Vacation Home Rentals By Owner In Naples, FL

Showing 1340 Of 2206 Vacation Rentals

Exceptional(15)

$434.98

/ Nightly

Private Vacation Home

Briarwood-Newly renovated 2026-Lake views, pool/spa home w/awning, extended deck & southern exposure

Naples, Florida, United States

Bed

Bath

Sleeps

Exceptional(2)

$436.06

/ Nightly

Private Vacation Home

Newly Listed - Briarwood Pool/Spa home w/outdoor 65 smart TV & conversational seating area

Naples, Florida, United States

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Bath

Sleeps

$437.13

/ Nightly

Private Vacation Home

Lakeside paradise with private pool, tennis courts, and more

Naples, Florida, United States

Bath

Sleeps

Exceptional(26)

$437.79

/ Nightly

Private Vacation Home

Briarwood-Upscale home w/lake view SW facing pool w/outdoor TV, & entertaining area

Naples, Florida, United States

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Bath

Sleeps

Exceptional(21)

$437.79

/ Nightly

Private Vacation Home

Briarwood: Newly decorated; heated pool, lake view, w/outdoor lanai space & TV

Naples, Florida, United States

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Bath

Sleeps

Exceptional(5)

$442.29

/ Nightly

Private Vacation Home

Briarwood home w/ heated pool/spa-outdoor kitchen-retractable awning-private lake view

Naples, Florida, United States

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Bath

Sleeps

Exceptional(1)

$444.42

/ Nightly

Private Vacation Home

LIVING THE NAPLES LIFE - 3 Bed / 2 Bath with Pool

Naples, Florida, United States

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Bath

Sleeps

Exceptional(2)

$447.56

/ Nightly

Private Vacation Home

Luxury 3BR in Gated Community - Amazing Heated Pool - King Bed - 10 Min To Beach

Naples, Florida, United States

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Bath

Sleeps

Exceptional(17)

$452.57

/ Nightly

Private Vacation Home

LUXURY Villa AZUL Naples with HEATED SALT WATER POOL

Naples, Florida, United States

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Bath

Sleeps

$452.96

/ Nightly

Private Vacation Home

Spacious 4-bedroom house in Naples with cool AC, heated pool & pet-friendly!

Naples, Florida, United States

Bed

Bath

Sleeps

$456.94

/ Nightly

Private Vacation Home

Vacation House with Pool and Spa in Madison Park !

Naples, Florida, United States

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Bath

Sleeps

Exceptional(13)

$457.44

/ Nightly

Private Vacation Home

Newly Listed - Briarwood - Fully renovated & professionally decorated w/2 King Suites

Naples, Florida, United States

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Bath

Sleeps

Exceptional(20)

$460.47

/ Nightly

Private Vacation Home

LUXURY Villa ALEXA Naples Modern Voice controlled Villa with SALT WATER POOL

Naples, Florida, United States

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Bath

Sleeps

Exceptional(66)

$462.73

/ Nightly

Private Vacation Home

Stunning Cozy Home with Saltwater Pool & Panoramic Lake View

Naples, Florida, United States

Bed

Bath

Sleeps

$463.73

/ Nightly

Private Vacation Home

Villa Di Napoli FL - Whole Home Rental Close to Beaches, Restaurants & Downtown!

Naples, Florida, United States

Bed

Bath

Sleeps

$465.48

/ Nightly

Private Vacation Home

Modern Naples Home | Golf Course • Heated Pool & Spa

Naples, Florida, United States

Bed

Bath

Sleeps

$471.53

/ Nightly

Private Vacation Home

Naples 4BR Kayak Access, Heated Pool, BBQ, Lg Yard

Naples, Florida, United States

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Bath

Sleeps

Exceptional(2)

$471.76

/ Nightly

Private Vacation Home

Naples Lakefront pool-spa home

Naples, Florida, United States

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Bath

Sleeps

Exceptional(1)

$473.22

/ Nightly

Private Vacation Home

Near Old Naples! Coastal Escape w/ Tropical Patio

Naples, Florida, United States

Bed

Bath

Sleeps

Exceptional(93)

$477.21

/ Nightly

Private Vacation Home

BEAUTIFUL 4 BR Briarwood villa with spacious pool area- VACATION STARTS HERE!

Naples, Florida, United States

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Bath

Sleeps

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Most popular vacation rentals in Naples

Exceptional(93)

$1076.81

/ Nightly

Private vacation home

Naples Park Pool and Spa

Naples, Florida, United States

Bed

Bath

Sleeps

Exceptional(93)

$1122.88

/ Nightly

Villa

Naples Luxury Villa, Huge Pool, 2 Pickleball Courts, Full Acre of Total Privacy

Naples, Florida, United States

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Bath

Sleeps

Exceptional(93)

$1122.03

/ Nightly

Private vacation home

6 bedroom Oasis with Extra Large Pool, spa, EV Charger & Guest House, Sleeps 16+

Naples, Florida, United States

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Bath

Sleeps

Exceptional(93)

$1114.90

/ Nightly

Private vacation home

Naples Park Charm by Vanderbilt Beach w/Heated Pool - Special Offer, Book Now!

Naples, Florida, United States

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Bath

Sleeps

Exceptional(93)

$1086.69

/ Nightly

Condo

Come enjoy sun and sand in Naples luxury-WS0803

Naples, Florida, United States

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Bath

Sleeps

Exceptional(93)

$1086.17

/ Nightly

Private vacation home

Unique Moorings home with personal gym, newly remodeled pool, 4 ensuite bedrooms

Naples, Florida, United States

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Bath

Sleeps

Exceptional(93)

$1085.97

/ Nightly

Private vacation home

? Vanderbilt on the Water | NEW Saltwater Pool • 7-Hole Mini Golf • Canal Front Retreat

Naples, Florida, United States

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Bath

Sleeps

Exceptional(93)

$1059.48

/ Nightly

Private vacation home

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings beds, htd pool, bikes, BBQ

North Naples, Florida, United States

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Bath

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Exceptional(93)

$1047.83

/ Nightly

Private vacation home

Tropical Oaks Estate | Private Resort+40' Pool/Spa

Naples, Florida, United States

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Bath

Sleeps

Exceptional(93)

$1051.02

/ Nightly

Private vacation home

Park Shore Paradise- Naples Florida

Naples, Florida, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Naples, FL

$434.98

$436.06

$437.13

$437.79

$437.79

$442.29

$444.42

$447.56

$452.57

$452.96

$456.94

$457.44

$460.47

$462.73

$463.73

$465.48

$471.53

$471.76

$473.22

$477.21

Rent a place that suits your needs

Most popular vacation rentals in Naples

$1076.81

$1122.88

$1122.03

$1114.90

$1086.69

$1086.17

$1085.97

$1059.48

$1047.83

$1051.02

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