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Naples Rentals with Pools

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Naples Rentals with Pools

1,958 vacation rentals

LUXURY RENTALS~The Bay House~Walk to beach & 3rd st shopping. Bring your boat!

Naples house

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$803

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Old Naples Luxury Cottage - Walk to 5th & Beach !

Naples house

4 bedrooms / 2 bathrooms / sleeps 9

“Fab House, Fab Stay , Naples Great as ever.” We know Naples of old. What made our stay this time, was the fab Catterbox Cottage, great location, the right feel, the right decor and luxury level of comfort and facilities. Using a UK expression, the h

Responds fast! avg. 34 minutes

Price per night from

$410

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GOLFING, POOL, AND VACATION!

Naples house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$171

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LUXURY RENTALS~ Sand Castle Beach House~Heart of Naples, close to beaches.

Naples house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$798

1 / 17

NEW! Expansive East Naples Home w/ Pool & Patio!

Naples house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 29 minutes

Price per night from

$115

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Naples - Vanderbilt Beach / Luxury Manager Villa

Naples house

4 bedrooms / 4 bathrooms / sleeps 11

Responds fast! avg. 1 hour 22 minutes

Price per night from

$460

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Magnificent Pool Home Close to Beach and Downtown

Naples house

4 bedrooms / 3 bathrooms / sleeps 8

“Will be back !” This was our second stay at this wonderful house - we loved it so much we are planning our vacation next year around it's availability ! Our thanks to all involved for making sure we had a terrific vacation. We travel a lot and I have

Price per night from

$134

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Next to Downtown and the Beach

Naples apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Totally awesome, fun, great vacation!” Totally fell in love with this place. If you are looking for a 2 BR/2 bath condo in Naples, this is definitely the place to stay at. This is a corner unit, which is great, and recently updated and very very cle

Price per night from

$101

1 / 21

Fresh and Bright, Ground Floor Condo, No Stairs.

Naples apartment

2 bedrooms / 2 bathrooms / sleeps 4

“We felt like we were in Hawaii!!” Location was ideal. Closeness to pool was very important to us. Quietness from road traffic/noise was exceptional. Look forward to returning next winter.

Price per night from

$79

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Top Location, Best Views, Park Shore Resort 210

Naples condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 33 minutes

Price per night from

$110

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Fountainview -3br/2ba Pool/spa home near the beach

Naples house

3 bedrooms / 2 bathrooms / sleeps 6

“FOUNTAINVIEW TURNED INTO GARDENVIEW!!” so due to user error, gary moved us up a few streets to another rental!! let me tell you..... this house was perfect!! pool, hot tub, beach umbrellas, beach chairs, etc...if you needed it, this house had it waiti

Price per night from

$176

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ROMANTIC BEACH ESCAPE! BOUTIQUE CONDO WITH SPECTACULAR BAY VIEWS!

Naples apartment

1 bedroom / 1 bathroom / sleeps 2

“**5** Star condo at the beach” Just returned from my second stay this year at Bernice's condo at Vanderbilt Beach. Location is perfect for a day at the beach, a morning stroll or catching a magnificent sunset just minutes away. Location is great fo

Responds fast! avg. 1 hour 30 minutes

Price per night from

$115

1 / 29

Stunning Golf Course Views/ Lely Pool Home 3/2 plus den/office

Naples house

3 bedrooms / 2 bathrooms / sleeps 8

“Great home in a great location” My wife, adult daughter and her 4 month old son vacationed at this rental in April 2015. Adella meant us when we arrived even though it was late at night. She gave us a terrific tour of the house and showed us how the

Responds fast! avg. 1 hour 20 minutes

Price per night from

$218

1 / 24

Beautiful 2 BR Condo in desirable Carlton Lakes, Naples

Naples condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 12 minutes

Price per night from

$62

1 / 11

“Nice Villa in a restful, quiet site.” Enjoyed our stay, nice Villa, we both arrived with coughs so appreciated all the facilities while we recovered. Rather further from town than we had expected but no problems in the car.

Price per night from

$108

1 / 19

LUXURY RENTALS~Spring Lake Beach House ~Walk to beach and 3rd Street shopping!

Naples house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,000

1 / 16

3bd Condo (Lely Golf) minutes to beach & downtown

Naples apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 47 minutes

Price per night from

$110

1 / 24

LUXURY RENTALS ~Royal Palm Beach House & Cottage

Naples house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$800

1 / 21

CENTRAL NAPLES, POOL, VACATION HOME!

Naples house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$157

1 / 21

Lovely Condo in Lely Resort

Naples condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$150

1 / 14

Charming 2BR Naples Condo w/Pool Access

Naples apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 50 minutes

Price per night from

$115

1 / 24

Exquisite Naples Condo-Steps to the Beach

Naples apartment

3 bedrooms / 2 bathrooms / sleeps 6

“our stay in unit 503 at The Regatta in Naples Florida .” We were completley satisfied with this condo . It had all the things were expected .we will be back next season.

Price per night from

$229

1 / 15

Naples - Royal Harbor / Waterfront Designer Villa

Naples house

4 bedrooms / 3 bathrooms / sleeps 8

“Thanksgiving 2016” My dad recently passed away, so I thought I would take my family to a new place to spend Thanksgiving. I came across the "Whitehouse" and leased it. What was waiting for us was spectacular. It was perfect for our family. Large e

Responds fast! avg. 1 hour 22 minutes

Price per night from

$678

1 / 28

LUXURY RENTALS~ Grand Floridian Beach House~ Beach views, Olde Naples

Naples house

4 bedrooms / 6 bathrooms / sleeps 8

Price per night from

$1,004

1 / 19

ALL NEW LUXURY CONDO IN FALLING WATERS RESORT. HUGE HEATED SALT WATER POOL.

Naples apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 11 minutes

Price per night from

$96

1 / 29

Luxurious Coach Home in Beautiful Treviso Bay

Naples townhouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$220

1 / 23

Price per night from

$70

1 / 18

Responds fast! avg. 1 hour 22 minutes

Price per night from

$146

1 / 37

Park Shore Resort Unit 118---including complimentary pass to private beach.

Naples apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Fantastic” This condo was very nice, clean and furnishings were great! Park shore was a very nice resort! Grounds were beautiful! This condo was in a great location! Close to shopping and resturants! I would highly recommend! I hope to stay ther

Price per night from

$100

1 / 19

Luxurious Olde Naples Beach House

Naples house

4 bedrooms / 5 bathrooms / sleeps 9

“Just another perfect week in beautiful Naples!” We were a group of three middle-age couples returning to Naples, one of our favorite vacation destinations. Without a doubt, the best part of this vacation rental home is the location! Everything we nee

Responds fast! avg. 1 hour 36 minutes

Price per night from

$646

1 / 30

White Sands in Old Naples

Naples apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 45 minutes

Price per night from

$126

1 / 9

Responds fast! avg. 19 minutes

Price per night from

$185

1 / 25

NEW AND CLEAN...WALK TO THE BEACH...ONE 25 LB PET ALLOWED...50% OFF MAY 9-NOV 30

Naples apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$100

1 / 45

GOLFING, POOL, AND VACATION!

Naples house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$143

1 / 10

Tuscan Home - Walk to Beach - Private Pool and Spa

Naples house

3 bedrooms / 2 bathrooms / sleeps 8

“Wonderful place!” We had a wonderful time at this home. It met all our needs and then some. The home owners are the most repsonsive of all the places we have ever stayed. And we've rented dozens of times.

Price per night from

$235

1 / 21

Naples minimum 3 month rental Jan 1- March 31 2018

Naples condo

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$105

1 / 11

Walk to Beach from Stunning Tropical Pool Home

Naples house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$201

1 / 15

Naples - Naples Park / Uptown Designer Pool Home

Naples house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 22 minutes

Price per night from

$281

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