Luxury Vacation Rentals in Naples

(29 rentals)
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Naples House
5 BR | 4.5 BA | Sleeps 9 | Quick View
Sleeps 9, 5 bedrooms, 4.5 bathrooms

$772

avg/night

$772
avg per night
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Key Amenities

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

About this property

5BR/4.5 BA home w/elevator and heated pool in Naples Park. Master on main floor w/ dual sinks, water closet, large walk-in shower, and custom closet. 3 king beds. 4th BR has bunk bed; 1 full, 1 twin. 5th BR purposed as den w/ Queen sized Murphy bed. Large screened lanai. Weber gas grill for cook outs. ...

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Naples House

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Naples Villa
4 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 4 bedrooms, 3 bathrooms

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

$726

avg/night

$726
avg per night
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Key Amenities

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

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

$1589

avg/night

$1,589
avg per night
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Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Available for April 2025! Brand new 5BR/6BA two story turnkey furnished single family pool/spa home in Aqualane Shores. This custom home is now completed, photos and the virtual tour are ready to view. Professionally decorated and only steps away from the white sandy beaches, downtown Naples, shopping, ...

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Naples House

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Naples House
5 BR | 7 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 7 bathrooms

$1176

avg/night

$1,176
avg per night
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Key Amenities

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

About this property

Listed rate is for High Season (Nov. through April). Longer High Season leases have greater discounted rates. Annual Rate is $33,600 per month. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic Bermuda styled home offers absolutely stunning interiors. The sprawling ...

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Naples House

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

$924

avg/night

$924
avg per night
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Key Amenities

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

About this property

Relax in this modern coastal home that is impeccably decorated with a clean and crisp design. The main living area’s wall of windows brings the outdoors in as you gaze out onto the pool, spa, 106 ft of waterfront, and beautiful, tall Royal Palm trees. Enjoy the abundance of outdoor space offering ...

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Property Type

Naples House

Featured review

"Perfect Place to Stay in Naples!"

The photos of the house are wonderful, but the house is actually MORE lovely than the photos can depict. It is beautifully and comfortably furnished, and thoughtfully laid out so that the guestrooms are ...

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

$1108

avg/night

$1,108
avg per night
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Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Three Palms is a unique courtyard style pool home with all of the amenities you would expect from new construction. Courtyard style pool home features 4 bedrooms and 3 baths. Reclaimed heart pine floors throughout. Gourmet kitchen features oversized Island, 48" Sub zero fridge and Wolf 6 burner ...

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Naples House

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

$1438

avg/night

$1,438
avg per night
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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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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 House
5 BR | 6 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 6 bathrooms

$1037

avg/night

$1,037
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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Naples House

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

$1520

avg/night

$1,520
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

$800

avg/night

$800
avg per night
View Details

Key Amenities

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

About this property

This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2, ...

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Property Type

Naples House

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

$833

avg/night

$833
avg per night
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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
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$724

avg/night

$724
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
4 BR | 4.5 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 4.5 bathrooms

$1564

avg/night

$1,564
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
4 BR | 3 BA | Sleeps 9 | Quick View
Sleeps 9, 4 bedrooms, 3 bathrooms

$1237

avg/night

$1,237
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
6 BR | 7.5 BA | Sleeps 12 | Quick View
Sleeps 12, 6 bedrooms, 7.5 bathrooms

$1480

avg/night

$1,480
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

$1627

avg/night

$1,627
avg per night
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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 House
5 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 3 bathrooms

$1151

avg/night

$1,151
avg per night
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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
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Naples Pier, Miramar beach,

$1717

avg/night

$1,717
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
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

$1422

avg/night

$1,422
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
5 BR | 5 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 5 bathrooms

$1380

avg/night

$1,380
avg per 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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Naples Condo
3 BR | 3.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 2 miles to Delnor Wiggins and Barefoot Beach Parks

$1241

avg/night

$1,241
avg per night
View Details

Key Amenities

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

About this property

Sophisticated coastal retreat on 22nd floor commands unobstructed views of Gulf of Mexico, Wiggins Pass and wildlife sanctuary w/kayak rentals. Enjoy magnificent sunsets from luxuriously furnished apartment that features expansive lanai w/flat screen tv, and floor-to-ceiling windows throughout apartment ...

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Property Type

Naples Condo

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

$1708

avg/night

$1,708
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 10 | Quick View
Sleeps 10, 3 bedrooms, 2 bathrooms

$868

avg/night

$868
avg per night
View Details

Key Amenities

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

About this property

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

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Property Type

Naples House

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Naples Condo
2 BR | 2.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2.5 bathrooms

$700

avg/night

$700
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available March, and April! Welcome to your luxurious downtown retreat! This exquisite residence is nestled within the esteemed 780 Fifth luxury condominiums and showcases an expansive open floor plan, featuring a recently updated kitchen with modern cabinetry, quartz countertops, a chic bar area, two ...

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Property Type

Naples Condo

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

$2000

avg/night

$2,000
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Stunning contemporary home on the beach with breaktaking views of the Gulf of Mexico throughout the home. Four bedroom, four bath home is bathed in sunlight and offers "front row" beach and Gulf views from many vantage points, with incredible sights and sounds of the Gulf. The home has in ...

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Property Type

Naples House

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Naples Condo
3 BR | 4 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 4 bathrooms

$821

avg/night

$821
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Available for April 2025, also available for off season! -Kalea Bay, a sophisticated coastal resort w/full amenities, 24-hr security. Enjoy stunning views of Gulf of Mexico, Wiggins Pass, wildlife sanctuary and sunsets from 22 Fl. Amenity Center features 3 pools, full fitness center w/Peloton bikes, indoor/outdoor ...

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Property Type

Naples Condo

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Naples House
5 BR | 3 BA | Sleeps 9 | Quick View
Sleeps 9, 5 bedrooms, 3 bathrooms

$1399

avg/night

$1,399
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Relax with the whole family in this 5 bedroom home featuring pool, spa, outdoor shower, bikes and newer gourmet kitchen.In additional to a large open living room, there is a den with large TV. Higher end furnishings from restoration,West Elm . The dining area indoor and outdoor accommodates ...

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Property Type

Naples House

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Naples Vacation Rentals