Holiday Rentals in Naples, FL

2999 available vacation rental offers

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Naples, FL holiday rentals
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Best Holiday rentals and Airbnb offers in Naples, FL

Best family friendly Naples, FL holiday rentals

Among the 2999 accommodations in Naples, FL, here are the 4 best family friendly rentals

4br Near Downtown Naples, Beach, Bikes, Bbq& Games - Naples, FL
9.9 232 reviews

4br Near Downtown Naples, Beach, Bikes, Bbq& Games

apartment, Naples
This Naples, Florida self-catering apartment is centrally located in downtown Naples, a short 6.4km drive from Naples Beach and Pier.
The 173 square metre property boasts four bedrooms, two bathrooms, sleeping up to nine guests, and includes a Jacuzzi, fitness centre, garden, and access to six resort pools (charges apply), plus bikes and beach equipment.
Heated Salted Pool/spa/mins To The Beach/2kingbeds - Naples, FL
10 98 reviews

Heated Salted Pool/spa/mins To The Beach/2kingbeds

apartment, Naples
This luxurious four-bedroom Neapolitan villa is situated near the beach, offering easy access to Naples' attractions; precise distances to specific landmarks are unspecified.
The 4-bedroom property sleeps eight guests, boasting a private saltwater pool, jacuzzi, and patio with BBQ, plus a fully equipped kitchen, multiple smart TVs, and concierge services including private chef and boat rentals.
The Pelican Nest - Naples, FL
9.3 118 reviews

The Pelican Nest

apartment, Naples
This four-bedroom, three-bathroom apartment in Naples, Florida, is conveniently located a short drive from Fifth Avenue South's shops and restaurants.
The 8-guest property boasts a heated swimming pool, parking, updated kitchen and bathrooms with high-end appliances, and a screened lanai; all within an excellent floor plan.
F-139 - First Floor Deluxe Condo, Sleeps 6 - Naples, FL
8.6 4 reviews

F-139 - First Floor Deluxe Condo, Sleeps 6

apartment, Naples
This Naples condo is situated near Venetian Bay, less than 1.6km from Waterside Shops and Village on Venetian Bay, and within 3.2km of Seagate and Park Shore Beaches.
This three-bedroom, two-bathroom apartment, offering 80 square metres of space and sleeping up to six guests, boasts a private balcony, fully equipped kitchen, swimming pool, fitness centre, and parking.

Best Naples, FL holiday rentals with a pool

Among the 2999 accommodations in Naples, FL, here are the 4 best rentals with a pool

2 Bedroom / 2 Bath Located Directly On The Golf Course - Amazing Peaceful Views - Naples, FL
9.8 7 reviews

2 Bedroom / 2 Bath Located Directly On The Golf Course - Amazing Peaceful Views

apartment, Naples
This recently refurbished second-floor flat in Naples, Florida, offers a prime central location directly on Quail Run Golf Course, just a few kilometres from Naples Beach and Vanderbilt Beach, and within walking distance of essential amenities like Publix and Target.
This 93 square meter apartment accommodates four guests across two bedrooms and two bathrooms, featuring a modern kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, spa, parking, a screened balcony overlooking the golf course, and includes all utilities and high-speed internet.
Naples Dream At Wtc With Heated Pool Spa Sauna 7 Bicycles And 3 Mls To Beach - Naples, FL
10 230 reviews

Naples Dream At Wtc With Heated Pool Spa Sauna 7 Bicycles And 3 Mls To Beach

apartment, Naples
This Naples apartment is located just 3 kilometres from the beach and close to the World Tennis Club, offering easy access to both relaxation and recreation. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms and two bathrooms, providing ample space for a comfortable stay. Guests can enjoy a range of amenities, including a private pool, a restaurant, tennis courts, a spa, a fitness centre, a garden, and a terrace.
H-245 - Second Floor With Lake View -Sleeps 6 - Naples, FL
10 3 reviews

H-245 - Second Floor With Lake View -Sleeps 6

apartment, Naples
This Park Shore Resort flat in Naples, Florida, is situated within a 13-acre subtropical oasis, offering convenient access to downtown Naples (7 kilometres) and nearby beaches such as Horizon Way (2.9 kilometres) and Seagate/North Gulfshore Beach (3.2 kilometres), with Venetian Village (1.9 kilometres), Waterside Shops (1.4 kilometres), and Mercato (6.3 kilometres) also within easy reach.
This two-bedroom, two-bathroom apartment accommodates up to six guests and features a fully equipped kitchen, air conditioning, a private lake and fountain view, on-site amenities including a heated swimming pool, tennis and pickleball courts, a fitness centre, and walking paths, with dining options available at Hogfish Harry's Restaurant & Bar.
Family Pool Home Close To Naples' Best Beaches - Naples, FL
9.6 5 reviews

Family Pool Home Close To Naples' Best Beaches

house, Naples
This Naples villa is located 5 kilometres from the airport, providing easy access to Tin City (8.5 kilometres), Naples Zoo (5.5 kilometres), and Lowdermilk Beach (7.4 kilometres).
This 121 square metre residence accommodates up to 15 guests with 2 bedrooms and 2 bathrooms, featuring a private swimming pool, complimentary Wi-Fi, air conditioning, a fully equipped kitchen, and a terrace with garden views, with free private parking also available.

Frequently asked questions about holiday rentals in Naples, FL

  • What should a first-time visitor not miss in Naples, FL?

    You definitely need to visit the Naples Pier, which is a great spot to watch the sunset over the Gulf of Mexico. Also, you should check out the Naples Botanical Garden, which has a wide variety of plants and flowers from all over the world. And if you're interested in art, the Naples Art Museum is a must-see.
  • What are the best Airbnb and vacation rentals in Naples, FL?

  • What are the hotels like in Naples?

    When it comes to booking a hotel in Naples, a bed and breakfast is the most abundant accommodation in the city, however, these are not your usual quaint family-run B&Bs. Bed and breakfasts in Naples resemble a normal hotel here, just you can be sure of a delicious Italian spread in the morning to start the day. Many B&Bs in Naples have the four-star label. You can also find a range of hotels of different categories, such as luxury hotels in historic palaces and those with stunning views over the Bay of Naples. There are also lower budget guesthouses and hostels if you're traveling to Naples on a budget.
  • Which neighborhood in Naples, FL should you consider for a vacation rental?

    If you want to be close to the beach and the action, then Old Naples is a great choice. It has lots of restaurants and shops, and it's within walking distance of the beach. If you're looking for something a bit quieter, then Aqualane Shores is a good option. It's a bit further from the centre, but it has beautiful beaches and a more relaxed atmosphere.
  • What are the most popular Airbnbs in Naples, FL?

  • Where's the best place to book a hotel in Naples?

    On your first visit to Naples, you'll want to stay in the Centro Storico, the Old Town. This is the heart of the city, set between medieval houses and cobbled streets. Budget travelers may want to book a hotel in the Quartieri Spagnoli, the former home to the Spanish garrisons in the 16th century. Although the area had an unsavory reputation, its crime and prostitution have mostly gone and is a safe area to stay, but cheaper due to its seedy past. On the other hand, families will want to find accommodation in and around Piazza del Plebiscito, as it's close to the center but close enough to the sea as well. For nightlife (and amazing views), book a place in the Vomero neighborhood, set on the hilly part of the city. Finally, if you want luxury and a cool vibe, you can't beat the upscale neighborhood of Chiaia, where Italian designer fashion and arty boutiques line the streets.
  • What are the top family-friendly attractions in Naples, FL?

    The Naples Zoo is a great place to spend a day with the family. It has over 100 different animal species, and there are lots of interactive exhibits for kids. The Golisano Children's Museum of Naples is another great option. It has hands-on exhibits that teach kids about science, art, and culture.
  • What are the best vacation rentals with a pool in Naples, FL?

  • What are the must-see sights in Naples?

    Many of Naples's main sites will take you outside the city. The ruined city of Pompeii is an absolute must if you're staying in Naples and expect to spend a whole day there. If you've caught the history bug, then head over to the ruins of Herculaneum nearby, too. The more adventurous traveler may want to hike up the infamous Mount Vesuvius, the dormant volcano looming over the city. In the city, sites to add to your itinerary include the Naples National Archaeological Museum, the San Gennaro Catacombs, and Castel Nuovo.
  • When is the best time to book a vacation rental in Naples, FL?

    The best time to book a vacation rental in Naples is during the shoulder seasons, which are spring (April-May) and autumn (September-October). The weather is still good during these months, but the crowds are smaller and the prices are lower.
  • What are the best rentals for families and kids in Naples, FL?

  • What should I eat in Naples?

    You cannot visit Naples without trying pizza. After all, this is the homeland of pizza, so you leave the diet at the door and enjoy this Neapolitan classic. Of course, Naples offers many other tasty snacks, and pastries being one of them. Try Taralli, a local cracker made with toasted almonds, lard, and black pepper, Sfogiatelli, a flaky pastry sometimes stuffed with ricotta, and Struffoli, deep-fried dough topped with honey and a popular dish around Christmas.
  • What events or festivals should visitors check out in and around Naples, FL?

    The Naples Winter Wine Festival is a major event that takes place every January. It's a charity event that raises money for children in need. The Naples Stone Crab Festival is another popular event that takes place in October. It celebrates the local stone crab industry.
  • What are the best rentals or Airbnbs with a jacuzzi in Naples, FL?

  • How can I get around from my hotel in Naples?

    You can explore Naples on foot, but take care as Neapolitan drivers tend to ignore red lights. Alternatively, you have great public transport options, with two subway lines, an extensive tram network that's been in operation since 1875! Don't want to climb hills? Well, that's what the funiculars are for! Of course, there are also many buses to get around, and it is the most popular option for locals.
  • What are the best budget-friendly activities in Naples, FL?

    You can enjoy a free walk along the Naples Pier and watch the sunset, or you can visit the Naples Botanical Garden for a small entrance fee. You can also take a free guided tour of the Naples Historic District.
  • What are the best restaurants with local dishes in Naples, FL?

    For fresh seafood, you should try The Dock at Crayton Cove. It has a beautiful location on the water and serves some of the best seafood in Naples. If you're looking for something more casual, then try The Local, which has a great selection of local beers and pub food.
  • What are the best walking or cycling routes in Naples, FL?

    The Naples Beachfront Walk is a great place to walk or cycle. It stretches for over 3 km along the beach and offers stunning views of the Gulf of Mexico. You can also cycle along the Gordon River Greenway, which is a 16 km paved trail that runs through mangrove forests and coastal areas.
  • Are there pet-friendly attractions in Naples, FL?

    Yes, there are a few pet-friendly attractions in Naples. The Naples Botanical Garden allows well-behaved dogs on leashes on their trails, and many restaurants have outdoor seating where you can bring your dog.
  • What are the benefits of choosing a vacation rental in Naples, FL?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities that you wouldn't find in a hotel room. They can also be a more affordable option, especially if you're travelling with a family or a group of friends.
  • What are the top sports attractions and facilities in Naples, FL?

    Naples is home to the Naples Beach & Golf Club, which has two championship golf courses. The city also has several public tennis courts and a number of fitness centres.

Popular destinations

Best Naples, FL holiday rentals with a balcony

Park Shore Resort Bldg I 453 Great Views - Naples, FL
No reviews

Park Shore Resort Bldg I 453 Great Views

apartment, Naples
This Park Shore flat is situated 2.7 kilometres from Clam Pass Park Beach and 2.2 kilometres from the Naples Museum of Art.
This 92 square metre residence accommodates up to seven guests with two bedrooms and two bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, terrace, garden, fitness centre, tennis court, and on-site parking.
Florida House, 4br 2bt With Private Pool Oasis - Naples, FL
9.4 5 reviews

Florida House, 4br 2bt With Private Pool Oasis

house, Naples
This recently renovated Naples villa is situated 6.4km from the Collier Museum of the Everglades and 4.8km from Tin City, offering convenient access to Naples Municipal Airport (just 1km away).
The 177 square metre property boasts two bedrooms, two bathrooms, and can accommodate up to 12 guests, featuring a private pool, jacuzzi, and fully equipped kitchen; free Wi-Fi and parking are also provided.
Park Shore Resort Top Floor Bldg J 455 Great View - Naples, FL
10 1 review

Park Shore Resort Top Floor Bldg J 455 Great View

house, Naples
This top-floor apartment in Park Shore Resort is situated 2.25 kilometres from the Naples Museum Of Art and 2.74 kilometres from Clam Pass Park Beach.
This 92 square metre residence accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave oven and dishwasher, air conditioning, a swimming pool, jacuzzi, terrace, garden, fitness centre, tennis court, and private parking, with check-out at 11:00 AM.
Hidden Gem - Family Friendly Pool Home -Welcome - Naples, FL
9.5 22 reviews

Hidden Gem - Family Friendly Pool Home -Welcome

house, Naples
This family-friendly villa is located in Naples, Florida, approximately 1.9km from Naples Municipal Airport, 5.1km from Naples Zoo at Caribbean Gardens, and 5.1km from the Collier Museum of the Everglades.
The 139 square metre property boasts a spacious layout with three bedrooms, two bathrooms, and can comfortably accommodate up to eleven guests, featuring a private tennis court, swimming pool, and BBQ facilities.

Best Naples, FL holiday rentals with parking

13 Downtown Near Beach Free Heated Pool And Spa - Naples, FL
9.8 125 reviews

13 Downtown Near Beach Free Heated Pool And Spa

apartment, Naples
This two-bedroom apartment in East Naples is just 3.2km from the beach and 1.6km from Fifth Avenue, offering a peaceful retreat close to the action. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 102 square metres and features a fully equipped kitchen, two bathrooms, and a private screened lanai. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, garden, spa, and parking, as well as access to nearby attractions and outdoor activities.
1 Bedroom/ Bayshore Art District - Naples, FL
9.8 46 reviews

1 Bedroom/ Bayshore Art District

apartment, Naples
This Naples, Florida apartment is conveniently located approximately 6.4km from the beach and close to local restaurants and pickleball courts.
The self-contained flat offers a king-size bed, queen sofa bed, full kitchen, private laundry facilities, and accommodates up to four guests, with free high-speed internet and a smart TV.
Charming And Convenient Naples Getaway - 2b/1b - Naples, FL
9.1 47 reviews

Charming And Convenient Naples Getaway - 2b/1b

apartment, Naples
This Naples Airbnb, situated in a central and safe neighbourhood, offers convenient proximity to 5th Avenue South and is a short drive from the beach and downtown Naples.
The two-bedroom, one-bathroom apartment sleeps four guests, features a fully equipped kitchen with appliances including a fridge, freezer and microwave, free covered parking for two cars, complimentary YouTube TV, high-speed internet, and a small patio; queen beds are provided in both bedrooms.
Spacious Waterfront Home - Private Canal Access An - Naples, FL
No reviews

Spacious Waterfront Home - Private Canal Access An

apartment, Naples
This four-bedroom detached house is located on a peaceful canal in Naples, Florida, offering a tranquil waterfront setting away from the city centre.
This spacious residence accommodates up to 10 guests with 2 bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, and a Jacuzzi, alongside a garden, fitness centre, and parking.
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