25 Best Vacation Rentals in Naples Park - Holiday Lettings - Cabins

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1,747 Vacation rentals

(1) Excellent 

20

Vacation home in Naples Park

Florida / Naples Park

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
IMMACULATE- NEWLY RENOVATED 3 BEDROOM HOME...WALK TO RITZ CARLTON AND VANDERBILT BEACH. NEW BEDROOM FURNITURE AND MATTRESSES . NEVER RENTED BEFORE..NEAR MERCADO, WHOLE FOODS, TRADER JOES, RESTAURANTS AND SHOPS--ALL WITH IN A MILE!! HAVE FUN IN THE POWDERED SUGAR SAND OF …see more

from $285 / night

$1,690 - $3,500 / week

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avg. 1 hour 26 minutes

from $285 / night

17

Naples Park Vacation home rental

Florida / Naples Park

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Naples Park Home -Stunning Heated Pool/ 3 Bed+Den / Pet Friendly/ Sleeps 6 / 2 Full Bath/ 7 Night Min. Beautifully furnished beach retreat, fully equipped. Bike/walk to Vanderbilt Beach, Wiggins Park Beach, Mercato Shopping District and so much more! Simply and elegan …see more

from $227 / night

$1,589 / week

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from $227 / night

(3) Very Good 

41

Vacation condo in Naples Park

Florida / Naples Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This Park Shore Resort Condo is in the heart of Naples, next to all what Naples has to offer. You are in walking distance to Waterside Shops, restaurants, supermarket, beach and much more. 5th Ave and 3rd St just minutes away from Art Galleries, Restaurants, Sh …see more

from $125 / night

$1,200 - $1,250 / week

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Responds fast!
avg. 55 minutes

from $125 / night

24

Vacation home in Naples Park

Florida / Naples Park

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Experience your own tropical paradise when staying at this 3-bedroom, 2-bathroom vacation rental house in Naples! This tastefully designed abode features luxurious amenities such as a screened lanai and private pool that create an unforgettable retreat for up to 6 guest …see more

from $214 / night

$1,498 - $2,100 / week

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avg. 9 minutes

from $214 / night

(1) Excellent 

36

Vacation condo with shared pool, golf nearby in Naples Park

Florida / Naples Park

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 19 mi
  • Swimming pool
**Unlimited Golf (excluding golf cart rental), Pickle ball and Tennis is included in monthly rates only** Want the privacy and flexibility of your own place but also want the high end amenities of a full on luxury resort? You can have it all in our immaculate second f …see more

from $145 / night

$1,300 - $1,650 / week

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from $145 / night

(1) Excellent 

9

Vacation home in Naples Park

Florida / Naples Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
single House, 3 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 7 conformable ) Single Pool Home! Everything you'll need for a great vacation, close to gulf. Our Newer single family home has a gorgeous pool and Lanai with palm trees, 3 bedrooms that offer a king size b …see more

from $250 / night

$1,675 - $2,200 / week

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from $250 / night

4

Vacation condo in Naples Park

Florida / Naples Park

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
End unit on 4th floor of a 7 story high rise SCREENED LANAI FACES WEST FOR THE VIEWING OF ALL THE SUNSETS OUT OVER BAREFOOT BEACH FULL SIZE LAUNDRY IN UNIT. OWNER WILL SUPPLY INTERNET AND CABLE TV.. 3BEDROOMS KING BED IN MASTER, TWINS IN GUEST, AND QUEEN IN OTHER GU …see more

from $215 / night

$1,500 / week

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from $215 / night

25

Home rental in Naples Park

Florida / Naples Park

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Location , Location, Location! Home has been recently renovated inside and out, very clean and comfortable and within walking distance of Vanderbilt beach and just a few blocks from Delnor-Wiggins State Park. You can relax by the heated pool with poolside grill. Master …see more

from $172 / night

$1,200 - $2,100 / week

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avg. 3 hours 3 minutes

from $172 / night

(1) Excellent 

16

Vacation condo in Naples Park

Florida / Naples Park

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This condo located in Winterpark community known for its fabulous location and one of the largest swimming pools in Naples (You may see it on Google map). Less then 10 minutes drive from white sandy beaches, close to shops, restaurants, minutes drive from Naples 5th Ave …see more

from $180 / night

$1,000 / week

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from $180 / night

(1) Excellent 

30

Vacation cottage in Naples Park

Florida / Naples Park

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
First time as a rental, this cottage is the ideal beach escape. Enjoy the privacy of the backyard with plenty of palms and tropical setting. Eat lunch under the poolside thatch cabana or dine inside the screened porch. The living room has a huge L shaped sofa (pull-out) …see more

from $250 / night

$1,700 - $2,325 / week

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Responds fast!
avg. 56 minutes

from $250 / night

28

Vacation home in Naples Park

Florida / Naples Park

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to Vanderbilt Landings on Gulf Shore Drive, located on the north end of Gulf Shore Drive at the intersection with Bluebill Ave. This is as close to beach front rental as you can get without the high rates! Vanderbilt Landings gated community with secured lobby & …see more

from $228 / night

$1,596 / week

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Responds fast!
avg. 3 hours 1 minutes

from $228 / night

8

Vacation home rental

Florida / Naples Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our beautiful updated beach cottage is a half mile walk or a few minutes on a bike to world famous Del Nor Wiggins beach or Vanderbilt beach. Close to famous restaurants and shopping at the beautiful Mercado. Only a short drive to famous fifth avenue in downtown Naples …see more

from $220 / night

$1,540 / week

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from $220 / night

24

Vacation home in Naples Park

Florida / Naples Park

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
This 4 Bedroom private villa is the perfect destination for your next vacation. Featuring 2 private entry's and perfect for your large group, the Gemini Vacation Rental boasts bright colors and new furnishings. A highlight feature of the Gemini Vacation Rental is the pr …see more

from $214 / night

$1,498 / week

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from $214 / night

20

Vacation home in Naples Park

Florida / Naples Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Enter through gorgeous butterfly garden to the remodeled home. 2 bedroom/1.5 bath. Queen bed, Full with Trundle, single soft pull out sleeper. Great kitchen with granite, built in appliances, stainless steel appliances, indoor washer/dryer, tile floors, large TVs, peace …see more

from $125 / night

$700 / week

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from $125 / night

21

Vacation home rental

Florida / Naples Park

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A fabulous private tropical paradise awaits you just a few minutes from the Gulf of Mexico! Villa Neroli, named for the floral scent of wild orange blossoms, is located in a safe, quiet neighborhood and only 1 mile to the fabulous beaches of Florida’s Delnor-Wiggins St …see more

from $343 / night

$2,400 / week

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from $343 / night

20

Vacation home in Naples Park

Florida / Naples Park

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Escape the stresses of everyday life at the Avola Vacation Rental, which offers unbeatable rest and relaxation! Soak in the sun at this stylish vacation rental. Featuring bright colors and new furnishings, this 2 bedroom villa is the perfect destination for your next va …see more

from $106 / night

$742 / week

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from $106 / night

20

Vacation home in Naples Park

Florida / Naples Park

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Soak in the sun at the stylish Augusta Vacation Rental. Featuring bright colors and new furnishings, this 2 bedroom villa is the perfect destination for your next vacation. A highlight feature of the Augusta Vacation Rental is the proximity to Vanderbilt Beach, which is …see more

from $106 / night

$742 / week

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from $106 / night

14

Vacation apartment in Naples Park

Florida / Naples Park

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Swimming pool
  • Ask about children
Located within walking distance to Vanderbilt Beach, Barefoot Pelican gated complex located on the bay and canal. Properties amenities include pool, BBQ Grill and hot tub. Unit 237 is a two bedroom, two bathroom third floor condo with elevator in the building. Bedd …see more

from $134 / night

$934 / week

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from $134 / night

18

Apartment rental in Naples Park with shared pool

Florida / Naples Park

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Swimming pool
  • Ask about children
From your large screened in lanai of this fifth floor condo you can sit back and take in the glorious Gulf of Mexico and white sandy beaches that stretch for miles up and down the coast. Take a dip in the heated pool or search for that perfect shell at water’s edge, it’ …see more

from $284 / night

$1,984 / week

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from $284 / night

16

Vacation home in Naples Park

Florida / Naples Park

3 4 30 nights min

  • 3 bedrooms
  • Sleeps 4
  • 30 nights min
  • Child friendly
  • Pet friendly
Walk to the Beach, available Jan & Feb 2018! Cozy 3/2 single family home in Naples Park with one car garage available! One mile from Vanderbilt Beach, one-and-a-half miles to Mercato! Great location for any short term renter! Basic cable and wireless internet included. …see more

from $134 / night

$934 / week

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from $134 / night

24

Vacation home in Naples Park

Florida / Naples Park

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
Feel at ease and at home when you escape to this three-bedroom Naples retreat, a light-filled waterfront getaway with a private pool and dock, a spacious lanai and patio, and a wonderful location within walking distance of the beach. This home is located in the Naples …see more

from $154 / night

$1,078 / week

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from $154 / night

33

Naples Park Vacation home rental

Florida / Naples Park

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Sunny Naples on the Florida coast is calling with this spacious vacation rental, boasting 3 bedrooms, 2-1/2 baths, and accommodations to sleep up to 6, possibly 8. Private heated pool for relaxation, bike over to Vanderbilt Beach to witness a spectacular sunset, or driv …see more

from $235 / night

$2,500 / week

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from $235 / night

18

Vacation home in Naples Park

Florida / Naples Park

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is not a rental, this is a home! Everything in the home has been replaced and updated with the pride of ownership evident in every detail. The Gourmet Kitchen features Granite Counter tops. All new Stainless Steel Appliances are set off by the white wood cabin …see more

from $210 / night

$1,400 / week

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Responds fast!
avg. 3 hours 45 minutes

from $210 / night

10

Home rental in Naples Park

Florida / Naples Park

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
This 2006 built house looks like it has never been lived in! Brand new carpet in 4 bedrooms and tile on the diagonal throughout balance of house, including front porch and lanai. Immaculately clean and crisp, vaulted ceilings, 8' doors, 5.25" baseboards, Granite counter …see more

from $395 / night

$1,895 / week

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from $395 / night

9

Naples Park Vacation home rental

Florida / Naples Park

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Air conditioning
This 2,000-square foot stunner has a saltwater pool, two-car garage, three bedrooms, four bathrooms, and is located five minutes from the best shopping, the hottest restos and bars, and of course, the beach. This gorgeous bungalow is family friendly, with bikes and bea …see more

from $600 / night

$4,200 / week

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from $600 / night

1

Home rental in Naples Park

Florida / Naples Park

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
LOCATION, LOCATION, LOCATION Located less than a mile from Vanderbilt Beach and Gov. Delanor-Wiggins State Park, 1/2 mile from Ritz Carlton and 2 houses to intercostal waterway. Open floor plan with fully stocked kitchen, gas grill, 2 bikes, front lanai and rear patio. …see more

from $275 / night

$1,200 / week

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from $275 / night