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Naples Vacation Rentals

(500 rentals)
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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$1,970
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

Updated/freshly painted - and nicely furnished with "coastal charm" describes this 2 bedrooms + DEN/2bath Villa home with 2 - car attached garage in Naples, FLorida...Expansive kitchen with breakfast area, coffee bar, and stainless steel appliances, large living/dining area, primary bedroom...

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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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$157
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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$2,238
avg per night
Naples Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Escape to Naples, Florida — recently ranked the #1 Best Place to Live in the U.S. (U.S. News & World Report)! Enjoy your winter in a newly purchased, fully renovated first-floor condo with all-new warm, seashore-inspired beach décor. This retreat is fully stocked with name-brand appliances,...

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$141
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This spacious condo is the perfect home base for your trip to Naples. Enjoy all the amenities of the Cypress Woods Country Club and a short drive to gorgeous, warm beaches. Naples boasts a lively downtown with lots of shopping, restaurants and beautifully maintained streets for strolls in the evening....

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Featured review

"Comfortable large codo."

This condo is in a gated golf community. We transferred the golf membership and golfed and used their fitness facility. The condo had everything we needed. Two negatives. The noise from highway 75 when...

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$147
avg per night

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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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$232
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Naples

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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$800
avg per night
New
Naples House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Bolero Oasis - In the heart if Naples - Close to Beaches and RestaurantSummary: Escape to this stunning three-bedroom, two-bathroom pool home located in the heart of beautiful Naples, Florida. Whether you’re here for a family vacation, a romantic retreat, or a fun getaway with friends,...

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$330
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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$323
avg per night
New
Special Offer
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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$924
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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$289
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Elegant Fiddlers Creek TownhomeSummary: Escape to the elegant Fiddlers Creek Townhome, a luxurious condominium in sunny Naples, Florida. This stunning property boasts a prime location, offering easy access to nearby attractions and experiences. Enjoy a comfortable stay with air conditioning, a fully...

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$299
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Open-concept 1,450 square feet all located on ground floor with access from double car garage. On each side of spacious living area you'll find two King suites with screened-in lanai on each. Master suite includes walk-in bathroom with large glass shower. Ensuite privilege for guest King suite with...

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Featured review

"When the sun shines, it’s paradise. Everything I needed was there and everything was clean. I have no problems no compla"

My wife and I really enjoyed our time at this location. It had all sorts of extra like bicycles, chairs for the clubs, etc. etc. And the pool unbelievable waiter service to the poolside drinks food .We...

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$232
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Golfers will enjoy this newly decorated rental at Lely Resort in Naples!THE PROPERTY This 2-bedroom, 2-bathroom condo sleeps 6 and is located in the Greenlinks Community which is highlighted by the community pool and hot tub. This resort-style pool is perfect for a nice cooldown or to lounge out...

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$346
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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$1,815
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 condo fully renovated !! 3 bedrooms and 2 bathrooms. AVAILABLE FOR THE DECEMBER 2025 - APRIL 2026 SEASON! Open concept floor-plan with enclosed living area lanai. Relax and unwind in the generously sized master suite, complete with a private en-suite bathroom featuring dual vanities. Offering...

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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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$163
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

One bedroom condo perfect for couples, walking distance to 5th Avenue S. shopping, dining, and the beach!THE PROPERTY Just 6 blocks from the Gulf of Mexico this 1 bedroom, 1 bath weekly rental with dedicated parking space is ideal for couples, especially travelers who enjoy tennis, the arts, fine...

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$383
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Glen Eagle Golf and Country Club—a modern masterpiece that blends luxury with comfort. This fully furnished villa is a larger model, featuring 2 bedrooms plus a den (which can be used as a third bedroom), 2 bathrooms, and a 2-car garage, all set on a spacious .26-acre lot.***CURRENTLY...

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$150
avg per night
Naples Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Bamboo Bungalow is what living in Naples is all about! Located in Lake Park, just a short drive or bike ride to the beach and fifth avenue. This Lake Front house has one bedroom with a king size bed and den with two Queen size sleeper sofas, and 2 on suite bathrooms, as well as a guest house with...

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$1,070
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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$230
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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$152
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your home away from home in beautiful Naples, Florida! This bright and spacious 2-bedroom, 2-bathroom second-floor end-unit condo is located in a peaceful 55+, resort-feel community, overlooking the lush fairways of the Quail Run Golf Course.Enjoy Florida living at its finest with a sunny...

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$179
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

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

About this property

Season rental available December, January, February, March, April, and May. Completely updated furnished waterfront home located on the Isles of Capri! The home is in the process of being totally remodeled from the hurricane and will be completed 12/1/25. The Isles of Capri is a small quiet island right...

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$267
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 yards to Lowdermilk Park Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

At $6,500/month in-season, the Del Mar is a dignified building on the corner of Banyan Blvd & Gulf Shore Blvd in Coquina Sands across from Lowdermilk Park, one of the best waterfront areas in Naples! This 4th-floor unit with SW exposure features beautifully renovated bathrooms, bright and airy living,...

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$217
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
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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$877
avg per night
New
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Gulf Pavillion SummarSummary: 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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$230
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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$2,072
avg per night
Naples Condo
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A rare opportunity located in the heart of Old Naples at $55,000/month in season. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors and custom cabinetry in the kitchen and baths....

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$1,870
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Experience the ultimate beach getaway in this meticulously updated Naples Park beach house. Located on the coveted 500 block, mere minutes from Vanderbilt Beach, this charming abode offers a spacious layout with two serene guest bedrooms upstairs and a cozy master bedroom on the main level. Immaculately...

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$399
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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$198
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This is an enticing 3 bedroom, 2 bath pool home. The living area is spacious. The dining rooms has seating for 6, while the kitchen is well-equipped. The the main bedroom, with bathroom & walk in closet, is on one side of the house, and two additional bedrooms and a bath on the opposite side. Each...

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$287
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Conveniently located just minutes away from Vanderbilt beach and downtown Naples, our home serves as the ideal base for your adventures in Naples. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay. We look forward to hosting you!If traveling...

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$322
avg per night
Naples Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to VANDERBILT BEACH/WIGGENS PASS BEACH 2

Key Amenities

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

About this property

Love the beach? Located in north Naples just steps or a short bike ride to sugar sand Vanderbilt Beach and Delnor Wiggens State Park. Watch the dolphins as you enjoy a walk on over six miles of beautiful beaches. Relax in our private pool and spa in the enclosed lanai with a view of the lake or check...

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Featured review

"Fabulous Home & Location"

We stayed at Renee & Dan's home for 5 weeks from early January to early February. We are from Missouri and the weather can get a little cold. On an earlier trip to the Naples area, we fell in love with...

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$322
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You will love this beautiful and tastefully decorated house in the highly desirable neighborhood of Naples Park in Naples, Florida! Naples Park is a non gated area located walking distance to the beach and Mercato. The house is furnished with your comfort in mind. The master bedroom is en suite with...

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Featured review

"Paradise!"

What a beautiful home! We loved every minute of our stay. Everything is brand new, and so stylish. You can walk to the beach, there are two amazing beaches to pick from. The one with the Ritz was so nice....

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st Floor and nestled into the serene nature preserve, the Palms has been completely remodeled. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This is also the best location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai...

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$235
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

** We are fully booked now through December 31, 2025.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 - Gulf Course...

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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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$197
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 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Naples/Pier

Key Amenities

  • Air conditioning
  • Hot tub
  • 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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$841
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious 3 bdrm/3 bath condo in fabulous Vanderbilt beach location, just a 5 minutes walk from the beach. Watch beautiful sunsets from your lanai on the fourth floor of Regatta. This is a gated community with Resort style amenities, including a beautiful landscaped waterfall pool, a lap pool, a hot tub,...

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Featured review

"Excellent Regatta Rental"

Greatly enjoyed our recent stay at this spacious rental at the Regatta. Perfectly situated within a very short walk to Vanderbilt Beach and an easy drive to restaurants and shops. The unit has just been...

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$489
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Naples Beach Cottage is available immediately. Located in The Moorings with 4 bedrooms and 3 bathrooms, pool and spa. Decorated with bright whites and blues which creates a coastal feel Naples is so well known for. One of the bedrooms can act as an office or bedroom depending on what works best for...

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$667
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 30 feet to Vanderbilt Beach

Key Amenities

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

About this property

Lovely 6th Floor Unit directly on Vanderbilt Beach with amazing views. Nothing can beat sunset cocktails overlooking the Gulf of Mexico from your lanai or directly on the beach. The lanai screens slide open providing even more of a view and feeling that you are literally right on the sand in your condo....

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Featured review

"AWESOME"

Everything was GREAT!!!!!!!️ condo is same way as pictures! Everything was beautiful!!! Will definetely come back!

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$527
avg per night
Naples Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Bonita Beach

Key Amenities

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

About this property

Beautiful Coach home in the Gated neighborhood of Sterling Oaks. Stering oaks offers resort style pool with a tiki bar that has wounderful food and drinks.The club house offers dinner every fri night and pub night on tuesdays nights. You can also joing the many events and leagues we offer during the...

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$160
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 900 feet to One block to Lowdermilk Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ready to take in all the amazing sights of Naples?!?! This property is open December 2025!Reach out right away for this popular season and your Naples getaway. Only one block to the beach and the new Four Seasons property!You can escape and enjoy the Florida sunshine, palm trees, plants, flowers,...

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Featured review

"Naples Paradise at Coquina Cove"

From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great...

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New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

BOATERS DREAM P00L SPA LOCATION IN BAYSHORE ART DISTRICTSummary! Coastal Naples getaway in the popular Bayshore Arts District! New (2020), modern home stocked for families. Enjoy private saltwater pool/spa, outdoor shower, large screened lanai. Close to pickleball & Celebration Park. Bring your...

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$843
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 100 yards to Naples beach - mile and miles of public beaches

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Luxury gated beachfront community in Naples, Florida Newly remodeled! 3 Bedrooms - 1 King, 1 Queen, 2 Twin XL 2 bathrooms Full kitchen Washer/DryerWestshore at Naples Cay is the finest of Naples Florida rentals. This end unit condo is in beautiful condition with updated furnishings of top quality....

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Featured review

"Beautiful rental"

This condo had everything and more than you could ask for on a rental. The location to the beach was phenomenal. You had of you were both the bay and the gulf and it had all the beach toys you could ever...

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$739
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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$133
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

DEC 20th, JAN, FEB, MAR, APR 2026 available! We still have this and other homes available through Apr 2026. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $3,800. Dec 20th to Apr $5,500 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation...

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$122
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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$334
avg per night
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to The Naples Beach and Pier

Key Amenities

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

About this property

This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...

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Featured review

"Home Away From Home!"

We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...

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$152
avg per night
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Naples Weather

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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 500 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 $65 per night with an average price per night of $250.

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 206 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!