-Fi included. Fully equipped kitchen, screened Lania with table and chairs. Shared laundry on 2nd floorOct/Nov/Dec 2026 3-month discount $8513 includes all...

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Featured review

"Great house!"

The house is great with all one floor living. Deep pool in back which is a rare find in FL. Bonus dock outside screened area. Very comfortable living space, fully stocked kitchen, laundry and garage. There...

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$83
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Want to play golf? Head to the beach and enjoy the sun? Well Vasari is where you need to be. A beautiful renovated, turn key, 2300 sq. ft. Coach Home with 3 bedrooms (1 King Bed, 1 Queen Bed and 2 Twin Beds) plus a den with a pull out queen size couch, 2 bathrooms and a single car garage in the highly...

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