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Naples Holiday Homes

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    Travellers to Naples are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    19 Matching Rentals in NaplesView all 1,170 rentals
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    White Sands in Old Naples1 / 9
    (11)Excellent
    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Luxurious Olde Naples Beach House1 / 33
    (12)Excellent
    Old Naples
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    LUXURY RENTALS ~ NAPLES MERMAID COTTAGE | Beach Club option!1 / 102
    (8)Excellent
    Moorings
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Old Naples Luxury Cottage - Walk to 5th & Beach !1 / 64
    (11)Very good
    Old Naples
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2017
    Our first family vacation in many years was made even more lovely having booked this house! Spacious and inviting inside, a pool just perfect in size right outside. We cannot...
    Reviewed 12 August 2017
    Enjoyed staying here - everything was as described, particularly happy with the air con in every room, the warm pool, the kitchen with everything you need and the short walk to...
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    About this property
    'Chatterbox Cottage' in the Heart of Olde Naples - Ideal Location! Can walk to beach and restaurants 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...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Beach House!  4 Br, few blocks to BEACH at Vanderbilt Bch1 / 16
    (4)Excellent
    North Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2018
    Great location! House is lot bigger than looks in picture and well stocked! Very family friendly and beautiful!
    Reviewed 30 July 2017
    Home way from home. Everything that we needed and more were all here.specially fir my 3 yr old. You guys thought of everything! My birthday was fabulous everything is central...
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    About this property
    Your family will have a great vacation in our beautiful two-story 3000 sq ft, 4 bedroom 3.5 bath home that's just one mile from the beach at Vanderbilt Beach. You'll be close to beautiful Delnor Wiggins Beach Park with its famous white sand beach and blue-green water. There is ample parking,...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    North Naples
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Patio
    • DVD Player
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WATERFRONT-SOUTHERN EXPOSURE-GULF ACCESS - Vanderbilt Beach voted #5 in US News' Most Relaxing Beaches for 2011. Voted #2 in Coastal Living's Happiest SeasideTowns. TripAdvisor's Travelers' Choice 2011 Awards Top 25 Beaches in US. THIS SUN FILLED HOME WAS RENOVATED IN DECEMBER 2009. A new...
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    Location Information
    Naples, Southwest Gulf Coast 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    House in Olde Naples1 / 43
    (1)Excellent
    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Parking
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2016
    I stayed in Casa Piñata in late May and very much enjoyed the wonderful home in downtown Naples. It's just a block to the beach and is close to 5th Avenue and 3rd. The house is...
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    About this property
    This 3 bedroom/3 bath home is nestled in Olde Naples, on a quiet street, lined with beautiful trees and just 3.5 blocks to Naples' pristine, white sandy beaches, and magnificent sunsets. The living room is decorated in cream couch/loveseat with blue trim, and chair. The family room is decorated...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 BR 3 BA Oasis, perfect location in Olde Naples1 / 22
    (9)Excellent
    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Shared Garden
    • Air Conditioning
    • Outdoor Dining Area
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 2016
    This lovely private home is ideally located close to the beach (a 5-10 minute walk) and also close to restaurants and shopping in downtown Olde Naples. The interior of the house...
    Reviewed 3 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...
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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...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location… Location.. Location, Old Naples best Vacation Destination. This newly renovated condominium is a cozy retreat in the very heart of Old Naples. Just ½ block from Fifth Avenue South where you will find fine restaurants, live theatre, browse the array of wonderful art galleries and world...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Naples, Southwest Gulf Coast 34104
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Old Naples
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Magnificent Beachfront home located in Olde Naples. This Four Bedroom, Four Bath home with a one Bedroom/one Bath/Living Room/Kitchen 'Guest House', has been newly constructed in 2001. Each bedroom gives one the feeling of a private suite. It's simplicity of design and the way the home merges with...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    Old Naples
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely renovated 3 bedroom, 3 bath, pool home, with wonderful Spanish tile throughout, all new furniture, and new carpet in the bedrooms. This home is just 3 blocks to the lovely, white sand beach and the Gulf of Mexico. This charming Olde Naples home is a classic. Do not let its 'Beach House'...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Old Naples
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 'Mediterranean-Style' Villa-Home is located in the heart of Olde Naples! This 4 bedroom/4.5 Bath Villa and Cabana, is 2 Blocks to 5th Ave. S., and its' restaurants, galleries, and shopping, and an easy walk to one of the most beautiful, white, sandy beaches in Florida! This quality...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Expansive updated first floor end unit residence located in an intimate complex of just eight condominiums right in the heart of Olde Naples! Light Florida style decor with hints of color throughout. Immaculate condition and well maintained with recent updates including a remodeled kitchen with...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Old Naples
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This completely remodeled, 2 bedroom, 2 bath (sleeps six) 'Cape Cod' cottage-style home is just steps from the beach! This home offers a living area with gas-burning fireplace, all new furniture, with over-stuffed blue couch, two white over-stuffed chairs, with floral cushions, a white chintz...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fifth Avenue Beach Club 1021 / 14
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2013
    This condo is very nice and has everything you need for vacation. The updates make it extra nice, especially the new flat screen tvs in every room. The condo is within easy...
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    About this property
    LOCATION – LOCATION – LOCATION!!! This condo is perfectly situated in historic downtown “OLD NAPLES”, one and half blocks to the beach, a leisurely stroll to fine shopping, and a short walk to world class dining. This property recently underwent a FULL renovation including a new stainless steel...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful condo is in the heart of Old Naples close to shopping, restaurants, galleries, entertainment and the beach! The decor is done in earth tones with the living room offering a large Sony TV, DVD and VCR and queen sofa bed. The kitchen is wll equipped, has granite counter tops and 6 bar...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Kensington Gardens1 / 15
    (1)Excellent
    Old Naples
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 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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    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...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Conway House1 / 26
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2018
    Second time around and again it was great. Nice house, in a quiet street, clean, very comfortable beds, great showers, big pool, very big adjacent partially covered terrace...
    Reviewed 13 August 2018
    We absolutely loved our stay at the Conway House! If we could, we would have stayed for another week. But this wasn’t our last stay in Naples for sure so we might come back to...
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    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...
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    Location Information
    Naples, Southwest Gulf Coast 34102
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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