Old Naples Vacation Rentals

(24 rentals)
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4 BR | 3 BA | Sleeps 6 | Quick View

Distance to beach: 0.4 miles to Gulf of Mexico Naples Beach

$726

avg/night

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Key Amenities

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

About this property

A large Villa with a private courtyard, pool and spa. Recently remodeled with a full kitchen, master suite and three additional bedrooms. A private garage with two extra parking spaces and guest parking.Centrally located, 3 blocks from Historic 3rd St South, 5 blocks from 5th Ave South, 4 blocks from ...

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Property Type

Naples Villa

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2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 75 yards to 5TH AVENUE BEACH

$280

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

TWO BEDROOMS EACH HAVE A KING BED ,MULTIPLE DRESSERS AND AMPLE CLOSET SPACE TWO FULL BATHROOMS EACH CONTAINING A SHOWER AND TUB COMBINATION GROUND LEVEL PRIVATE OUTDOOR PATIO WITH BEAUTIFUL ORCHID GARDEN OVERLOOKING 5TH AVENUE LARGE OPEN LIVING DINING AREA LARGE FULL KITCHEN WITH A LARGE NUMBER OF ...

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Property Type

Naples Townhome

"Sun dial"

Very nice, spacious condo, as advertised. Excellent position near to the beach and restaurants. Perfect for a couple. Randy and Amy were great hosts, very helpful, an easy check in. Would highly recommend. ...

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

THIS BEAUTIFUL ONE BEDROOM CONDO IS A FIRST FLOOR UNIT WITH COVERED PARKING. THIS CONDO WAS RECENTLY RENOVATED AND HAS NEW OPEN FLOOR PLAN WITH DINING AREA, LIVING AREA AND KITCHEN WITH BAR AREA. A 75 INCH SAMSUNG TV WITH COMCAST SERVICE AND INTERNETNCLUDED.THIS KITCHEN IS FULLY STOCKED WITH DISHES, GLASSES ...

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Property Type

Naples Condo

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1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 0.2 miles to Old Pier Pilings

$161

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

White Sands is an updated old Florida style resort located in the heart of Old Naples and is an easy walk to the beach, shopping and dining on Fifth Avenue. White Sands Club offers a relaxed atmosphere with a heated pool and spa tub, outdoor BBQ grills and shuffleboard with bicycles, beach umbrellas, ...

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Property Type

Naples Condo

"Perfect Location"

The best part of this place is the location - 2 short blocks to the beach. It is clean and the grounds are very well maintained. Pool is nice and warm. A 1-bedroom is perfect for a small family with eat ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

2 BEDROOM SUNNY CONDO IS A CORNER DOWNSTAIRS UNIT WITH WINDOWS IN EACH ROOM. 1 BLOCK WALK TO TOMMY BAHAMAS ON THIRD STREET. THE 12 AVE PIER AND BEACH IS ONLY 3 BLOCKS AWAY. THIS UNIT IS AVAILABLE FEB 1ST!! THE COMPLEX HAS A POOL AND COMMUNITY ROOM. NO PETS ARE ALLOWED IN THE COMPLEX.THIS BEAUTIFUL ...

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Property Type

Naples Condo

"Wonderful Stay"

Just spent 21 days at this condo! It is very cheery & bright with all the windows to let in the beautiful Florida Sunshine! Kitchen has all the essentials needed & the bed was very comfortable! The location ...

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4 BR | 6 BA | Sleeps 8 | Quick View

$1581

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Beach Views Old Naples Imagine, a long day having fun at the beach. When you're ready for a break you can walk two minutes to a stunning vacation home. Relax by the pool, or cook some burgers on the outdoor grill. Enjoy the sunset from your deck with a beautiful view of the beach. When you're ...

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Property Type

Naples House

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1 BR | 1 BA | Sleeps 2 | Quick View

Distance to beach: 0.7 miles to Olde Naples Beach Access

$95

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

We still have other homes available through Apr 2025. Call or inquire for details.Everything Olde Naples has to offer at an All Inclusive rate (rent, tax, cleaning, utilities. etc. are all included!). This cozy turnkey 1 bedroom, 1 bath condo is a perfect home-base to explore the Naples Lifestyle. ...

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Property Type

Naples Condo

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Key Amenities

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

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

"Beach haven"

House was great. Wish that the owners would supply soap and shampoos so I wouldn’t need to travel with it considering the price of the rental.

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4 BR | 4 BA | Sleeps 8 | Quick View

$1414

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

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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5 BR | 5 BA | Sleeps 10 | Quick View

$1129

avg/night

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About this property

This finely decorated home is the pinnacle of luxury Old Naples living. The Balmoral has five bedrooms and plenty of living space, with tall ceilings and large windows for tons of light. The open living room and kitchen layout overlooks sliding glass doors that lead directly to the pool. The pool area ...

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Property Type

Naples House

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3 BR | 2 BA | Sleeps 6 | Quick View

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

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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4 BR | 3 BA | Sleeps 9 | Quick View

$986

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

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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Key Amenities

  • Air conditioning
  • Rentals by owner

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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Property Type

Naples Cottage

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5 BR | 6 BA | Sleeps 10 | Quick View

$1357

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

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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3 BR | 2 BA | Sleeps 6 | Quick View

$557

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

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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5 BR | 6 BA | Sleeps 10 | Quick View

$843

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

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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4 BR | 4 BA | Sleeps 8 | Quick View

$1129

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Never miss a sunset over the Gulf of Mexico from this beautiful beach house, close to our famous Naples fishing pier and beautiful white sand beaches. Old Naples Beach House, contrary to it's name is a newly constructed home with all the bells and whistles. Enjoy sunsets from the rooftop deck or ...

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Property Type

Naples House

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1 BR | 1 BA | Sleeps 2 | Quick View

Distance to beach: 0.7 miles to Gulf of Mexico

$83

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

1 bedroom 1 bath condo with walk in shower. Parking in front of door. pool outside back sliding door. 50" smart TV with Wi-Fi included.

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Property Type

Naples Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

$182

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

You will fall in love with this 2 bedroom, 2 bath condo in beautiful Old Naples. Located near shops, restaurants, parks and the beach. This fully equipped Condo features a living room, separate dining room, granite kitchen, and two bedrooms with king sized beds. The primary bedroom has an updated bath, ...

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Property Type

Naples Condo

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

2 Bedroom, 1.5 bath condo on 2nd floor. Walk in shower, bedroom 1 has queen bed, bedroom 2 has 2 twin beds. Living room has 50” smart TV with Wi-Fi included. Fully equipped kitchen with granite countertops. Screened lania with table and chairs. Assigned parking spot near stairs, also has quest parking. ...

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Property Type

Naples Condo

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

!!! Available Dec & Jan 2024 !!!! Enjoy staying in charming Olde Naples. This delightful 2 bedroom condo is an easy walk to great dining and shopping on 5th Ave S and a 10 minute walk to the white sandy beach of Naples. . Both bathrooms have been updated with cabinets and counters and there is a ...

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Property Type

Naples Condo

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2 BR | 2 BA | Sleeps 5 | Quick View

Distance to beach: 0.9 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Kitchen
  • Oceanfront
  • Rentals by owner

About this property

This spacious 2-Bedroom Suite includes a king-size bed in the primary bedroom, two twin beds in the secondary bedroom, a sleeper sofa in the living area, a screened lanai and a kitchen. Fully-equipped kitchens include a coffee maker, refrigerator, oven, microwave, stovetop and toaster. Each Suite also ...

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Property Type

Naples Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

$421

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Bright, sunny pool area in the heart of Naples Located in the esteemed Moorings area, this home is spacious and comfortable. Located in the heart of Naples, it is close to all of the best shopping and dining areas and Naples famous white sand beaches.Wonderful 3 bedroom 2 bath pool home. Chef's ...

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Property Type

Naples House

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2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 0.3 miles to 7th Avenue entrance to Naples Beach

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Two blocks from Naples Beach. Beautiful first floor condo with walk-out access to courtyard and common patio. Recently remodeled with a full kitchen, master bedroom (king) suite with additional bedroom (queen) and full bath. One uncovered parking spot and additional guest parking and his and her Townie ...

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Property Type

Naples Condo

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Old Naples (Naples, Florida) Vacation Rentals

Relax in Old Naples Rentals: A Charming Destination on the Gulf Coast

Known for its historical homes and tropical landscaping, Old Naples is a quiet neighborhood in the stunning city of Naples. Our vacation rentals put you close to shopping, golf courses, and residential amenities so you can have the trip of a lifetime.

Discover the Beauty of Old Naples: The Peak of Luxury in Naples

World-Class Beaches: Old Naples rentals is home to a 10-mile beach with nearly two dozen public access points. Avoid the parking fiasco by staying right where you want to be.

History: Close to the historic Naples Pier and Naples Historical Society, you can learn more about the history and culture of a city that dates back to the 1800s.

Culture: Visit one of the many fine art galleries in Naples or check out the 170-acre Naples Botanical Garden.

Opulent Rentals: Known as one of the most exclusive communities on the coast, Old Naple rentals range from 1 to 7 bedrooms. Many of these historic vacation homes are a destination in their own right.

First-Class Amenities of Old Naples Rentals

Convenient Location: Old Naples puts you close to restaurants and boutiques on 3rd Avenue and 5th Avenue Beach for a little luxury and excitement.

Unforgettable Views: The pristine sands of Naples Beach are worth the visit, whether you see them from the shore or out on the waters. Walk, bike, or swim along the coast, or charter a boat to see some dolphins at play.

Family-Friendly Amenities: Available rentals with granite kitchens, gourmet kitchens, beach views, fireplaces, and security systems make it easy to find the place for you and your loved ones.

Experience the Best of Naples, Florida, in Old Naples

There's nothing quite like finding the perfect location on the Gulf Coast. If you love the city of Naples but also want a little peace and quiet, Old Naples helps you strike just the right balance.

A Vacation Home to Remember

Whether you lounge in your vacation home for your trip or just use it as a home base, book a vacation rental in Old Naples for a trip you won't soon forget.