We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Old Naples Holiday Rentals

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
loading...
From
€116
Per Night
1 / 19
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (6) Make Enquiry
From
€69
Per Night
1 / 9
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry
From
€676
Per Night
1 / 29
Payment Protection
4 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (12) Make Enquiry
From
€2,320
Per Night
1 / 30
4 Bedrooms, 6 Bathrooms, Sleeps 8
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
On the beach in Old Naples, Florida, Villa del Sol offers privacy and luxury washed by the sounds of the Gulf of Mexico. The main residence features 3 bedrooms/ 5 bathrooms, living and dining rooms, and a state-of-the art home theater, plus a 1 bedroom/1 bath guest house. Formal gardens and... View all property information
Make Enquiry
From
€1,078
Per Week
1 / 17
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (12) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Conway House is a fantastic family holiday home situated in a private location in old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a lagoon. The villa is single story and is very... View all property information
Make Enquiry
5 of 5 stars Reviewed 26 November 2014
Our family of four adults and one teenager found Conway House perfectly laid out and with all the amenities we required. The house and everything inside just seemed to work well...
5 of 5 stars Reviewed 28 August 2014
What a superhouse. It doesn't feel like a rental house but it is more as if you are a guest of the family. Great location, in a quiet area, close to the beach (with shower...
See all reviews
From
€122
Per Night
1 / 38
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (9) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Upon entering our spacious condominium nestled in the quiet golf community of Naples, Florida, the view of the lush vegetation, the golf course, and the placid lake sooths you. Sliding glass doors line the adjacent living room, dining room and kitchen, of this 3 bedroom 2 bath unit of more than... View all property information
Make Enquiry
5 of 5 stars Reviewed 11 July 2013
Had a great time, do not usually write reviews but have to respond. Some places do not suit everyone but this place was great and I'm picky. I'd come back again. Loved the...
5 of 5 stars Reviewed 18 July 2011
We had a fantastic time at this condo! The location was perfect for the beach, great places to eat, golf, and parks. The condo itself is huge, with a beautiful view of a lush...
See all reviews
From
€650
Per Night
1 / 50
5 Bedrooms, 3 Bathrooms, Sleeps 12
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Naples' best vacation home! Luxury Old Florida Beach House style pool home in heart of Old Naples prestigious Moorings. Lushly landscaped tropical pool area. Features one of the few private beaches in Naples. This home has been beautifully furnished by one of the countries top designers. No detail... View all property information
Make Enquiry
5 of 5 stars Reviewed 9 August 2014
Eight adults and four children had more than enough room in the Mermaid Cottage. We all fit around the table for meals and visiting. With two spacious living rooms the children...
See all reviews
From
€2,639
Per Month
1 / 26
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Golfers and nature-lovers rejoice! Immerse yourself in Marengo, a stunning home away from home with a divine golf course view and superb lifestyle and beauty that only Florida has to offer. Fiddler’s Creek of South Naples encompasses nearly 4,000 acres, yet less than one-third of the land at... View all property information
Make Enquiry
From
€211
Per Night
1 / 22
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Location, location, location!!! This professionally managed 3 bedroom, 3 bath property in a spacious, lush and private garden is nestled in the heart of Olde Naples. The property is on a quiet street, lined with beautiful trees and just 3.5 blocks to Naples' pristine, white, sandy beaches as well... View all property information
Make Enquiry
5 of 5 stars Reviewed 2 April 2014
We just completed our second two month stay at Casa Piña and were set for next year, but unexpectedly bought a place of our own in Naples. This is a wonderful bright and...
5 of 5 stars Reviewed 2 February 2012
We were pleasantly surprised by this rental. The house is clean and functional and the pool was really nice for our teenagers. Everything worked well and the kitchen was well...
See all reviews
From
€406
Per Night
1 / 35
Payment Protection
4 Bedrooms, 2 Bathrooms, Sleeps 9
Details Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
'Chatterbox Cottage' in the Heart of Olde Naples - Fantastic Location! Can walk to everything!!! Sophisticated unique luxurious four bedroom, two bath Cottage with heated swimming pool in the Historic District of Olde Naples on quiet street just a short 2 block walk to prestigious Fifth Avenue... View all property information
Make Enquiry
Get the List
From
€8,040
Per Week
1 / 17
4 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Never miss a sunset from this beautifully appointed beach house just steps from Naples Famous fishing pier and beautiful white sand beaches. 4 bedroom plus den and game room, 4 1/2 Baths. Pool, Hot tub, summer kitchen, Jetted tubs in bathrooms, game room, 2 wet bars, widows walk, gourmet kitchen…... View all property information
Make Enquiry
5 of 5 stars Reviewed 8 August 2014
We stayed at the Naples Beach House for a week in June and it was wonderful. The house is furnished very comfortably for a family. The location is the best--less than a block to...
See all reviews
From
€371
Per Night
1 / 31
4 Bedrooms, 5 Bathrooms, Sleeps 9
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Gym
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This casually elegant 3700 sq. ft. 4 bedroom home is located in the upscale neighborhood of Olde Naples. Located just steps away from one of Naples most pristine beaches and the Naples Pier. Charmingly designed, this home boasts 25 foot ceilings and lavish windows which provide for an open and... View all property information
Make Enquiry
4 of 5 stars Reviewed 20 May 2014
Our family spent 4 days in this house while attending a wedding. We have been to Naples many times, but had never rented a house. It was perfect for our group. The location...
5 of 5 stars Reviewed 12 January 2014
We had a great time at the beach house. The huge master bedroom and and even larger master bath along with the three upstairs bedrooms (each with its own bath) admirably served...
See all reviews
From
€223
Per Night
1 / 18
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
BRIARWOOD villa, yet another beautiful, well kept home in the heart of Naples offers both superb accommodation, great south facing views, privacy, security and close proximity to heart of Old Naples. This spacious 4 bed 3 bath home is within the community of Briarwood , an extremely popular gated... View all property information
Make Enquiry
From
€191
Per Night
1 / 9
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beautiful two-story 4 bedroom 3.5 bath home just one mile from the beach at Vanderbilt Beach. Close to Delnor Wiggins Beach Park and a parking pass to the beach park is provided. Excellent location for shopping and restaurants. Trader Joe's less than a mile. Whole Foods about 1.5 mi. A great... View all property information
Make Enquiry
Go to map view
Book Online(2)
Use filters to find the best results!

Suitability

  • Wheelchair access (3)
  • Elder access (7)
  • Suitable for children (1)
  • Pet friendly (1)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (13)
  • Internet (13)
  • Other outdoor space (11)
  • Washer/Dryer (11)
  • All pools (9)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List