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Holiday Rentals in Naples

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1468 rentals in Naples.
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Beauty modern vacation golf gem minutes to 5th av, holiday rental in Naples
Beauty modern vacation golf gem minutes to 5th av, holiday rental in Naples
Beauty modern vacation golf gem minutes to 5th av, holiday rental in Naples

Beauty modern vacation golf gem minutes to 5th av

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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White Sands in Old Naples, holiday rental in Naples
White Sands in Old Naples, holiday rental in Naples
White Sands in Old Naples, holiday rental in Naples

White Sands in Old Naples

Condo/Apartment in Old Naples
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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3 BR 3 BA Oasis, perfect location in Olde Naples, holiday rental in Naples
3 BR 3 BA Oasis, perfect location in Olde Naples, holiday rental in Naples
3 BR 3 BA Oasis, perfect location in Olde Naples, holiday rental in Naples

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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2BR Along the Coast of Naples Bay w/ FREE WIFI, Resort Pool & Near Beach, holiday rental in Naples
2BR Along the Coast of Naples Bay w/ FREE WIFI, Resort Pool & Near Beach, holiday rental in Naples
2BR Along the Coast of Naples Bay w/ FREE WIFI, Resort Pool & Near Beach, holiday rental in Naples

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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Naples Sands Ocean Beach House, holiday rental in Naples
Naples Sands Ocean Beach House, holiday rental in Naples
Naples Sands Ocean Beach House, holiday rental in Naples

Naples Sands Ocean Beach House

Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 6
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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*WALK TO VANDERBILT BEACH*  Newly built and furnished with private pool/spa!, holiday rental in Naples
*WALK TO VANDERBILT BEACH*  Newly built and furnished with private pool/spa!, holiday rental in Naples
*WALK TO VANDERBILT BEACH*  Newly built and furnished with private pool/spa!, holiday rental in Naples

*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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Beach, South facing-Heated Pool, Waterfall, Plenty of Room, sleeps 8, easy loc., holiday rental in Naples
Beach, South facing-Heated Pool, Waterfall, Plenty of Room, sleeps 8, easy loc., holiday rental in Naples
Beach, South facing-Heated Pool, Waterfall, Plenty of Room, sleeps 8, easy loc., holiday rental in Naples

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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'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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Just Renovated! Dream Rental Near Beach - North Naples, holiday rental in Naples
Just Renovated! Dream Rental Near Beach - North Naples, holiday rental in Naples
Just Renovated! Dream Rental Near Beach - North Naples, holiday rental in Naples

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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New Upscale Home with Private Pool; Close to Vanderbilt Beach, holiday rental in Naples
New Upscale Home with Private Pool; Close to Vanderbilt Beach, holiday rental in Naples
New Upscale Home with Private Pool; Close to Vanderbilt Beach, holiday rental in Naples

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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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
More info
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Private Luxury Pool, Morning Coffee On The Front Porch,  Easy Walk To The Beach, holiday rental in Naples
Private Luxury Pool, Morning Coffee On The Front Porch,  Easy Walk To The Beach, holiday rental in Naples
Private Luxury Pool, Morning Coffee On The Front Porch,  Easy Walk To The Beach, holiday rental in Naples

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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New South facing heated pool, all new furniture, walk or bike to beach, holiday rental in Naples
New South facing heated pool, all new furniture, walk or bike to beach, holiday rental in Naples
New South facing heated pool, all new furniture, walk or bike to beach, holiday rental in Naples

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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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
More info
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Sea Chase Vanderbilt Beachfront Condo, holiday rental in Naples
Sea Chase Vanderbilt Beachfront Condo, holiday rental in Naples
Sea Chase Vanderbilt Beachfront Condo, holiday rental in Naples

Sea Chase Vanderbilt Beachfront Condo

Condo/Apartment in North Naples
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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New Home! Less than 1 Mile to the beach with heated pool and spa, holiday rental in Naples
New Home! Less than 1 Mile to the beach with heated pool and spa, holiday rental in Naples
New Home! Less than 1 Mile to the beach with heated pool and spa, holiday rental in Naples

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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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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Remodeled 2017,  Private south facing- heated pool, walk to beach, holiday rental in Naples
Remodeled 2017,  Private south facing- heated pool, walk to beach, holiday rental in Naples
Remodeled 2017,  Private south facing- heated pool, walk to beach, holiday rental in Naples

Remodeled 2017, Private south facing- heated pool, walk to beach

Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Tivoli Paradise - Boutique Pool/Spa House, holiday rental in Naples
Tivoli Paradise - Boutique Pool/Spa House, holiday rental in Naples
Tivoli Paradise - Boutique Pool/Spa House, holiday rental in Naples

Tivoli Paradise - Boutique Pool/Spa House

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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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
More info
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Newly Renovated Home For 6-8 With South-Facing Heated Pool, holiday rental in Naples
Newly Renovated Home For 6-8 With South-Facing Heated Pool, holiday rental in Naples
Newly Renovated Home For 6-8 With South-Facing Heated Pool, holiday rental in Naples

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
More info
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Almost Paradise - Beautiful 3BR/2BA Pool Home - Near Beaches & Ritz Carlton, holiday rental in Naples
Almost Paradise - Beautiful 3BR/2BA Pool Home - Near Beaches & Ritz Carlton, holiday rental in Naples
Almost Paradise - Beautiful 3BR/2BA Pool Home - Near Beaches & Ritz Carlton, holiday rental in Naples

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
More info
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Vanderbilt Beach Naples Waterfront Home Close to Ritz Hotel, holiday rental in Naples
Vanderbilt Beach Naples Waterfront Home Close to Ritz Hotel, holiday rental in Naples
Vanderbilt Beach Naples Waterfront Home Close to Ritz Hotel, holiday rental in Naples

Vanderbilt Beach Naples Waterfront Home Close to Ritz Hotel

Holiday Rental House in North Naples
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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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
More info
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Vanderbilt Beach Private Home with LARGE PRIVATE POOL, holiday rental in Naples
Vanderbilt Beach Private Home with LARGE PRIVATE POOL, holiday rental in Naples
Vanderbilt Beach Private Home with LARGE PRIVATE POOL, holiday rental in Naples

Vanderbilt Beach Private Home with LARGE PRIVATE POOL

Holiday Rental House in North Naples
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Luxury 1st flr 2bdr+den Villa Greenlinks/Lely Resort. Free Golf Rounds!, holiday rental in Naples
Luxury 1st flr 2bdr+den Villa Greenlinks/Lely Resort. Free Golf Rounds!, holiday rental in Naples
Luxury 1st flr 2bdr+den Villa Greenlinks/Lely Resort. Free Golf Rounds!, holiday rental in Naples

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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One block to the beach, One block to dinner. Best location in Naples, holiday rental in Naples
One block to the beach, One block to dinner. Best location in Naples, holiday rental in Naples
One block to the beach, One block to dinner. Best location in Naples, holiday rental in Naples

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
More info
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Newly redecorated for 2020/21 season: 11th Floor Luxury Ocean View Naples Condo, holiday rental in Naples
Newly redecorated for 2020/21 season: 11th Floor Luxury Ocean View Naples Condo, holiday rental in Naples
Newly redecorated for 2020/21 season: 11th Floor Luxury Ocean View Naples Condo, holiday rental in Naples

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
More info
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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
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Totally remodeled, NEW cancellation policy, speak with owner, holiday rental in Naples
Totally remodeled, NEW cancellation policy, speak with owner, holiday rental in Naples
Totally remodeled, NEW cancellation policy, speak with owner, holiday rental in Naples

Totally remodeled, NEW cancellation policy, speak with owner

Holiday Rental House in North Naples
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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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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5 STAR BEACH VILLA WITH SECLUDED HEATED POOL+HOT TUB SURROUNDED BY PALMS, holiday rental in Naples
5 STAR BEACH VILLA WITH SECLUDED HEATED POOL+HOT TUB SURROUNDED BY PALMS, holiday rental in Naples
5 STAR BEACH VILLA WITH SECLUDED HEATED POOL+HOT TUB SURROUNDED BY PALMS, holiday rental in Naples

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
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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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
More info
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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
More info
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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
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Booking for 2018! Charming beach condo without the beachfront price!, holiday rental in Naples
Booking for 2018! Charming beach condo without the beachfront price!, holiday rental in Naples
Booking for 2018! Charming beach condo without the beachfront price!, holiday rental in Naples

Booking for 2018! Charming beach condo without the beachfront price!

Condo/Apartment in North Naples
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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ISLAND LIFESTYLE FAMILY VACATION HOME (BRAND NEW), holiday rental in Naples
ISLAND LIFESTYLE FAMILY VACATION HOME (BRAND NEW), holiday rental in Naples
ISLAND LIFESTYLE FAMILY VACATION HOME (BRAND NEW), holiday rental in Naples

ISLAND LIFESTYLE FAMILY VACATION HOME (BRAND NEW)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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
More info
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*WATERFRONT*WALK TO BEACH*POOL*BEAUTIFUL BAY VIEW*DOCK w/GULF ACCESS, holiday rental in Naples
*WATERFRONT*WALK TO BEACH*POOL*BEAUTIFUL BAY VIEW*DOCK w/GULF ACCESS, holiday rental in Naples
*WATERFRONT*WALK TO BEACH*POOL*BEAUTIFUL BAY VIEW*DOCK w/GULF ACCESS, holiday rental in Naples

*WATERFRONT*WALK TO BEACH*POOL*BEAUTIFUL BAY VIEW*DOCK w/GULF ACCESS

Holiday Rental House in North Naples
3 bedrooms
2 bathrooms
Sleeps 6
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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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
More info
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2 Bedroom 2 Bath With Heated Pool.  Blocks From The Beach!, holiday rental in Naples
2 Bedroom 2 Bath With Heated Pool.  Blocks From The Beach!, holiday rental in Naples
2 Bedroom 2 Bath With Heated Pool.  Blocks From The Beach!, holiday rental in Naples

2 Bedroom 2 Bath With Heated Pool. Blocks From The Beach!

Holiday Rental House in North Naples
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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TROPICAL OASIS! POOL, PRIVATE LANAI, OUTDOOR KITCHEN. STORM WINDOWS. PETS OK!, holiday rental in Naples
TROPICAL OASIS! POOL, PRIVATE LANAI, OUTDOOR KITCHEN. STORM WINDOWS. PETS OK!, holiday rental in Naples
TROPICAL OASIS! POOL, PRIVATE LANAI, OUTDOOR KITCHEN. STORM WINDOWS. PETS OK!, holiday rental in Naples

TROPICAL OASIS! POOL, PRIVATE LANAI, OUTDOOR KITCHEN. STORM WINDOWS. PETS OK!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private Studio On 3 Acre Estate In Paradise!, holiday rental in Naples
Private Studio On 3 Acre Estate In Paradise!, holiday rental in Naples
Private Studio On 3 Acre Estate In Paradise!, holiday rental in Naples

Private Studio On 3 Acre Estate In Paradise!

Condo/Apartment
0 bedrooms
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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Casa Botanica: A Tropical Haven in the Heart of Naples - 4 bedrooms/2.5 bath wit, holiday rental in Naples
Casa Botanica: A Tropical Haven in the Heart of Naples - 4 bedrooms/2.5 bath wit, holiday rental in Naples
Casa Botanica: A Tropical Haven in the Heart of Naples - 4 bedrooms/2.5 bath wit, holiday rental in Naples

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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