Holiday Homes in Naples

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Featured Holiday Homes in Naples

Beautiful home with private pool & lanai - near beaches & parks
9.0 out of 10, Wonderful, (32)
"The weather and environment were incredible."
Beautiful home with private pool & lanai - near beaches & parks
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING
9.6 out of 10, Exceptional, (50)
"Ivone and Romi where wonderful, very attentive, polite. We are looking forward to staying again. "
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING
3BR modern masterpiece with enclosed pool and bikes - snowbird-friendly
9.6 out of 10, Exceptional, (7)
"Enjoyed the spacious floorplan and rooms with separate bathrooms. We were disappointed with a few items. The lack of complete cups, dishes, utensils, and silverware. Also, the master bathroom wasn't stocked with toilet paper, shower gel, shampoo, soap, or washcloths. The bath towels and pool towels could use an update and be more plenty."
3BR modern masterpiece with enclosed pool and bikes - snowbird-friendly
Just bring your favorite people; beach, pool, bikes, relaxation awaits!
10.0 out of 10, Exceptional, (230)
"Everything was as described in the listing. Dan has great communication skills, the house was amazing and very clean. We had a great time drove up to Sanibel and got lots of beautiful shells. I would definitely recommend staying here."
Just bring your favorite people; beach, pool, bikes, relaxation awaits!
Chic 3BR Oasis by the Beach Heated Pool
10.0 out of 10, Exceptional, (5)
"We had an excellent few weeks staying at this lovely property in Naples. Very clear and comprehensive instructions provided in advance. High quality property and one of the best that we have stayed at in recent years. Wouldn't hesitate to book again if visiting the area. "
Chic 3BR Oasis by the Beach Heated Pool
Take a Dip at This 3 Bedroom Home
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice home, perfect for a mom, baby and grandma, with some baby gear actually provided! Nice pool, kitchen, and amenities. Only mild complaint was that the beds weren’t very comfortable. "
Take a Dip at This 3 Bedroom Home
Charming Bungalow, remodeled, heated pool, walk to the beach
9.8 out of 10, Exceptional, (53)
"I had a great stay. Loved the house and the area. Will stay here again. The host was amazing "
Charming Bungalow, remodeled, heated pool, walk to the beach
Elegant guest suite with a Dock and Pool
10.0 out of 10, Exceptional, (68)
"This was one of, if not the best VRBO we’ve ever stayed at. Quiet, peaceful , all the amenities you’d need. Only regret? Wish we had stayed longer. Fast and easy checkin and checkout, centrally located. And I cannot stress how peaceful the back dock and pool are. Thank you and I would stay again!! "
Elegant guest suite with a Dock and Pool
Luxury Waterfront Home with Dock and Enclosed Pool
10.0 out of 10, Exceptional, (114)
"Second time that we have stayed at this property. Everything was as expected. The house was clean and ready for us at the expected time. Kitchen items were well stocked, all we had to do was provide the food and beverages. Property is centrally located and close to restaurants, grocery stores and beaches. Love the pool and hot tub. Plenty of pool/beach towels provided. Would definitely stay here again. "
Luxury Waterfront Home with Dock and Enclosed Pool
Coastal Cottage, <1 mile to the Beach, near Ritz Carlton!
10.0 out of 10, Exceptional, (80)
"We can’t say enough about how beautiful this home is and a short walk to the beach. Close to everything Naples has to offer and a great coastal vibe. Wouldn’t hesitate to stay here again and highly recommended. "
Coastal Cottage, <1 mile to the Beach, near Ritz Carlton!
Bonita Springs Home w/ Pool - 2 Mi to Beach!
10.0 out of 10, Exceptional, (9)
"Exceeded our expectations. I will definitely stay here again. Our questions were always answered promptly and I was extremely satisfied with our stay."
Bonita Springs Home w/ Pool - 2 Mi to Beach!
Luxurious 4BR Retreat Pool Spa and Beach Proximity
10.0 out of 10, Exceptional, (3)
"We had a great trip to Naples. The home was as advertised and the golf cart made trips to the beach quick and convenient. The communication was great before and during our stay, we look forward to returning in the future."
Luxurious 4BR Retreat Pool Spa and Beach Proximity
Meticulously kept, about half mile to the ocean , restaurants and shops
9.6 out of 10, Exceptional, (12)
"We had a wonderful 2-week stay in this very-comfortable home. One week we worked from 'home' and ended each evening at one of the nearby beaches, watching the sunset. We used the fully-equipped kitchen to cook when we chose to eat in, or else enjoyed dinner at a variety of restaurants close by. Friends joined us the second week and we were on full vacation. This house had plenty of room, plus beach chairs, beach towels and coolers. It's located in a quiet neighborhood within walking distance to...
Meticulously kept, about half mile to the ocean , restaurants and shops
Sunset Beach | Modern, Luxury Beachfront Pool Home | Sleeps 12
2.5 star property
Sunset Beach | Modern, Luxury Beachfront Pool Home | Sleeps 12
Luxurious Pool Home: Steps from Vanderbilt Beach
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and rooms are very comfortable , love the back patio "
Luxurious Pool Home: Steps from Vanderbilt Beach
Something for everyone, heated pool, bikes, beaches, golf, tennis, to name a few
9.8 out of 10, Exceptional, (233)
"The property was much nicer, more spacious and better than we expected. exceeded all our expectations"
Something for everyone, heated pool, bikes, beaches, golf, tennis, to name a few
Unharmed by Milton! Stunning Beach Cottage with private pool! 2 miles to Beach!
10.0 out of 10, Exceptional, (188)
"Our family enjoyed our stay at the cottage, especially the pool. Thank you Marion for being responsive to our needs!"
The price is NZ$859
includes taxes & fees
12 Nov - 13 Nov
Unharmed by Milton! Stunning Beach Cottage with private pool! 2 miles to Beach!
Tasteful Home w/ Patio + Grill < 2 Mi to Beach!
10.0 out of 10, Exceptional, (50)
"Everything was nice and clean and exactly as advertised. Nice little neighborhood."
Tasteful Home w/ Patio + Grill < 2 Mi to Beach!
Heated Pool Home w Epic Arcades by Beach & Mercato
10.0 out of 10, Exceptional, (92)
"Es una maravillosa casa 🏠 para la perfecta celebración del cumpleaños de mi esposo junto ala family y amigos , la pasamos súper bien y todos muy happy !! Súper espaciosa , excelente limpieza , la piscina realmente espectacular, muy cerca de la playa y otros lugares magníficos como restaurantes, tiendas y de otro interés !! Keila muy amable y siempre a la orden contesta con brevedad y amabilidad y mucha empatía en satisfacer todas las necesidades !! Muy agradecidos y felicitamos por su...
The price is NZ$782
includes taxes & fees
9 Nov - 10 Nov
Heated Pool Home w Epic Arcades by Beach & Mercato
Steps from Bonita Beach! Great family home with a pool on salt water canal!
9.4 out of 10, Exceptional, (28)
"Nothing but good things to say about this property! Location is an excellent balance between the canal access and the beach. Had fun using the chairs and umbrella for the beach. Had 4 teenagers with us and they had plenty to do both at the house and in Bonita. Made a day trip to the Everglades for an air boat tour and went shopping in Naples. Doc’s Restaurant was excellent! Recommend the Sand Dollar Sliders and the Blackened Fish Sandwich! Property owner was very responsive. House was stocked...
Steps from Bonita Beach! Great family home with a pool on salt water canal!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Naples

Bellasera Resort
4.0 star property
9.6 out of 10, Exceptional, (2049)
"This was my first time in Naples and a friend recommended this resort-like hotel. I couldn’t have picked a better place to stay for the first time. Convenient location: very close to downtown in walking distance. The room had everything you need to stay for a short or longer time - I was there for 3 days but definitely will be back to stay longer. Spacious room/kitchen/living room/balcony/laundry. Very nice service too. The lobby was very picturesque. They have a bar in the building and a fine...
The price is NZ$658
includes taxes & fees
18 Nov - 19 Nov
Bellasera Resort
Wiggins Pass Chalet
4.0 star property
9.6 out of 10, Exceptional, (154)
"We loved our stay at Wiggins Pass Chalet! It was clean, modern/updated, roomy, comfortable beds/bedding. I can't say enough good about it! They had chairs that we borrowed for the beach which was nice. It was also great to have a full kitchen so we could eat some meals in room. There were pans/utensils, towels, and everything that we needed!"
The price is NZ$256
includes taxes & fees
11 Nov - 12 Nov
Wiggins Pass Chalet
GreenLinks Golf Villas at Lely Resort
3.0 star property
9.4 out of 10, Exceptional, (497)
"Great property. Much better than staying at a hotel. "
The price is NZ$517
includes taxes & fees
1 Dec - 2 Dec
GreenLinks Golf Villas at Lely Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.