Location

Dates

Guests

Vacation rentals in Naples

Downtown Naples Retreat - Walk to 5th Ave & Beach

Downtown Naples Retreat - Walk to 5th Ave & Beach

Downtown Naples Retreat - Walk to 5th Ave & Beach

Downtown Naples Retreat - Walk to 5th Ave & Beach

Downtown Naples Retreat - Walk to 5th Ave & Beach

Downtown Naples Retreat - Walk to 5th Ave & Beach

2 bedrooms·1 bath

Naples • Florida

4.85(13 reviews)

$836.34 USD total for 3 nights

Sep 22 – 25, 2026

Beach Luxury Retreat • Walk to Beach & 5th Ave

Beach Luxury Retreat • Walk to Beach & 5th Ave

Beach Luxury Retreat • Walk to Beach & 5th Ave

Beach Luxury Retreat • Walk to Beach & 5th Ave

Beach Luxury Retreat • Walk to Beach & 5th Ave

Beach Luxury Retreat • Walk to Beach & 5th Ave

2 bedrooms·1 bath

Naples • Florida

5(4 reviews)

$964.83 USD total for 3 nights

Sep 22 – 25, 2026

Naples Luxe Coral Oasis - Walk to the beach and 5th Ave

Naples Luxe Coral Oasis - Walk to the beach and 5th Ave

Naples Luxe Coral Oasis - Walk to the beach and 5th Ave

Naples Luxe Coral Oasis - Walk to the beach and 5th Ave

Naples Luxe Coral Oasis - Walk to the beach and 5th Ave

Naples Luxe Coral Oasis - Walk to the beach and 5th Ave

2 bedrooms·1 bath

Naples • Florida

4.2(5 reviews)

$824.63 USD total for 3 nights

Sep 22 – 25, 2026

Naples Haven – Walk to Beach & 5th Ave

Naples Haven – Walk to Beach & 5th Ave

Naples Haven – Walk to Beach & 5th Ave

Naples Haven – Walk to Beach & 5th Ave

Naples Haven – Walk to Beach & 5th Ave

Naples Haven – Walk to Beach & 5th Ave

2 bedrooms·1 bath

Naples • Florida

4.14(7 reviews)

$1,067.63 USD total for 3 nights

Sep 22 – 25, 2026

Minimalist Haven Naples • Walk to Beach & 5th Ave

Minimalist Haven Naples • Walk to Beach & 5th Ave

Minimalist Haven Naples • Walk to Beach & 5th Ave

Minimalist Haven Naples • Walk to Beach & 5th Ave

Minimalist Haven Naples • Walk to Beach & 5th Ave

Minimalist Haven Naples • Walk to Beach & 5th Ave

2 bedrooms·1 bath

Naples • Florida

4.33(9 reviews)

$1,015.01 USD total for 3 nights

Sep 22 – 25, 2026

Oasis of Naples – Beach & Downtown Haven

Oasis of Naples – Beach & Downtown Haven

Oasis of Naples – Beach & Downtown Haven

Oasis of Naples – Beach & Downtown Haven

Oasis of Naples – Beach & Downtown Haven

Oasis of Naples – Beach & Downtown Haven

2 bedrooms·1 bath

Naples • Florida

4.5(2 reviews)

$836.34 USD total for 3 nights

Sep 22 – 25, 2026

Emerald Oasis Naples • Luxury Stay by 5th Ave

Emerald Oasis Naples • Luxury Stay by 5th Ave

Emerald Oasis Naples • Luxury Stay by 5th Ave

Emerald Oasis Naples • Luxury Stay by 5th Ave

Emerald Oasis Naples • Luxury Stay by 5th Ave

Emerald Oasis Naples • Luxury Stay by 5th Ave

2 bedrooms·1 bath

Naples • Florida

4.5(10 reviews)

$915.89 USD total for 3 nights

Sep 22 – 25, 2026

Enjoy your privat pool space

Fun and Love at VILLA BELLY

VILLA BELLY view from the shady dining place

Masterbedroom Kingbed

VILLA BELLY - Poolhome in Naples - enjoy privacy

3 bedrooms·2 baths

Naples • Florida

4.96(28 reviews)

$4,793.60 USD total for 14 nights

Jan 1 – 15, 2027

4 Private Suites in a New Ultra Luxury Residence

4 Private Suites in a New Ultra Luxury Residence

4 Private Suites in a New Ultra Luxury Residence

4 Private Suites in a New Ultra Luxury Residence

4 Private Suites in a New Ultra Luxury Residence

4 Private Suites in a New Ultra Luxury Residence

4 bedrooms·4 baths

Naples • Florida

5(2 reviews)

$1,000/ night(excl. fees & taxes)

Morningside Luxury Escape - New Build-Pool & Spa

Morningside Luxury Escape - New Build-Pool & Spa

Morningside Luxury Escape - New Build-Pool & Spa

Morningside Luxury Escape - New Build-Pool & Spa

Morningside Luxury Escape - New Build-Pool & Spa

Morningside Luxury Escape - New Build-Pool & Spa

4 bedrooms·4 baths

Naples • Florida

$2,759.80 USD total for 3 nights

Sep 22 – 25, 2026

Dining area leading to kitchen & front door

Queen Room showing vanity

Paradise Coast Townhome - Heated Pool

2 bedrooms·1½ baths

Naples • Florida

$1,400.00 USD total for 28 nights

Oct 31 – Nov 28, 2026

Superb location 3bed/2bath ~ 1.5 mile to the beach

Welcome to Casa Capri

Superb location 3bed/2bath ~ 1.5 mile to the beach

Superb location 3bed/2bath ~ 1.5 mile to the beach

3 bedrooms·2 baths

Naples • Florida

5(180 reviews)

$652.96 USD total for 3 nights

Oct 17 – 20, 2026

Front of building

one of the community pools

Serene First-Level Condo with Pool Access

Serene First-Level Condo with Pool Access

Serene First-Level Condo with Pool Access

2 bedrooms·2 baths

Naples • Florida

$134/ night(excl. fees & taxes)

Community Pool/Restaurant

Community Hot Tub

Front Entrance 1st Floor Unit

Entrance/family room

Remodeled Kitchen

Naples Florida - World Tennis Club

2 bedrooms·2 baths

Naples • Florida

$14,255.00 USD total for 90 nights

Sep 22 – Dec 21, 2026

mit großzügigem Swimmingpool

mit großzügigem Swimmingpool

mit großzügigem Swimmingpool

mit großzügigem Swimmingpool

mit großzügigem Swimmingpool

mit großzügigem Swimmingpool

2 bedrooms·2 baths

Naples • Florida

$180/ night(excl. fees & taxes)

Marwood Naples Condo

Marwood Naples Condo

Marwood Naples Condo

Marwood Naples Condo

Marwood Naples Condo

Marwood Naples Condo

2 bedrooms·2 baths

Naples • Florida

$17,689.66 USD $15,985.75 USD total for 30 nights

Sep 22 – Oct 22, 2026

Welcome to Eagles Nest Florida

Take a deep breath and unwind as you enjoy this Naples home.

Surround yourself with beauty, comfort and the serenity of nature.

The natural Florida sunshine pours in every room. Come and enjoy your very own Florida vacation, in your home away from home.

Relax and feel right at home, with a glass of wine after a long day of exploring Naples. Spend time together and indulge yourself if this tropical retreat.

Eagles Nest Florida

2 bedrooms·2 baths

Naples • Florida

5(47 reviews)

$635.63 USD total for 3 nights

Sep 22 – 25, 2026

Naples Ground Floor Fabulous Falling Waters Davis

Naples Ground Floor Fabulous Falling Waters Davis

Naples Ground Floor Fabulous Falling Waters Davis

Naples Ground Floor Fabulous Falling Waters Davis

Naples Ground Floor Fabulous Falling Waters Davis

Naples Ground Floor Fabulous Falling Waters Davis

2 bedrooms·2 baths

Naples • Florida

$5,400.00 USD total for 30 nights

Sep 22 – Oct 22, 2026

First-Floor Lakeview 2BR/2BA Condo in Naples

First-Floor Lakeview 2BR/2BA Condo in Naples

First-Floor Lakeview 2BR/2BA Condo in Naples

First-Floor Lakeview 2BR/2BA Condo in Naples

First-Floor Lakeview 2BR/2BA Condo in Naples

First-Floor Lakeview 2BR/2BA Condo in Naples

2 bedrooms·2 baths

Collier County • Florida

$4,772.67 USD total for 28 nights

Oct 1 – 29, 2026

Beach 🏝 Life

3 bedrooms·2 baths

Naples • Florida

4.92(24 reviews)

$150 – $300/ night(excl. fees & taxes)

Primary bedroom-King bed

Ascot in Lely Resort

3 bedrooms·2 baths

Naples • Florida

$7,500/ night(excl. fees & taxes)

Bird' s eye view of the property

Free Golf May 15-October 15

Bird's eye view of the golf course

Bird's eye view of the property and amenities

Balcony with seating area overlooking the water

GreenLinks Retreat - Pool, Hot Tub, Tennis, Golf

2 bedrooms·2 baths

Naples • Florida

$660.74 USD total for 3 nights

Sep 22 – 25, 2026

Kitchen and Breakfast Bar

Master Bathroom

The Fitz

3 bedrooms·2 baths

North Naples • Florida

5(30 reviews)

$3,101.88 USD total for 7 nights

Sep 22 – 29, 2026

Studio closest to Bch, yard, everything, & extras!

Studio closest to Bch, yard, everything, & extras!

Studio closest to Bch, yard, everything, & extras!

Studio closest to Bch, yard, everything, & extras!

Studio closest to Bch, yard, everything, & extras!

Studio closest to Bch, yard, everything, & extras!

0 bedrooms·1 bath

North Naples • Florida

5(2 reviews)

$250/ night(excl. fees & taxes)