Holiday Homes in Naples

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Featured Holiday Homes in Naples

Located in the heart of Old Naples! Enjoy the beach shopping and dining

10.0 out of 10, Exceptional, (15)
"We stayed for 3 weeks and it was perfect. We had everything we needed and it was very comfortable. Carla and John were super nice and friendly. They checked on us periodically and were very helpful when we needed something. Their listing and pictures are accurate and the location couldn’t be better. They welcomed our dog and he loved chatting with their dog through the railing. lol. Carla even mailed to me a few things that were left behind. We very much want to book with them again. "
Located in the heart of Old Naples! Enjoy the beach shopping and dining

Paradise Palms, Enjoy Serenity by the Sea

9.2 out of 10, Wonderful, (29)
"Perfect beach perfect weather perfect house - with everything you need. All we want is just to come back 😀"
Paradise Palms, Enjoy Serenity by the Sea

BONITA BEACHFAMILY MANSION 4 BED3.5BATH CUSTOM NEW POOL SPA OUTDOOR KITCHEN BBQ

9.6 out of 10, Exceptional, (58)
"This was a beautiful home with an amazing swimming pool and jacuzzi. There was so much room for everyone and so many supplies available to us. Valerie was always available by text and very responsive. There were nine of us including a 4 month-old baby. This was the best vacation our family has ever had! "
BONITA BEACHFAMILY MANSION 4 BED3.5BATH CUSTOM NEW POOL SPA OUTDOOR KITCHEN BBQ

Charming 2-bedroom house in lovely Downtown Bonita Springs with Pool & Golf Cart

The price is NZ$1,218
includes taxes & fees
2 Feb - 3 Feb
Charming 2-bedroom house in lovely Downtown Bonita Springs with Pool & Golf Cart

MODEL LUXURY HOME, Hi Tech, Pool, Outdoor Kitchen, New and Fresh

9.8 out of 10, Exceptional, (93)
"We were in Naples for a football tournament and this home was amazing. The pictures are exactly what we saw. The kids enjoyed the pool daily. The kitchen and master bathroom were my favorite. My husband enjoyed the outdoor kitchen with the grill. The neighborhood was extremely nice. My only complaints were the Wi-Fi would disconnect every 15 minutes. Other than that we all enjoyed ourselves and would stay here again. "
MODEL LUXURY HOME, Hi Tech, Pool, Outdoor Kitchen, New and Fresh

Unharmed by Milton! Closest Vacation Cottage to Vanderbilt Beach priv. Pool&Spa

10.0 out of 10, Exceptional, (260)
"My husband and I stayed here over the holidays with our 5 month old baby and his parents. The cozy house was well suited for us with the baby supplies, pool/hot tub, and proximity to the beach. The host was responsive to any questions/concerns we had during our stay."
Unharmed by Milton! Closest Vacation Cottage to Vanderbilt Beach priv. Pool&Spa

Elegant guest suite with a Dock and Pool

10.0 out of 10, Exceptional, (76)
"Kitchen is a little small."
Elegant guest suite with a Dock and Pool

Tranquil home near golf with heated pool/spa, high-speed WiFi & central AC

8.6 out of 10, Excellent, (32)
"The air conditioning did not work. "
Tranquil home near golf with heated pool/spa, high-speed WiFi & central AC

2 Living Spaces! Outdoor Area W/Private Heated Pool! Free Bikes! Over $100 of Free Daily Activities!

9.6 out of 10, Exceptional, (34)
"This was a fun house in a good location. Really enjoyed screened in lanai and pool area. Close to beaches and shopping. Easy access to airport. Interior is a little dated but comfortable. "
2 Living Spaces! Outdoor Area W/Private Heated Pool! Free Bikes! Over $100 of Free Daily Activities!

Tranquil Hideaway: Experience Privacy and Joy

9.8 out of 10, Exceptional, (63)
"Absolutely loved this VRBO! Very open and inviting! Great location so close to everything! 20 minutes to Sanibel Island and beautiful park just down the street! The information book was a huge plus! These owners thought of everything! Even gave a reminder text so we wouldn’t forget the garbage schedule! Very helpful! Loved the pool area and beds were soooo comfortable! Thank you, The Hoss family"
Tranquil Hideaway: Experience Privacy and Joy

Heated Pool, Relaxing Lanai, Sleeps 10, Near Beaches!

9.6 out of 10, Exceptional, (8)
"Well appointed; comfortable beds, and great communication with the owner. "
The price is NZ$968
includes taxes & fees
23 Jan - 24 Jan
Heated Pool, Relaxing Lanai, Sleeps 10, Near Beaches!

Spacious Beautiful Private House 2.9 Mi To The Beach Publix & 20 Restaurants

9.4 out of 10, Exceptional, (3)
"Great property on a quiet street. Would definitely return."
The price is NZ$748
includes taxes & fees
11 Feb - 12 Feb
Spacious Beautiful Private House 2.9 Mi To The Beach Publix & 20 Restaurants

Bungalow Close to Naples Beaches

Bungalow Close to Naples Beaches

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

Peaceful home next to the best restaurants, BEACHES... $5 CLEANING

9.6 out of 10, Exceptional, (50)
"It was very close to all our activities. The bed was sooooo comfy. Would definitely stay there again and encourage anyone to choose this one."
Peaceful home next to the best restaurants, BEACHES... $5 CLEANING

Serene Waterfalls, Garden, Privacy, Heated Pool, Spa &, Large Two Story Retreat

8.6 out of 10, Excellent, (145)
"This house is in a great location and close to a lot. The home has good privacy in a nice neighborhood. The home itself is very outdated and in need of a little cosmetic love. The pool was not heated and had a lot of debris at the bottom. Otherwise, place worked for our group, it was a comfortable stay."
Serene Waterfalls, Garden, Privacy, Heated Pool, Spa &, Large Two Story Retreat

Updated, dog-friendly home in heart of town with patio & AC - walk everywhere

10.0 out of 10, Exceptional, (6)
"This was a beautiful little place! Amazingly updated and very comfortable. We will return! "
Updated, dog-friendly home in heart of town with patio & AC - walk everywhere

Modern Direct Beachfront Paradise | 3-Bedroom & 2.5 Bath

10.0 out of 10, Exceptional, (55)
"My family and I had a wonderful time. Terrific location and beautiful property. Was wonderful and would rent again in a second."
Modern Direct Beachfront Paradise | 3-Bedroom & 2.5 Bath

Coastal Capri Paradise

9.4 out of 10, Exceptional, (29)
"This little property was great! We had a blast either going into Marco Island (which was just minutes down the road) or staying around and using the kayaks. We went to Doreen’s Cup of Joe, The Dockside Bistro and Sweet Annie’s. We will definitely use this rental again when we come back down"
Coastal Capri Paradise

The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins

10.0 out of 10, Exceptional, (92)
"Very clean & convenient location!! "
The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins
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, (2094)
"Very nice rooms, washer & dryer a plus in the room. Staff very nice... Claw bar great. We always stay here when in Naples. "
The price is NZ$1,106
includes taxes & fees
23 Jan - 24 Jan
Bellasera Resort

Wiggins Pass Chalet

4.0 star property
9.8 out of 10, Exceptional, (177)
"Great stay"
The price is NZ$438
includes taxes & fees
23 Jan - 24 Jan
Wiggins Pass Chalet

GreenLinks Golf Villas at Lely Resort

3.0 star property
9.4 out of 10, Exceptional, (509)
"Wonderful golf course community with great views. Nice pool and loaner bikes were a bonus. "
The price is NZ$839
includes taxes & fees
27 Jan - 28 Jan
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.