Naples Luxury Holiday Rentals
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1504 rentals in Naples.
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Peaceful Heavenly Getaway In Lely Resort/ Private Heated Pool
Holiday Rental House in Lely Resort
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Completely Private 3/2 pool home in Briarwood
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beauty modern vacation golf gem minutes to 5th av
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful remodelled villa in Windstar gated community directly on Naples Bay
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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White Sands in Old Naples
Condo/Apartment in Old Naples
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3 Bedroom Pine Ridge Beach Penthouse
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2BR Along the Coast of Naples Bay w/ FREE WIFI, Resort Pool & Near Beach
Holiday Rental House in Old Naples
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront, prime Location in Naples, Royal Harbor
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Conway House
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sandpiper Bay Club 3072
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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DWL - 9 - Driftwood Landing
Condo/Apartment in Old Naples
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Admiralty Point II 803
Holiday Rental House in Moorings
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 BR 3 BA Oasis, perfect location in Olde Naples
Holiday Rental House in Old Naples
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Naples Sands Ocean Beach House
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mainsail1045 - Mainsail
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Madison Park 7932
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxurios beach condo with balcony in every room and private beach access
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach, South facing-Heated Pool, Waterfall, Plenty of Room, sleeps 8, easy loc.
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Just Renovated! Dream Rental Near Beach - North Naples
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious Beach Front Condo with Spectacular Views!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New South facing heated pool, all new furniture, walk or bike to beach
Holiday Rental House in North Naples
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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'Naples Paradiso'- remodeled villa on lake-new salt water pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Luxury Pool, Morning Coffee On The Front Porch, Easy Walk To The Beach
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private beach access! Deluxe Condo with beautiful Gulf and Clam Pass views
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sea Chase Vanderbilt Beachfront Condo
Condo/Apartment in North Naples
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Modern, Luxurious Villa in Park Shore w/Private Beach Access & Private Pool
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Boutique Luxury 5* Villa with Canal Views. Salt Water Pool & Spa!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Remodeled 2017, Private south facing- heated pool, walk to beach
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Almost Paradise - Beautiful 3BR/2BA Pool Home - Near Beaches & Ritz Carlton
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury 1st flr 2bdr+den Villa Greenlinks/Lely Resort. Free Golf Rounds!
Condo/Apartment in Lely Resort
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 STAR BEACH VILLA WITH SECLUDED HEATED POOL+HOT TUB SURROUNDED BY PALMS
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Newly Renovated Home For 6-8 With South-Facing Heated Pool
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Vanderbilt Beach Naples Waterfront Home Close to Ritz Hotel
Holiday Rental House in North Naples
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Vanderbilt Beach Private Home with LARGE PRIVATE POOL
Holiday Rental House in North Naples
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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One block to the beach, One block to dinner. Best location in Naples
Condo/Apartment in Old Naples
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Stylish Upgraded Resort Condo- Great Location-Pool/Tennis/Gym. Free Golf Rounds!
Condo/Apartment in Lely Resort
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Newly redecorated for 2020/21 season: 11th Floor Luxury Ocean View Naples Condo
Condo/Apartment in North Naples
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Totally remodeled, NEW cancellation policy, speak with owner
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Old Naples' Royal Palm Cottage - Walk to Beach and Fifth Ave
Holiday Rental House in Old Naples
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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*WALK TO VANDERBILT BEACH* Newly built and furnished with private pool/spa!
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tropical Paradise on The Lake with Pool 10 minutes from the Beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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'The Sonset' Updates Throughout. Close To Vanderbilt Beach & Delnor Wiggins Pass
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Coquina Cottage - Steps to the BEACH, POOL, SUNSETS in the Heart of Olde Naples!
Condo/Apartment in Old Naples
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Park Shore Resort (258) Greatest views + Best location + modern decor
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated Bungalow with HEATED POOL!
Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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TROPICAL OASIS! POOL, PRIVATE LANAI, OUTDOOR KITCHEN. STORM WINDOWS. PETS OK!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Park Shore Resort (210), Great Views, Lovely Decor, Best Location
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Home! Less than 1 Mile to the beach with heated pool and spa
Holiday Rental House in North Naples
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New Upscale Home with Private Pool; Close to Vanderbilt Beach
Holiday Rental House in North Naples
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Naples Paradise, Briarwood 4 bedroom Lakefront Home
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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