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Old Naples Vacation Rentals

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    $179
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    1 / 19
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 9
    5 of 5 stars (5) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    1 / 38
    4.5 of 5 stars (10) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 35
    5 of 5 stars (6) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 9
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    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
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    Naples, Southwest Gulf Coast 34102
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    1 / 22
    5 of 5 stars (8) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    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
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    Location Information
    Naples, Southwest Gulf Coast 34102
    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...
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    $3,568
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    1 / 30
    4.5 of 5 stars (8) Very good
    4 Bedrooms / 6 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Fireplace
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    About this property
    From the lush tropical grounds to the detailed touches, everything about Villa del Sol reflects the pride and dedication required of any great masterpiece. The show starts the moment you enter the grounds, passing through private gates and over your own bridge. The villa enjoys a coveted beachfront... View all property information
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    Location Information
    Naples, Southwest Gulf Coast
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    $343
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    1 / 18
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Waterfront
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    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
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    Location Information
    Naples, Southwest Gulf Coast 34104
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    $571
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    1 / 31
    5 of 5 stars (8) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Safe
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    • Suitable for children
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    • x
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    About this property
    July 2015- Stay 2 weeks for $5,900.00 ! 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... View all property information
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    Location Information
    Naples, Southwest Gulf Coast 34102
    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...
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    $999
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    1 / 17
    5 of 5 stars (13) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (13) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • 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
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    Location Information
    Naples, Southwest Gulf Coast 34102
    5 of 5 stars Reviewed 10 April 2015
    This house was great and it's location was perfect. My family and I had an incredible time and plan on doing it again.
    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...
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    $4,371
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    1 / 29
    5 of 5 stars (12) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    PLEASE READ ALL 5 STAR RATED REVIEWS ON THIS HOME. IT IS AVAILABLE FOR MARCH AND APRIL AT SPECIAL DISCOUNTED RATES.PLEASE CALL OR E MAIL BARB NOW TO RESERVE NOW!! THIS HOME IS NEAR THE BEACH AND 5TH AVE. IT IS FULLY EQUIPPED FOR A FANTASTIC SPRING VACATION. Imagine yourself sunning at the... View all property information
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    Location Information
    Naples, Southwest Gulf Coast 34102
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    $3,435
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    1 / 26
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
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    • Suitable for children
    • x
    • x
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    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
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    Location Information
    Naples, Southwest Gulf Coast 34114 9569
    From
    $294
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    1 / 9
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    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
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    Location Information
    Naples, Southwest Gulf Coast 34108
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    $999
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    1 / 50
    5 of 5 stars (6) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview 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
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    Location Information
    Naples, Southwest Gulf Coast 34102
    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...
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    $3,122
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    1 / 18
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
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    • x
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    About this property
    This stunning and completely remodeled two story condo features two full bedrooms and 2.5 baths. With 1,650 total square feet of living space and an open floor plan, this property is truly a gem. A spacious upstairs master bedroom with bamboo flooring opens to a private patio with a water view. A... View all property information
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    Location Information
    Naples, Southwest Gulf Coast
    From
    $106
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    1 / 5
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
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    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    A terrific Old Naples vacation destination. This newly built condominium community is a cozy retreat in the very heart of Old Naples. Walk to the beach, fine restaurants and live theater, browse the array of art galleries and world class shopping, from this cozy residence. This property is... View all property information
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    Location Information
    Naples, Southwest Gulf Coast 34102
    5 of 5 stars Reviewed 8 February 2015
    This small condo complex is smartly updated, very clean, well maintained and in the PERFECT location!! It is amply appointed to fill all needs and is only 1/2 block from the...
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    $2,623
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    1 / 7
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Castleton Gardens is a low-density two-story condominium community in the heart of Olde Naples - a short distance to the beach, shopping, the theater and restaurants. Gated entry, large pool/spa with picnic and BBQ grills. This second floor condo features all new decor and just delightful in every... View all property information
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    Location Information
    Naples, Southwest Gulf Coast 34102
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    1 / 17
    5 of 5 stars (1) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
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    • Elder access
    • ?
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    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
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    Location Information
    Naples, Southwest Gulf Coast 34102
    5 of 5 stars Reviewed 7 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...
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