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Luxury Vacation Rentals in Naples

(29 rentals)
Naples House
Sleeps 10, 5 bedrooms, 5.5 bathrooms

Key Amenities

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

About this property

Casa Solara – Sunset Luxury on Collier Bay, Marco Island Experience the essence of coastal luxury at Casa Solara, a breathtaking five-bedroom, six-bath waterfront estate perfectly positioned on the shimmering waters of Collier Bay. Framed by swaying palms and vibrant Gulf sunsets, this home delivers...

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$1,043
avg per night
New
Naples House
Sleeps 18, 8 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to the Rock Road Estate & Ranch, a premier 2.5-acre compound designed for large groups and multi-family retreats. This private estate borders 600 acres of protected nature land and features three distinct buildings offering four independent living residences: * The Main House: A spacious...

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$791
avg per night
Naples House
Sleeps 10, 3 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Vanderbelt Beach

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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$745
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

Welcome to The Pier House, an Old Naples masterpiece where timeless coastal style meets top-tier finishes. With just over 5,200 square feet and a resort-style courtyard pool, the home lives like a private sanctuary—perfect for long, lazy beach days and golden-hour strolls to the Naples Pier for...

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$1,071
avg per night
Naples Estate
Sleeps 18, 8 bedrooms, 10 bathrooms

Distance to beach: 8 miles to Vanderbelt Beach

Key Amenities

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

About this property

This unique and tranquil estate is a one-of-a-kind masterpiece on 2.5 acres land surrounded by lush topical landscaping for ultimate privacy. The recently completed industrial-style home offers an open floor plan with 25 foot floor-to-ceiling windows in its expansive great room. Each room was meticulously...

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$2,048
avg per night

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Naples House
Sleeps 10, 5 bedrooms, 6.5 bathrooms
1 review

Key Amenities

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

About this property

Welcome to Modern Paradise! Ideally situated just minutes from the vibrant shops, restaurants, and beach of 5th Avenue. This elegant two-story residence boasts 5 spacious bedrooms, exuding sophistication and comfort. Enjoy sunny days by the heated pool or take a leisurely nap in the hammock and enjoy...

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Featured review

"Enjoyed it all"

We had such a great time with family as we visited the Naples area. Kids loved Naples and even Bonita as they really blend together. Our contacts from the management company were wonderful and always available!...

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$964
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

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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$2,000
avg per night
Naples House
Sleeps 10, 5 bedrooms, 3.5 bathrooms

Distance to beach: 100 yards to Moorings Beach Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Perfectly situated on an oversized corner lot in the elegant Moorings neighborhood sits this 5-bedroom, 3 full bathroom, 2 half bath luxurious home. The interior consists of beautiful hard wood flooring, custom cabinetry, top of the line name brand furniture and appliances. Tall ceilings and endless windows...

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$975
avg per night
Naples House
Sleeps 23, 9 bedrooms, 9 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

9 Hotel-like Suites at the Knickerbocker Estate Home Naples This home is proudly managed by Naples Florida Vacation Homes, LLC. The Knickerbocker Estate Home offers a relaxing and private stay with great shared amenities including a resort-style heated swimming pool & hot tub, outdoor grilling area,...

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$1,305
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

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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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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$875
avg per night
Naples House
Sleeps 12, 5 bedrooms, 4 bathrooms
1 review

Distance to beach: 0.5 miles to Vanderbilt or Wiggins Pass

Key Amenities

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

About this property

Welcome to Palm View 11020 Vanderbilt Drive, Naples, FL 34108 5 BEDROOMS • 4 BATHROOMS • GAMEROOM Now with wifi controlled pool & spa!Relax, refresh, and recharge at Palm View — a beautifully updated home located in the heart of Naples Park on 110th Avenue. With 5 bedrooms,...

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Featured review

"Great place for families"

Barb's place was great! Big bedrooms with comfortable beds, nice living space, and the pool area was perfect for both kids and adults. House is conveniently located near the beach with a short ride to...

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$815
avg per night
Naples House
Sleeps 10, 5 bedrooms, 5 bathrooms

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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$1,129
avg per night
Naples Villa
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Why settle for ordinary when you can have EXTRAORDINARY-the BEST of the BEST for your Naples getaway! Experience the epitome of coastal luxury in this three-story GULF-access estate home with a private dock and boat lift, perfectly positioned on the widest canal in the prestigious Conners neighborhood...

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$753
avg per night
New
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to the "Kite House" a one of a kind Old Naples family compound only steps toThe Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage. The 2...

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$1,125
avg per night
Naples House
Sleeps 10, 5 bedrooms, 4 bathrooms

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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$1,271
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

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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$1,414
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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$843
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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$1,129
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

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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$843
avg per night
Naples House
Sleeps 14, 7 bedrooms, 4 bathrooms
3 reviews

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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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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$1,714
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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$986
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

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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$1,129
avg per night
Naples House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

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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$1,271
avg per night
New
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to the Kite House a one of a kind Old Naples family compound only steps toThe Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage. The 2 bedroom residence...

View all property information

$1,269
avg per night
Naples House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

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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$1,271
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6 bathrooms

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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$1,357
avg per night
Naples House
Sleeps 10, 5 bedrooms, 3 bathrooms

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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$800
avg per night
Naples Estate
Sleeps 14, 6 bedrooms, 3 bathrooms

Key Amenities

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

About this property

We have two properties available, and you can check their availability and pricing directly on our website: booking.NaplesEscapeCollection. com• The first property is the one listed here. • The second property includes a main house plus a guest house, totaling six bedrooms and six bathrooms. ---------Welcome...

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$1,000
avg per night
Naples Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Turnkey, 3 bedroom, 2 bath condo. It is located in the heart of Naples within a 15 minute drive to Mercato, 15 minutes to Fifth Avenue and 10 minutes to the beach. The Fairways at Emerald Greens is a quiet, friendly community with tennis courts, pickleball courts, a heated pool, hot tub and clubhouse....

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$2,950
avg per night
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