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

Minimalist Haven Naples  Walk To Beach & 5th Ave - Naples, FL
9.0 4 reviews

Minimalist Haven Naples Walk To Beach & 5th Ave

apartment, Naples
This Old Naples apartment is situated less than 1 km from Fifth Avenue South and the Naples Regional Library, offering easy access to upscale shopping, dining, and quiet relaxation.
The 84 square metre property features two bedrooms, one bathroom, and a private fenced yard, accommodating up to six guests and including amenities such as a fireplace, air conditioning, and free WiFi; nearby Cambier Park provides further recreational opportunities.
Greenlinks Golf Villas At Lely Resort - Naples, FL
9.4 1204 reviews

Greenlinks Golf Villas At Lely Resort

resort, Lely Resort
GreenLinks Golf View Villa Mustang at Lely Resort is located in Naples, Florida, just 9.3 kilometres from the Naples Botanical Garden and 13.2 kilometres from Tin City. The resort has been consistently rated excellent for location, cleanliness and user experience.
This self-catering villa has three bedrooms and two bathrooms, comfortably accommodating larger groups or families. Guests can enjoy a range of amenities including a fitness room, hot tub, open-air bath, tennis courts, and a private balcony with lake views.
Location Is Everything! Clean And Quaint Condo In Beautiful Park Shore Resort. - Naples, FL
9.8 53 reviews

Location Is Everything! Clean And Quaint Condo In Beautiful Park Shore Resort.

apartment, Naples
This smoke-free apartment building is located in Park Shore, Naples, within a mile of Venetian Bay, Village on Venetian Bay, Waterside Shops, Artis-Naples, and The Baker Museum. The "Location Is Everything! Clean And Quaint Condo In Beautiful Park Shore Resort" has an excellent user rating.
This two-bedroom apartment, spanning 84 square metres, comfortably accommodates up to six guests. Enjoy the resort's outdoor pool, fitness centre, spa tub, barbecue grills, and concierge services.
4 Pools, Lazy River, Walk To 5th Ave Restaurants! - Naples, FL
9.8 208 reviews

4 Pools, Lazy River, Walk To 5th Ave Restaurants!

apartment, Naples
This two-bedroom cottage is located in Naples, Florida, just a short walk from Gordon River and Fifth Avenue South, placing you in the heart of the city's vibrant downtown area. It has received excellent ratings for location, cleanliness, and overall user experience.
The cottage offers 121 square metres of space, comfortably accommodating up to six guests. Enjoy a range of amenities, including a swimming pool, fitness centre, sauna, and spa, as well as a fully equipped kitchen and a balcony.

Best Naples, FL holiday rentals with a pool

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

Charming Private Sanctuary Heated Pool & Spa 15 - Naples, FL
9.4 33 reviews

Charming Private Sanctuary Heated Pool & Spa 15

apartment, Naples
This two-bedroom flat in East Naples is ideally located just a short distance from Naples Zoo at Caribbean Gardens, Naples Beach, and Vanderbilt Beach, offering easy access to the area's natural beauty and attractions. The property has consistently received excellent reviews from previous guests, highlighting its comfortable and convenient features.
This spacious flat can comfortably accommodate up to six guests, and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy a range of amenities including air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and parking.
H-245 - Second Floor With Lake View -Sleeps 6 - Naples, FL
No reviews

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

house, Naples
This holiday home is located in Naples, 2.6 kilometres from Clam Pass Park Beach and offers lake views.
This property features two bedrooms, two bathrooms, a 80 square metre floor area, air conditioning, a swimming pool, a fitness centre, and on-site entertainment including a casino and waterpark.
Waterfront Downtown Naples Condo - Naples, FL
9.4 76 reviews

Waterfront Downtown Naples Condo

apartment, Naples
This apartment is located in Old Naples, just 500 metres from Gordon River and Fifth Avenue South, a charming historic district known for its boutiques, art galleries, and restaurants. The property has excellent user, location, and cleanliness ratings.
The apartment has two bedrooms and covers 74 square metres. It includes a fully equipped kitchen, two bathrooms, a coffee/tea maker, a dishwasher, a Smart TV, a swimming pool, a spa tub, and parking.
6br W/ Heated Pool, Spa, Ev Charger & Guest House - Naples, FL
10 16 reviews

6br W/ Heated Pool, Spa, Ev Charger & Guest House

apartment, Lely
This spacious Lely holiday home is located approximately 3 kilometres from the beaches and golf courses, and within easy reach of Great Wolf Lodge and downtown Naples.
This family-friendly dwelling offers accommodation for up to 15 guests across a main house and separate guest house, featuring two kitchens, a heated saltwater pool, spa, and an EV charger, with comprehensive beach gear provided for your convenience.

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

A Tranquil Oasis In The Heart Of Naples, Your Ideal Home Away From Home - Naples, FL
10 1 review

A Tranquil Oasis In The Heart Of Naples, Your Ideal Home Away From Home

apartment, Naples
This Naples city centre flat offers immediate access to shops and restaurants within a 5-minute walk, with Naples' pristine beaches a 15-minute walk away and the Old Naples area a 8-kilometre drive.
This 84 square metre, two-bedroom, two-bathroom flat accommodates up to five guests and features a heated swimming pool, a screened balcony, and is conveniently located near Naples Zoo at Caribbean Gardens and Naples Pier.
Sunset Escape - Naples, FL
9.4 9 reviews

Sunset Escape

apartment, Naples
This waterfront apartment in Naples' Bayshore District offers direct Gulf access, is within walking distance of restaurants and parks, and lies 3.2 kilometres from Fifth Avenue South and Naples' beaches.
The two-bedroom, one-bathroom property sleeps six, includes a saltwater pool, on-site amenities such as a coffee lounge and yoga studio, and allows pets; the entire suite can be reserved for events.
Sunroom & Yard! Family Naples Haven 3 Mi To Beach - Naples, FL
No reviews

Sunroom & Yard! Family Naples Haven 3 Mi To Beach

apartment, Naples
This East Naples flat is located in a tranquil residential district, 4.8 kilometres from Naples Pier and 6.4 kilometres from Naples Botanical Garden and Naples Zoo.
This 116 square metre rental property offers two bedrooms, two bathrooms, and accommodation for four guests, featuring a fenced garden with a furnished patio, a sunroom, and driveway parking for up to three vehicles.
Olde Naples Luxury At The Mark | Walk To Beach + 5th Ave | Weekly Stays | Resort Pool & Spa - Naples, FL
No reviews

Olde Naples Luxury At The Mark | Walk To Beach + 5th Ave | Weekly Stays | Resort Pool & Spa

apartment, Naples
This apartment is situated in Old Naples, a mere 300 metres from Fifth Avenue South's shops and restaurants, and within walking distance of the Gulf of Mexico.
This 158 square metre residence accommodates up to eight guests across three bedrooms and three bathrooms, featuring a chef's kitchen, a private balcony with pool views, and access to a communal swimming pool, jacuzzi, sauna, and fitness centre.

Best Naples, FL holiday rentals with parking

Downtown Naples Condo - Naples, FL
No reviews

Downtown Naples Condo

apartment, Naples
This Naples apartment, conveniently located near numerous attractions but with unspecified proximity to landmarks like the Duomo or Pompeii, offers a comfortable stay for up to four guests.
The two-bedroom, two-bathroom flat includes a kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, a swimming pool, jacuzzi, garden, and parking; further details regarding its size, interior design, and specific location within Naples are unavailable.
Naples Oasis: Peaceful 3br House Near Beaches - Naples, FL
9.8 162 reviews

Naples Oasis: Peaceful 3br House Near Beaches

house, Naples
This three-bedroom Naples apartment, ideally located for exploring the city, is a 16km drive from Naples' beaches and offers easy access to local restaurants, parks, and shops.
Sleeping six guests, the property boasts a fully equipped kitchen, private garden, parking for two cars, and beach essentials including chairs, umbrella, cooler, surfboard and toys; the mid-century modern, Florida, and Scandinavian design styles create an open-plan living space perfect for families.
Paradise Escape Luxury Pool W/game Room Close To All! Minutes To Beach - Naples, FL
9.8 17 reviews

Paradise Escape Luxury Pool W/game Room Close To All! Minutes To Beach

apartment, Naples
This three-bedroom Naples holiday home is conveniently located within 5km of the Naples Grande Golf Club, Naples Nature Centre, and the Naples Museum of Art, offering easy access to central Naples attractions.
Sleeping up to eight guests, the property boasts a private pool, garden, tennis court, and fully equipped kitchen including a dishwasher; housekeeping is available on request.
The Heron: Poolside Paradise - Naples, FL
9.7 58 reviews

The Heron: Poolside Paradise

apartment, Naples
This three-bedroom Naples house, ideally located near Moorings Park and within an 8km radius of Clam Pass Beach, Vanderbilt Beach, and Naples city centre, offers easy access to local attractions.
The newly renovated property sleeps eight, boasts a private pool, a fully equipped kitchen, two bathrooms, a two-car garage, and modern amenities including a 65” 4K HDTV and smart TVs; in-house laundry facilities add further convenience.