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Holiday Rentals in Naples

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2685 rentals in Naples.
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 Sunset Hide A Way South in Paradise Fresh water Canal, holiday rental in Naples
 Sunset Hide A Way South in Paradise Fresh water Canal, holiday rental in Naples
 Sunset Hide A Way South in Paradise Fresh water Canal, holiday rental in Naples

Sunset Hide A Way South in Paradise Fresh water Canal

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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555 On Fifth, holiday rental in Naples
555 On Fifth, holiday rental in Naples
555 On Fifth, holiday rental in Naples

555 On Fifth

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Tivoli Paradise | Boutique Luxury Oversized Salt Pool & Spa Villa. King Beds!, holiday rental in Naples
Tivoli Paradise | Boutique Luxury Oversized Salt Pool & Spa Villa. King Beds!, holiday rental in Naples
Tivoli Paradise | Boutique Luxury Oversized Salt Pool & Spa Villa. King Beds!, holiday rental in Naples

Tivoli Paradise | Boutique Luxury Oversized Salt Pool & Spa Villa. King Beds!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Boutique Luxury 5* Villa with Canal Views. Salt Water Pool & Spa!, holiday rental in Naples
Boutique Luxury 5* Villa with Canal Views. Salt Water Pool & Spa!, holiday rental in Naples
Boutique Luxury 5* Villa with Canal Views. Salt Water Pool & Spa!, holiday rental in Naples

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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Luxurios beach condo with balcony in every room and private beach access, holiday rental in Naples
Luxurios beach condo with balcony in every room and private beach access, holiday rental in Naples
Luxurios beach condo with balcony in every room and private beach access, holiday rental in Naples

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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'Naples Paradiso'- remodeled villa on lake-new salt water pool, holiday rental in Naples
'Naples Paradiso'- remodeled villa on lake-new salt water pool, holiday rental in Naples
'Naples Paradiso'- remodeled villa on lake-new salt water pool, holiday rental in Naples

'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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Luxurious Beach Front Condo with Spectacular Views!, holiday rental in Naples
Luxurious Beach Front Condo with Spectacular Views!, holiday rental in Naples
Luxurious Beach Front Condo with Spectacular Views!, holiday rental in Naples

Luxurious Beach Front Condo with Spectacular Views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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WE ARE #1 FOR A REASON: 5 Star Luxury at Naples Bay Resort Great Rates Too !, holiday rental in Naples
WE ARE #1 FOR A REASON: 5 Star Luxury at Naples Bay Resort Great Rates Too !, holiday rental in Naples
WE ARE #1 FOR A REASON: 5 Star Luxury at Naples Bay Resort Great Rates Too !, holiday rental in Naples

WE ARE #1 FOR A REASON: 5 Star Luxury at Naples Bay Resort Great Rates Too !

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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SandCastle Sister: 0.9miles away from  the beach, 1.7 miles  away  from 5TH AVE, holiday rental in Naples
SandCastle Sister: 0.9miles away from  the beach, 1.7 miles  away  from 5TH AVE, holiday rental in Naples
SandCastle Sister: 0.9miles away from  the beach, 1.7 miles  away  from 5TH AVE, holiday rental in Naples

SandCastle Sister: 0.9miles away from the beach, 1.7 miles away from 5TH AVE

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Private beach access! Deluxe Condo with beautiful Gulf and Clam Pass views, holiday rental in Naples
Private beach access! Deluxe Condo with beautiful Gulf and Clam Pass views, holiday rental in Naples
Private beach access! Deluxe Condo with beautiful Gulf and Clam Pass views, holiday rental in Naples

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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Pool Villa on Golf Course in Naples, Florida, holiday rental in Naples
Pool Villa on Golf Course in Naples, Florida, holiday rental in Naples
Pool Villa on Golf Course in Naples, Florida, holiday rental in Naples

Pool Villa on Golf Course in Naples, Florida

Holiday Rental House in Lely Resort
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern, Luxurious Villa in Park Shore w/Private Beach Access & Private Pool, holiday rental in Naples
Modern, Luxurious Villa in Park Shore w/Private Beach Access & Private Pool, holiday rental in Naples
Modern, Luxurious Villa in Park Shore w/Private Beach Access & Private Pool, holiday rental in Naples

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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Price Drop - Last min - Celebrate Christmas in Luxury Renovated Resort Villa., holiday rental in Naples
Price Drop - Last min - Celebrate Christmas in Luxury Renovated Resort Villa., holiday rental in Naples
Price Drop - Last min - Celebrate Christmas in Luxury Renovated Resort Villa., holiday rental in Naples

Price Drop - Last min - Celebrate Christmas in Luxury Renovated Resort Villa.

Condo/Apartment in Lely Resort
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2017 NEWLY RENOVATED CONDO BY THE BEACH #1, holiday rental in Naples
2017 NEWLY RENOVATED CONDO BY THE BEACH #1, holiday rental in Naples
2017 NEWLY RENOVATED CONDO BY THE BEACH #1, holiday rental in Naples

2017 NEWLY RENOVATED CONDO BY THE BEACH #1

Condo/Apartment in Old Naples
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Old Naples' Royal Palm Cottage - Walk to Beach and Fifth Ave, holiday rental in Naples
Old Naples' Royal Palm Cottage - Walk to Beach and Fifth Ave, holiday rental in Naples
Old Naples' Royal Palm Cottage - Walk to Beach and Fifth Ave, holiday rental in Naples

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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Exclusive Villa - Lakeside, 4 Minutes to Private Beach, Free Wifi, holiday rental in Naples
Exclusive Villa - Lakeside, 4 Minutes to Private Beach, Free Wifi, holiday rental in Naples
Exclusive Villa - Lakeside, 4 Minutes to Private Beach, Free Wifi, holiday rental in Naples

Exclusive Villa - Lakeside, 4 Minutes to Private Beach, Free Wifi

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Lely Resort (Masters Reserve)  Naples Home on Private Lake in Gated Community, holiday rental in Naples
Lely Resort (Masters Reserve)  Naples Home on Private Lake in Gated Community, holiday rental in Naples
Lely Resort (Masters Reserve)  Naples Home on Private Lake in Gated Community, holiday rental in Naples

Lely Resort (Masters Reserve) Naples Home on Private Lake in Gated Community

Holiday Rental House in Lely Resort
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tivoli Serenity | Boutique Luxury Oversized Salt Pool Villa. King Beds!, holiday rental in Naples
Tivoli Serenity | Boutique Luxury Oversized Salt Pool Villa. King Beds!, holiday rental in Naples
Tivoli Serenity | Boutique Luxury Oversized Salt Pool Villa. King Beds!, holiday rental in Naples

Tivoli Serenity | Boutique Luxury Oversized Salt Pool Villa. King Beds!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury SandCastle Beach House Heart of Old Naples: Steps to the Beach HUGE Pool, holiday rental in Naples
Luxury SandCastle Beach House Heart of Old Naples: Steps to the Beach HUGE Pool, holiday rental in Naples
Luxury SandCastle Beach House Heart of Old Naples: Steps to the Beach HUGE Pool, holiday rental in Naples

Luxury SandCastle Beach House Heart of Old Naples: Steps to the Beach HUGE Pool

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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SHORT walk to the beach as we are WEST of 41 in Park Shore area  - FREE WIFI, holiday rental in Naples
SHORT walk to the beach as we are WEST of 41 in Park Shore area  - FREE WIFI, holiday rental in Naples
SHORT walk to the beach as we are WEST of 41 in Park Shore area  - FREE WIFI, holiday rental in Naples

SHORT walk to the beach as we are WEST of 41 in Park Shore area - FREE WIFI

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Isles Of Capri, Naples  & Marco Island area. Jan to May 2024 weekly rental only., holiday rental in Naples
Isles Of Capri, Naples  & Marco Island area. Jan to May 2024 weekly rental only., holiday rental in Naples
Isles Of Capri, Naples  & Marco Island area. Jan to May 2024 weekly rental only., holiday rental in Naples

Isles Of Capri, Naples & Marco Island area. Jan to May 2024 weekly rental only.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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*One block to beach and to dining. Best location in Naples !! Updated Condo., holiday rental in Naples
*One block to beach and to dining. Best location in Naples !! Updated Condo., holiday rental in Naples
*One block to beach and to dining. Best location in Naples !! Updated Condo., holiday rental in Naples

*One block to beach and to dining. Best location in Naples !! Updated Condo.

Condo/Apartment in Old Naples
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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TWO MASTER SUITES Heated Pool+Spa BEACH Home Private Comm IN NAPLES, Walk to, holiday rental in Naples
TWO MASTER SUITES Heated Pool+Spa BEACH Home Private Comm IN NAPLES, Walk to, holiday rental in Naples
TWO MASTER SUITES Heated Pool+Spa BEACH Home Private Comm IN NAPLES, Walk to, holiday rental in Naples

TWO MASTER SUITES Heated Pool+Spa BEACH Home Private Comm IN NAPLES, Walk to

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated 11th Floor Condo That Has it All Incredible Panoramic Views, holiday rental in Naples
Newly Renovated 11th Floor Condo That Has it All Incredible Panoramic Views, holiday rental in Naples
Newly Renovated 11th Floor Condo That Has it All Incredible Panoramic Views, holiday rental in Naples

Newly Renovated 11th Floor Condo That Has it All Incredible Panoramic Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Park Shore Resort (258) Greatest views + Best location + modern decor, holiday rental in Naples
Park Shore Resort (258) Greatest views + Best location + modern decor, holiday rental in Naples
Park Shore Resort (258) Greatest views + Best location + modern decor, holiday rental in Naples

Park Shore Resort (258) Greatest views + Best location + modern decor

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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2018 - NEWLY RENOVATED CONDO BY THE BEACH #2, holiday rental in Naples
2018 - NEWLY RENOVATED CONDO BY THE BEACH #2, holiday rental in Naples
2018 - NEWLY RENOVATED CONDO BY THE BEACH #2, holiday rental in Naples

2018 - NEWLY RENOVATED CONDO BY THE BEACH #2

Condo/Apartment in Old Naples
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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POWER/A/C/WATER ON! TROPICAL OASIS! POOL, LANAI, OUTDOOR KITCHEN. PETS OK!, holiday rental in Naples
POWER/A/C/WATER ON! TROPICAL OASIS! POOL, LANAI, OUTDOOR KITCHEN. PETS OK!, holiday rental in Naples
POWER/A/C/WATER ON! TROPICAL OASIS! POOL, LANAI, OUTDOOR KITCHEN. PETS OK!, holiday rental in Naples

POWER/A/C/WATER ON! TROPICAL OASIS! POOL, LANAI, OUTDOOR KITCHEN. PETS OK!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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$ 99./nt. summer Beautiful Naples Park Home, heated pool, hot tub, lanai!, holiday rental in Naples
$ 99./nt. summer Beautiful Naples Park Home, heated pool, hot tub, lanai!, holiday rental in Naples
$ 99./nt. summer Beautiful Naples Park Home, heated pool, hot tub, lanai!, holiday rental in Naples

$ 99./nt. summer Beautiful Naples Park Home, heated pool, hot tub, lanai!

Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxury 4 Star Downtown Naples Bay Resort & Spa Cottage: Walk to 5th Ave Shops, holiday rental in Naples
Luxury 4 Star Downtown Naples Bay Resort & Spa Cottage: Walk to 5th Ave Shops, holiday rental in Naples
Luxury 4 Star Downtown Naples Bay Resort & Spa Cottage: Walk to 5th Ave Shops, holiday rental in Naples

Luxury 4 Star Downtown Naples Bay Resort & Spa Cottage: Walk to 5th Ave Shops

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Luxurious Waterfront Retreat! Oversized Heated Pool and expansive outdoor area!, holiday rental in Naples
Luxurious Waterfront Retreat! Oversized Heated Pool and expansive outdoor area!, holiday rental in Naples
Luxurious Waterfront Retreat! Oversized Heated Pool and expansive outdoor area!, holiday rental in Naples

Luxurious Waterfront Retreat! Oversized Heated Pool and expansive outdoor area!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
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Coquina Cottage - Steps to the BEACH, POOL, SUNSETS in the Heart of Olde Naples!, holiday rental in Naples
Coquina Cottage - Steps to the BEACH, POOL, SUNSETS in the Heart of Olde Naples!, holiday rental in Naples
Coquina Cottage - Steps to the BEACH, POOL, SUNSETS in the Heart of Olde Naples!, holiday rental in Naples

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
More info
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Tropical Sanctuary Near Downtown Naples with Pool & Spa, holiday rental in Naples
Tropical Sanctuary Near Downtown Naples with Pool & Spa, holiday rental in Naples
Tropical Sanctuary Near Downtown Naples with Pool & Spa, holiday rental in Naples

Tropical Sanctuary Near Downtown Naples with Pool & Spa

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Amazing Old Naples Location! Center of Fifth Ave & Walk to Beach, holiday rental in Naples
Amazing Old Naples Location! Center of Fifth Ave & Walk to Beach, holiday rental in Naples
Amazing Old Naples Location! Center of Fifth Ave & Walk to Beach, holiday rental in Naples

Amazing Old Naples Location! Center of Fifth Ave & Walk to Beach

Condo/Apartment in Old Naples
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Serene Pool Home Near Lowdermilk & Clam Pass Beach!, holiday rental in Naples
Serene Pool Home Near Lowdermilk & Clam Pass Beach!, holiday rental in Naples
Serene Pool Home Near Lowdermilk & Clam Pass Beach!, holiday rental in Naples

Serene Pool Home Near Lowdermilk & Clam Pass Beach!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Park Shore Resort (210), Great Views, Lovely Decor, Best Location, holiday rental in Naples
Park Shore Resort (210), Great Views, Lovely Decor, Best Location, holiday rental in Naples
Park Shore Resort (210), Great Views, Lovely Decor, Best Location, holiday rental in Naples

Park Shore Resort (210), Great Views, Lovely Decor, Best Location

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Family Friendly Luxury Courtyard Home with Oversize Saltwater Pool & Spa, holiday rental in Naples
Family Friendly Luxury Courtyard Home with Oversize Saltwater Pool & Spa, holiday rental in Naples
Family Friendly Luxury Courtyard Home with Oversize Saltwater Pool & Spa, holiday rental in Naples

Family Friendly Luxury Courtyard Home with Oversize Saltwater Pool & Spa

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Great views, great location, 3 bedrooms, holiday rental in Naples
Great views, great location, 3 bedrooms, holiday rental in Naples
Great views, great location, 3 bedrooms, holiday rental in Naples

Great views, great location, 3 bedrooms

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stylish Upgraded Resort Condo- Great Location-Pool/Tennis/Gym. Free Golf Rounds!, holiday rental in Naples
Stylish Upgraded Resort Condo- Great Location-Pool/Tennis/Gym. Free Golf Rounds!, holiday rental in Naples
Stylish Upgraded Resort Condo- Great Location-Pool/Tennis/Gym. Free Golf Rounds!, holiday rental in Naples

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
More info
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Casa Botanica: A Tropical Haven in the Heart of Naples - 4 bedrooms/2.5 bath, holiday rental in Naples
Casa Botanica: A Tropical Haven in the Heart of Naples - 4 bedrooms/2.5 bath, holiday rental in Naples
Casa Botanica: A Tropical Haven in the Heart of Naples - 4 bedrooms/2.5 bath, holiday rental in Naples

Casa Botanica: A Tropical Haven in the Heart of Naples - 4 bedrooms/2.5 bath

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Conway House, holiday rental in Naples
Conway House, holiday rental in Naples
Conway House, holiday rental in Naples

Conway House

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Romance on 3rd St South Old Naples, holiday rental in Naples
Romance on 3rd St South Old Naples, holiday rental in Naples
Romance on 3rd St South Old Naples, holiday rental in Naples

Romance on 3rd St South Old Naples

Holiday Rental House in Old Naples
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Naples Paradise, Briarwood 4 bedroom Lakefront Home, holiday rental in Naples
Naples Paradise, Briarwood 4 bedroom Lakefront Home, holiday rental in Naples
Naples Paradise, Briarwood 4 bedroom Lakefront Home, holiday rental in Naples

Naples Paradise, Briarwood 4 bedroom Lakefront Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Naples Lely Resort- Quiet Villa Home with Oversized Pool, holiday rental in Naples
Naples Lely Resort- Quiet Villa Home with Oversized Pool, holiday rental in Naples
Naples Lely Resort- Quiet Villa Home with Oversized Pool, holiday rental in Naples

Naples Lely Resort- Quiet Villa Home with Oversized Pool

Holiday Rental House in Lely Resort
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Isles Of Capri & Marco Island area., holiday rental in Naples
Isles Of Capri & Marco Island area., holiday rental in Naples
Isles Of Capri & Marco Island area., holiday rental in Naples

Isles Of Capri & Marco Island area.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Newly Remodeled Beautiful Condo with Spectacular Views, holiday rental in Naples
Newly Remodeled Beautiful Condo with Spectacular Views, holiday rental in Naples
Newly Remodeled Beautiful Condo with Spectacular Views, holiday rental in Naples

Newly Remodeled Beautiful Condo with Spectacular Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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2 BD/ 2BA  Beautifully Renovated.  Just steps to Beach & Pier. Walk to 3rd St S., holiday rental in Naples
2 BD/ 2BA  Beautifully Renovated.  Just steps to Beach & Pier. Walk to 3rd St S., holiday rental in Naples
2 BD/ 2BA  Beautifully Renovated.  Just steps to Beach & Pier. Walk to 3rd St S., holiday rental in Naples

2 BD/ 2BA Beautifully Renovated. Just steps to Beach & Pier. Walk to 3rd St S.

Condo/Apartment in Old Naples
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Paradise Found * Falling Waters Naples Florida, holiday rental in Naples
Paradise Found * Falling Waters Naples Florida, holiday rental in Naples
Paradise Found * Falling Waters Naples Florida, holiday rental in Naples

Paradise Found * Falling Waters Naples Florida

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Recently Renovated 10th Floor Condo With Striking Panoramic Gulf Views!, holiday rental in Naples
Recently Renovated 10th Floor Condo With Striking Panoramic Gulf Views!, holiday rental in Naples
Recently Renovated 10th Floor Condo With Striking Panoramic Gulf Views!, holiday rental in Naples

Recently Renovated 10th Floor Condo With Striking Panoramic Gulf Views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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ON FIFTH AVENUE SOUTH AND ONLY STEPS FROM THE BEACH, holiday rental in Naples
ON FIFTH AVENUE SOUTH AND ONLY STEPS FROM THE BEACH, holiday rental in Naples
ON FIFTH AVENUE SOUTH AND ONLY STEPS FROM THE BEACH, holiday rental in Naples

ON FIFTH AVENUE SOUTH AND ONLY STEPS FROM THE BEACH

Condo/Apartment in Old Naples
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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HEATED POOL * Luxury Pool Home * PRIVATE BACKYARD * Only Minutes To The Beach, holiday rental in Naples
HEATED POOL * Luxury Pool Home * PRIVATE BACKYARD * Only Minutes To The Beach, holiday rental in Naples
HEATED POOL * Luxury Pool Home * PRIVATE BACKYARD * Only Minutes To The Beach, holiday rental in Naples

HEATED POOL * Luxury Pool Home * PRIVATE BACKYARD * Only Minutes To The Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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