North Naples Holiday Rentals

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Holiday Rentals in North Naples

Wiggins Pass Chalet

4.0 star property
9.8 out of 10, Exceptional, (221)
"Clean, spacious, beautiful walk-n shower. Comfortable and safe property!"
Wiggins Pass Chalet

CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

9.2 out of 10, Wonderful, (55)
"Nice little cottage in a great location."
The price is NZ$704
includes taxes & fees
7 July - 8 July
CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard

Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach

10.0 out of 10, Exceptional, (278)
"Once again had a lovely time at the White Cottage."
The price is NZ$734
includes taxes & fees
7 July - 8 July
Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach

COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area

9.4 out of 10, Exceptional, (27)
"This VRBO worked great for our family of four over the kids spring break. Great location for everything you need and close to the beach!"
The price is NZ$492
includes taxes & fees
7 July - 8 July
COZY BEACH HOME! Walk/Bike to Beach, Dining, Shops, Near Ritz-fenced doggie area

Relax by the sand at nearby Vanderbilt Beach or hang by heated pool

10.0 out of 10, Exceptional, (244)
"This house is first class, owner is very responsive,I would recommend it highly "
Relax by the sand at nearby Vanderbilt Beach or hang by heated pool

Top‘s Naples Park Home, sleeps 6 (+ toddler), close to beach, near all!

10.0 out of 10, Exceptional, (108)
"Yet another great stay here. Love this place. "
Top‘s Naples Park Home, sleeps 6 (+ toddler), close to beach, near all!

New Construction, 4 Bedroom, 4.5 Bathroom, Pool, Spa. Sleeps 8!

2.0 star property
9.2 out of 10, Wonderful, (5)
"Had a wonderful week relaxing in the pool, biking to the beach, and enjoying Naples. This home was spotless and well equipped for all our needs. Would love to return for another stay!"
New Construction, 4 Bedroom, 4.5 Bathroom, Pool, Spa. Sleeps 8!

Spacious 2-Story Villa with Pool & Putting Green

9.2 out of 10, Wonderful, (34)
"Very clean, organized, has all amenities, great pool and jacuzzi, beer to beaches… quite neighborhood and near to all key attractions. We had a great time - the host / property manager was very good to communicate with. "
Spacious 2-Story Villa with Pool & Putting Green

6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida

9.4 out of 10, Exceptional, (21)
"5 “senior” guys were comfortably accommodated in this rental."
6 Bedrooms 4 baths Dream Pool Home near Vanderbilt Beach Naples Florida

Renovated snowbird-friendly home with private heated pool, pool spa, gas grill

9.4 out of 10, Exceptional, (51)
"Lives the house. Clean, great pool, great location. Sauna never seemed to get hot unfortunately. Overall would def recommend "
Renovated snowbird-friendly home with private heated pool, pool spa, gas grill

Resort Like Amenities Close to Beach

9.8 out of 10, Exceptional, (9)
"Great house as described. Host was very communicative and amenities were amazing. Would definitely book again!!"
The price is NZ$1,188
includes taxes & fees
8 July - 9 July
Resort Like Amenities Close to Beach

Spacious 6bdr/5bath Vacation Home 1 mi to beach

9.4 out of 10, Exceptional, (52)
"Good overall stay and Nice home"
Spacious 6bdr/5bath Vacation Home 1 mi to beach

SUMMER SPECIAL! NEW! Luxury Home for 12, Heated Pool/Spa, FREE Bikes, Near Beach

10.0 out of 10, Exceptional, (24)
"Great home for family vacation. Pool and hot tub were a hit. Excellent proximity to everything. Enjoyed our time in Naples."
SUMMER SPECIAL! NEW! Luxury Home for 12, Heated Pool/Spa, FREE Bikes, Near Beach

SUMMER PROMO! Finest Luxury Home, Heated pool/spa, Close to Beach, FREE Bikes

10.0 out of 10, Exceptional, (84)
"This home was amazing. The outdoor space was our favorite. Our family really enjoyed our stay. Thanks!"
SUMMER PROMO! Finest Luxury Home, Heated pool/spa, Close to Beach, FREE Bikes

Newly Furnished! Minutes from beach, heated private pool, Elegant and Coastal!

10.0 out of 10, Exceptional, (32)
"Beautyfull house and pool. "
Newly Furnished! Minutes from beach, heated private pool, Elegant and Coastal!

3BED 3BATH Tropical Paradise WATERFRONT POOL HOUSE On Canal 1 mile to the BEACH!

9.8 out of 10, Exceptional, (88)
"Me and my family spend the weekend there and everything was perfect the house is clean and beautiful,it’s a beautiful house we spent a wonderful day and have a great time I really enjoyed the stay "
3BED 3BATH Tropical Paradise WATERFRONT POOL HOUSE On Canal 1 mile to the BEACH!

Upscale condo steps from gorgeous Vanderbilt beach

9.8 out of 10, Exceptional, (20)
"I really enjoyed my stay and will definitely be back next year"
The price is NZ$936
includes taxes & fees
13 July - 14 July
Upscale condo steps from gorgeous Vanderbilt beach

Casa Bella in Heart of Naples, Playground, All-New Interior, Beautiful & Bright

9.8 out of 10, Exceptional, (6)
"The hosts were great to communicate with and we had a wonderful stay. "
The price is NZ$803
includes taxes & fees
20 July - 21 July
Casa Bella in Heart of Naples, Playground, All-New Interior, Beautiful & Bright

Charming 3-bedroom house in Hickory Bay- on water-North Naples- Bonita Springs-

10.0 out of 10, Exceptional, (7)
"My family and I had a fantastic experience! The place was exactly as described—clean, cozy, and well-equipped with everything we needed and great amenities. The host was incredibly responsive and helpful, making our trip even easier. The location was perfect, and the neighborhood was quiet and safe. I would definitely stay here again and highly recommend it to anyone looking for a comfortable and beautiful stay!"
Charming 3-bedroom house in Hickory Bay- on water-North Naples- Bonita Springs-

Bike to beach! Heated pool, pet-friendly. Summer 2025 sale!

9.6 out of 10, Exceptional, (162)
"We loved the backyard and pool! Great location! "
Bike to beach! Heated pool, pet-friendly. Summer 2025 sale!
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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Frequently asked questions

Can I find holiday rentals in North Naples?

Yes, there are holiday rentals close to the most popular sights in North Naples, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and popular beaches in North Naples. While you're here, grab a bite or have a drink at the top-notch restaurants.

What are some of the best holiday rentals that North Naples has to offer?

Charming Beach Cottage with private Pool&Spa! Walk to stunning Vanderbilt Beach: This highly rated holiday home rental in North Naples is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in North Naples are Top‘s Naples Park Home, sleeps 6 (+ toddler), close to beach, near all! and CENTRALLY LOCATED BEACH HOME, Walk/Bike to Beach,Shops,Dining, Large Fenced Yard.

How many holiday rentals will I find in North Naples?

With 1084 Expedia holiday rentals, you're guaranteed to find just the right place for your North Naples stay.

What can I see and do in North Naples?

Cultural attractions include Artis-Naples and Silverspot Cinema, whereas Vanderbilt Beach and North Collier Regional Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Mercato and La Playa Golf Club.

What are holiday rentals like in North Naples?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in North Naples. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for small groups.