Naples, FL holiday rentals

Holiday Rentals in Naples, FL

5240 available vacation rental offers

2 1
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Best Holiday rentals and Airbnb offers in Naples, FL

Luxurious 2-bedroom Apartment With1st Class Tennis - Near Beach And Naples Shops - Naples, FL
8.7Very good 123 reviews
Naples, FL
2 2
SG$222/nighttotal: SG$1332 (6 )

Luxurious 2-bedroom Apartment With1st Class Tennis - Near Beach And Naples Shops

apartment - Naples
This two-bedroom apartment is situated in central Naples, within easy reach of three popular golf courses and a short drive from shopping and dining options. It consistently receives very good ratings from guests.
The 98 square metre apartment comfortably accommodates up to four guests and features a well-equipped kitchen, a terrace, a swimming pool, a Jacuzzi, a spa, a fitness centre, a tennis court, and parking.
Quiet, Newly Renovated Home With Pool And Garden - Naples, FL
9.4Excellent 60 reviews
Naples, FL
5 3
SG$357/nighttotal: SG$2499 (7 )

Quiet, Newly Renovated Home With Pool And Garden

house - Naples
This charming house is situated in Poinciana Village, just four miles from the beautiful Naples beaches, offering easy access to the area's attractions and amenities. The property has received excellent ratings from previous guests, highlighting its comfortable and convenient stay.
The house spans 149 square metres and can accommodate up to eight guests, offering ample space for families or groups of friends. It features a fully equipped kitchen, a private garden, a swimming pool, and a screened-in lanai, perfect for enjoying the Florida sunshine and relaxing in comfort.
Park Shore Resort, 1st Floor, Bldg.i, End Unit - Naples, FL
9.4Excellent 28 reviews
Naples, FL
2 2
SG$367/nighttotal: SG$2569 (7 )

Park Shore Resort, 1st Floor, Bldg.i, End Unit

house - Naples
This two-bedroom house is situated in Park Shore, a peaceful Naples neighbourhood, just a short drive from the Naples Museum of Art and Tin City. It has consistently received excellent guest and location ratings and a very good cleanliness rating.
The property spans 78 square metres and comfortably accommodates up to four guests. It boasts a range of amenities, including a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, a Jacuzzi, a fitness centre, and parking.
Resort Style Condo 4th Floor, Heart Of Naples. - Naples, FL
9.0Excellent 26 reviews
Naples, FL
5 2
SG$386/nighttotal: SG$2702 (7 )

Resort Style Condo 4th Floor, Heart Of Naples.

resort - Naples
This smoke-free apartment building is located in Naples' Park Shore district, just a short walk from Venetian Bay, Waterside Shops, and Village on Venetian Bay. Guests have praised its excellent location, cleanliness, and overall experience.
The 'Resort Style Condo 4th Floor, Heart Of Naples' offers a comfortable living space with two bathrooms and a washing machine, perfect for longer stays. Guests can enjoy a range of amenities including a swimming pool, fitness centre, and a balcony, ideal for relaxing after exploring Naples' attractions.
Park Shore Resort, 3rd Floor, Bldg. E - Naples, FL
9.6Excellent 45 reviews
Naples, FL
3 2
SG$492/nighttotal: SG$2460 (5 )

Park Shore Resort, 3rd Floor, Bldg. E

house - Naples
This two-bedroom property is located in Park Shore, Naples, just a short distance from the Naples Museum of Art and Tin City, offering easy access to cultural attractions and shopping. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 84 square metre house comfortably accommodates up to four guests. The property boasts a range of modern amenities, including a fully equipped kitchen, air conditioning, a swimming pool, a fitness centre, and a terrace.
Park Shore Resort, 1st Floor, Bldg. A - Naples, FL
9.8Excellent 26 reviews
Naples, FL
2 2
SG$385/nighttotal: SG$2695 (7 )

Park Shore Resort, 1st Floor, Bldg. A

house - Naples
This holiday home is situated in Park Shore, a peaceful neighbourhood in Naples, just a short distance from the Naples Museum of Art and Lowdermilk Beach. Guests have consistently praised the property for its excellent location, cleanliness, and overall experience.
This two-bedroom property spans 78 square metres and comfortably accommodates up to four guests. The home offers a range of amenities, including a fully equipped kitchen, air conditioning, a swimming pool, a fitness centre, and parking.
Tennis, Pool, Lakeview, Free Wi-fi Cozy 2/2 Condo In The Heart Of Naples - Naples, FL
9.8Excellent 60 reviews
Naples, FL
2 2
SG$278/nighttotal: SG$1946 (7 )

Tennis, Pool, Lakeview, Free Wi-fi Cozy 2/2 Condo In The Heart Of Naples

apartment - Naples
This smoke-free apartment is conveniently located in Central Naples, within a 5 km radius of Quail Run, Kensington, and Naples Grande golf courses. It has received excellent reviews from previous guests.
This two-bedroom, two-bathroom apartment offers 93 square metres of living space and can comfortably accommodate four guests. The property is equipped with a fully fitted kitchen, a washing machine, a balcony, a swimming pool, a fitness centre, a tennis court, and parking.
Peace On Pompei - Naples, FL
9.2Excellent 166 reviews
Naples, FL
2 3
SG$323/nighttotal: SG$2261 (7 )

Peace On Pompei

house - Naples
Peace on Pompei is located in Naples, just a short drive from Tin City and the Naples Museum of Art, offering easy access to attractions and a peaceful setting. This property has consistently received excellent ratings for its location, user experience, and cleanliness, ensuring a comfortable and enjoyable stay.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests, and spans 136 square metres. Amenities include a private pool, air conditioning, a fully equipped kitchen, a patio with pool views, free Wi-Fi, and parking, providing everything needed for a relaxing and enjoyable vacation.
Royal Palm House Tin City Shops - Naples, FL
9.6Excellent 112 reviews
Naples, FL
5 3
SG$295/nighttotal: SG$2065 (7 )

Royal Palm House Tin City Shops

- Naples
This charming three-bedroom apartment is situated in a peaceful cul-de-sac, just a short walk from the bustling 5th Avenue and a little over a mile from Naples' beautiful beaches. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The apartment spans 130 square metres and offers ample space for families or groups of friends. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private balcony, a shared garden with a BBQ area, and access to a shared garage with beach toys.
Park Shore Resort, 1st Floor, Bldg. B - Naples, FL
9.3Excellent 27 reviews
Naples, FL
2 2
SG$367/nighttotal: SG$2569 (7 )

Park Shore Resort, 1st Floor, Bldg. B

house - Naples
This two-bedroom house is situated in the Park Shore district of Naples, just a short distance from the Naples Museum of Art and Tin City. The property has received excellent ratings for location, cleanliness, and overall user experience.
The 78 square metre house comfortably accommodates four guests and features a fully equipped kitchen with a dishwasher and fridge, air conditioning, free WiFi, a swimming pool, a fitness centre, and parking. Guests can enjoy a range of activities including exploring nearby beaches, visiting the Naples Zoo, and enjoying the vibrant atmosphere of Tin City.
Excellent Location ~ 1.5 Miles To The Beach ~ 3bed/2bath House W/fenced Backyard - Naples, FL
9.7Excellent 236 reviews
Naples, FL
6 3
SG$361/nightfor 1 night

Excellent Location ~ 1.5 Miles To The Beach ~ 3bed/2bath House W/fenced Backyard

house - Naples
This family-friendly house is located in central Naples, within a mile of Venetian Bay and the Waterside Shops. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The property spans 149 square metres and comfortably sleeps up to seven guests in its three bedrooms. Guests can enjoy a range of amenities, including a jacuzzi, a garden, a terrace, a fully equipped kitchen, and free Wi-Fi.
Crystal Palms - Naples, FL
9.7Excellent 261 reviews
Naples, FL
5 4
SG$418/nighttotal: SG$2926 (7 )

Crystal Palms

- Naples
This charming four-bedroom house is situated in a peaceful neighbourhood just off Naples' bustling 5th Avenue, offering easy access to shops, restaurants and entertainment. The property consistently receives excellent ratings for location, cleanliness and overall guest experience.
The spacious house comfortably accommodates eight guests with three bathrooms and a dedicated media room for relaxation. Guests can enjoy a private pool, a well-equipped kitchen, a garden and parking, as well as the option of heating the pool during the cooler months.

Other types of accommodation in Naples, FL

Best Naples, FL holiday rentals with a pool

Among the 5240 accommodations in Naples, FL, here are the 8 best rentals with a pool

Park Shore Resort, 1st Floor, Bldg.h - Naples, FL
9.4Excellent 34 reviews
Naples, FL
2 2
SG$367/nighttotal: SG$2569 (7 )

Park Shore Resort, 1st Floor, Bldg.h

house - Naples
This two-bedroom house in Park Shore, Naples, is conveniently located close to the Naples Museum of Art, Lowdermilk Beach, and the Naples Zoo, making it ideal for exploring the area's cultural and natural attractions. This property consistently receives excellent user ratings, highlighting its appeal to travellers.
The 78 square metre house comfortably accommodates up to four guests and features a fully equipped kitchen, free Wi-Fi, air conditioning, a swimming pool, and a fitness centre, ensuring a relaxing and enjoyable stay.
Parkshore Resort Apartment - Naples, FL
8.9Very good 6 reviews
Naples, FL
2 1
SG$216/nighttotal: SG$1296 (6 )

Parkshore Resort Apartment

apartment - Naples
This two-bedroom apartment is located in Naples, close to the Naples Museum of Art and Tin City. The apartment has received very good ratings for user experience, cleanliness, and a good rating for location.
The apartment is 4 square metres in size and offers a range of amenities and activities for a comfortable stay, including a private pool, a balcony with lake views, a wellness area with a hot tub and fitness centre, a fully equipped kitchen, an on-site restaurant, free private parking, Wi-Fi, barbecue facilities, a car rental service, and a concierge service.
Tropical Retreat Pool Home Close To Downtown & Naples Beaches - Naples, FL
9.8Excellent 274 reviews
Naples, FL
5 4
SG$646/nighttotal: SG$4522 (7 )

Tropical Retreat Pool Home Close To Downtown & Naples Beaches

house - Naples
This four-bedroom house in East Naples is ideally located within a mile of both Village Plaza Shopping Center and Fifth Avenue South, offering easy access to shops, restaurants, and entertainment. The property has received excellent ratings for user experience, location, and cleanliness, making it a popular choice for travellers.
The spacious house boasts a floor area of 190 square metres and can accommodate up to eight guests. It features a private pool, a jetted tub, a garden, and barbecue facilities, providing a range of amenities for relaxation and entertainment.
By The Beach And 5th - Studio Guest Home & Pool - Naples, FL
10Excellent 120 reviews
Naples, FL
2 1
SG$277/nighttotal: SG$1939 (7 )

By The Beach And 5th - Studio Guest Home & Pool

studio - Naples
This studio apartment is ideally located in Naples, just a mile from the beach, 5th Avenue shopping and dining, the mall, the zoo, and Baker Park, making it a convenient base for exploring the city. It has received excellent ratings for its cleanliness, location, and overall experience.
The studio offers a comfortable and well-equipped space for two guests, with a private entrance, a fully equipped kitchen and bathroom, and a floor area of 28 square metres. Guests can enjoy a range of amenities including a private terrace, a tropical garden with a swimming pool, bikes, beach equipment, and a fitness centre.
Park Shore Resort By Sunstream - Naples, FL
8.8Very good 938 reviews
Naples, FL
6 2
SG$546/nightfor 1 night

Park Shore Resort By Sunstream

resort - Naples
Park Shore Resort by Sunstream is located in Naples, Florida, just a short drive from the beautiful North Gulfshore beach and close to attractions like Tin City and the Naples Museum of Art. This resort has consistently received very good ratings for its cleanliness, location, and overall experience.
The resort offers a range of accommodation options, including comfortable rooms with private bathrooms and modern amenities. Guests can enjoy a variety of facilities, including a swimming pool, hot tub, tennis court, fitness centre, and BBQ facilities, making it a great choice for families and couples alike.
Naples Bay Resort & Marina - Naples, FL
9.2Excellent 1132 reviews
Naples, FL
6 2
SG$1117/nightfor 1 night

Naples Bay Resort & Marina

resort - Naples
Naples Bay Resort & Marina is located on the waterfront in Naples, just a short walk from Fifth Avenue South and Gordon River, with Tin City and Port-O-Call Marina within a 10-minute drive. The resort consistently receives excellent ratings for location, cleanliness and overall experience.
The resort offers a range of accommodation options, from spacious suites to family-friendly apartments. Guests can enjoy a variety of amenities, including swimming pools, a spa, a fitness centre, a restaurant, a bar, and a tennis court.
Charter Club Resort Of Naples Bay - Naples, FL
9.1Excellent 653 reviews
Naples, FL
15 3
SG$2469/nighttotal: SG$17283 (7 )

Charter Club Resort Of Naples Bay

hotel - Naples
The Charter Club Resort of Naples Bay is located in Naples' historic district, just a short drive from the beaches and the Naples Pier. This 3-star resort has received excellent user ratings for its location, cleanliness, and overall experience.
The resort offers spacious living areas and fully equipped kitchens in each unit. Guests can enjoy a range of amenities, including a swimming pool, hot tub, fitness centre, restaurant, and bar, as well as access to local activities like golf, fishing, and exploring the city's cultural scene.
Beautiful House W/private Heated Pool, Minutes From Beaches, Golf & Shopping - Naples, FL
9.8Excellent 205 reviews
Naples, FL
3 3
SG$430/nighttotal: SG$2150 (5 )

Beautiful House W/private Heated Pool, Minutes From Beaches, Golf & Shopping

house - Naples
This three-bedroom house is located in Central Naples, just a short distance from Gordon River and within easy reach of Naples Grande Golf Club and the Conservancy of Southwest Florida. The property has received excellent ratings for its location, cleanliness, and overall experience.
This spacious house, spanning 139 square metres, comfortably accommodates up to six guests. The house offers a range of amenities, including a private pool, a tennis court, a garden, and a fully equipped kitchen, providing everything you need for a relaxing and enjoyable stay.

Best family friendly Naples, FL holiday rentals

Among the 5240 accommodations in Naples, FL, here are the 8 best family friendly rentals

Charming Pool Home Close To Downtwn - Naples, FL
10Excellent 19 reviews
Naples, FL
5 3
SG$537/nighttotal: SG$3759 (7 )

Charming Pool Home Close To Downtwn

apartment - Naples
This apartment is situated on a canal just a short distance from both the beach and the centre of Naples, offering a peaceful retreat while remaining close to all the attractions. It has received excellent ratings for cleanliness, location and overall experience, making it a popular choice for travellers.
The property is spacious, with three bedrooms and a floor area of 130 square metres, providing ample space for families or groups. Guests can enjoy a range of amenities, including a private pool, a fenced-in yard, water sports equipment, bikes, and a spacious living area with a Florida room, perfect for relaxing and entertaining.
2 Bedroom Modern Lifestyle - Naples, FL
9.9Excellent 57 reviews
Naples, FL
2 3
SG$746/nighttotal: SG$4476 (6 )

2 Bedroom Modern Lifestyle

apartment - Naples
This apartment is located in a 22-acre complex just a short distance from 5th Avenue and the beaches in Naples, offering easy access to the area's attractions and amenities. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious, with 144 square metres of living space. Guests can enjoy a range of amenities, including multiple swimming pools, hot tubs, a gym, tennis courts, a sauna, a spa, a member's lounge, and a free shuttle service to nearby destinations.
Condo 2 Bedrooms 2 Baths Pool 6min To Beaches Downtown Restaurants Shopping - Naples, FL
9.8Excellent 295 reviews
Naples, FL
2 2
SG$332/nighttotal: SG$2324 (7 )

Condo 2 Bedrooms 2 Baths Pool 6min To Beaches Downtown Restaurants Shopping

apartment - Naples
This family-friendly apartment is situated on the waterfront in Naples, within a 5km radius of three renowned golf courses. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment is spacious, covering 93 square metres and comfortably accommodating up to 5 guests in its two bedrooms and two bathrooms. It offers a range of amenities, including a swimming pool, Jacuzzi, sauna, spa, fitness centre, tennis court, and a private balcony with stunning views.
Keys Stilt Cottage Lower Unit - Naples, FL
9.7Excellent 217 reviews
Naples, FL
3 1
SG$220/nighttotal: SG$1100 (5 )

Keys Stilt Cottage Lower Unit

cottage - Naples
This charming cottage is perfectly situated in central Naples, just a short walk from the beautiful Gordon River and the bustling Fifth Avenue South, making it ideal for exploring the city's attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property offers a comfortable and well-equipped single-bedroom home, spanning 56 square metres. Guests can enjoy a fully equipped kitchen, a private patio, and a range of amenities including air conditioning, free Wi-Fi, and a washing machine, ensuring a relaxing and convenient stay.
Coral Cottage Retreat - Naples, FL
9.8Excellent 179 reviews
Naples, FL
5 2
SG$297/nighttotal: SG$2079 (7 )

Coral Cottage Retreat

apartment - Naples
Coral Cottage Retreat is a peaceful apartment located just a short distance from Naples Zoo and Tin City, offering a tranquil escape from the hustle and bustle of the city. It has consistently received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The 2-bedroom apartment comfortably accommodates up to 6 guests and offers 70 square metres of space. Guests can enjoy a range of features including a fully equipped kitchen, a private patio and balcony, a swimming pool, a spa, and private parking, ensuring a relaxing and enjoyable stay.
Stylish Brick Enclave-5 Minutes From The Beach - Naples, FL
9.9Excellent 265 reviews
Naples, FL
2 2
SG$346/nighttotal: SG$2422 (7 )

Stylish Brick Enclave-5 Minutes From The Beach

house - Naples
This family-friendly house is located just a mile from Venetian Bay and the Waterside Shops in Naples, offering easy access to the area's attractions, including Park Shore Beach and Village on Venetian Bay, both within a two-mile radius. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house spans 65 square metres and comfortably accommodates up to four guests in its two bedrooms and one bathroom. Amenities include a fully equipped kitchen, a private garden with a barbecue, a terrace, a spa, air conditioning, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Modern Pool Villa, Minutes From Beaches, Golf & Shopping, Free Wifi & Parking - Naples, FL
9.5Excellent 41 reviews
Naples, FL
3 4
SG$479/nighttotal: SG$2395 (5 )

Modern Pool Villa, Minutes From Beaches, Golf & Shopping, Free Wifi & Parking

house - Naples
This four-bedroom house is conveniently located in Central Naples, just a short drive from the city's beautiful beaches, Naples Zoo, and the Naples Preserve and Conservancy. It has received excellent reviews from previous guests, highlighting its comfortable and family-friendly atmosphere.
The spacious 195 square metre property can comfortably accommodate up to eight guests. It boasts a well-equipped kitchen, a relaxing outdoor patio with a heated pool, and a range of modern amenities including high-speed internet, a two-car garage, and parking for guests.
Cathedral Heights - Naples, FL
9.9Excellent 150 reviews
Naples, FL
6 4
SG$685/nightfor 1 night

Cathedral Heights

apartment - Naples
This four-bedroom apartment is ideally located just a five-minute drive from Clam Pass Beach, offering a peaceful escape from the hustle and bustle of Naples. The property consistently receives excellent ratings for its cleanliness, location, and overall experience.
The apartment comfortably sleeps eight guests and offers a well-equipped kitchen, a refreshing swimming pool, and parking. Enjoy the convenience of internet access, air conditioning, and the option of heating the pool for year-round enjoyment.

Frequently Asked Questions about hotels in Naples

  • 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.
  • 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 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.
  • 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 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.

Destinations nearby

Best pet friendly Naples, FL holiday rentals

Among the 5240 accommodations in Naples, FL, here are the 2 best pet friendly rentals

Royal Palm Flat - Naples, FL
9.7Excellent 142 reviews
Naples, FL
2 2
SG$179/nighttotal: SG$1253 (7 )

Royal Palm Flat

house - Naples
This charming first-floor flat is situated on a quiet cul-de-sac, just a short walk from the lively 5th Avenue and a little over a mile from Naples' beautiful beaches. It has consistently received excellent ratings for location, cleanliness, and overall guest experience.
The property offers a spacious layout with two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, and a shared garage stocked with beach toys, games, and a barbecue area for outdoor dining.
Naples Grande Beach Resort - Naples, FL
8.3Very good 2365 reviews
Naples, FL
15 7
SG$10073/nighttotal: SG$70511 (7 )

Naples Grande Beach Resort

resort - Pelican Bay
Naples Grande Beach Resort is situated on Florida's Paradise Coast in Naples, just a short drive from Pelican Bay, a luxurious area with upscale shops, restaurants, and attractions. The resort has received very good ratings for its location, cleanliness, and overall experience.
The resort has 23 acres of waterfront property on the Gulf of Mexico, offering stunning views and direct beach access. Guests can enjoy a range of amenities including a 100-foot water slide, an 18-hole championship golf course, a full-service luxury spa, a sauna, a hot tub, 15 clay tennis courts, and five restaurants and lounges.