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Vineyards Holiday Rentals

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Our top choices for Vineyards holiday rentals

1. Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (292 reviews)
"Great location very close to beach and restaurants."
United States
Maribel
The price is NZ$201
includes taxes & fees
5 Oct - 6 Oct
Wiggins Pass Chalet

2. Awesome Apartment near the Beach

Awesome Apartment near the Beach
Central Naples
9.8 out of 10, Exceptional, (23 reviews)
"Great stay"
United States
Steve A.
The price is NZ$829
includes taxes & fees
5 Oct - 6 Oct
Awesome Apartment near the Beach

3. Nuevo y Confortable Estudio

Nuevo y Confortable Estudio
Naples
8.6 out of 10, Excellent, (14 reviews)
"The place was easy to find and directions were very clear."
United States
Laura C.
The price is NZ$290
includes taxes & fees
11 Oct - 12 Oct
Nuevo y Confortable Estudio

4. Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach
Central Naples
10.0 out of 10, Exceptional, (31 reviews)
"Host was very helpful, responded promptly to all communication and we will stay there again."
United States
Rick B.
The price is NZ$691
includes taxes & fees
6 Oct - 7 Oct
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

5. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is NZ$686
includes taxes & fees
30 Oct - 31 Oct
Noel Real Estate

6. Private Suite near the Beach

Private Suite near the Beach
Naples Park
9.4 out of 10, Exceptional, (27 reviews)
"Great little place for a couples quick getaway. "
United States
Nicole Y.
The price is NZ$313
includes taxes & fees
10 Oct - 11 Oct
Private Suite near the Beach

7. 2/1 Hidden Gem

2/1 Hidden Gem
Naples
9.8 out of 10, Exceptional, (18 reviews)
"Exactly what we needed - comfy bed, great location, exceptional hosts! Will definitely stay again!!"
United States
Katherine S.
The price is NZ$453
includes taxes & fees
11 Oct - 12 Oct
2/1 Hidden Gem

8. Brick Enclave with Mini Golf & SPA, 5mins to beach

Brick Enclave with Mini Golf & SPA, 5mins to beach
Central Naples
10.0 out of 10, Exceptional, (33 reviews)
"Nice private backyard. Kitchen is small but has all you need. Bedrooms were clean and quiet."
United States
Martin H.
The price is NZ$498
includes taxes & fees
1 Oct - 2 Oct
Brick Enclave with Mini Golf & SPA, 5mins to beach

9. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.4 out of 10, Exceptional, (148 reviews)
"The place was very nice and clean and great location"
United States
Monica
The price is NZ$166
includes taxes & fees
13 Oct - 14 Oct
StudioRes by Marriott Fort Myers Airport

10. ~ ~The Studio~ ~ Comfort, Quality, walk to beaches

~ ~The Studio~ ~ Comfort, Quality, walk to beaches
Naples Park
9.8 out of 10, Exceptional, (14 reviews)
"Very clean and well maintained. We appreciated the small kitchen area and the beach chairs and umbrella! Highly recommend staying here! "
United States
Stephanie J.
The price is NZ$411
includes taxes & fees
13 Oct - 14 Oct
~ ~The Studio~ ~ Comfort, Quality, walk to beaches

11. * * The Gem * * Beach, Location, Quality & Comfort

* * The Gem * * Beach, Location, Quality & Comfort
Naples Park
10.0 out of 10, Exceptional, (24 reviews)
"We loved how close Vanderbilt Beach was to our house and short distance to many nice restaurants "
United States
Richard H.
The price is NZ$449
includes taxes & fees
20 Oct - 21 Oct
* * The Gem * * Beach, Location, Quality & Comfort

12. Cozy 2-bedroom apartment near the Ocean

Cozy 2-bedroom apartment near the Ocean
Naples Park
10.0 out of 10, Exceptional, (21 reviews)
"Staff is great nice friendly and helpful!"
United States
Chad
The price is NZ$527
includes taxes & fees
2 Oct - 3 Oct
Cozy 2-bedroom apartment near the Ocean

13. Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches

Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
East Naples
9.2 out of 10, Wonderful, (55 reviews)
"Very cozy house Spent a great time Lovely place"
United States
eric d.
The price is NZ$329
includes taxes & fees
9 Oct - 10 Oct
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches

14. Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr

Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr
Central Naples
10.0 out of 10, Exceptional, (27 reviews)
"The process was smooth and easy"
United States
Brian B.
The price is NZ$1,046
includes taxes & fees
7 Oct - 8 Oct
Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr

15. * * Endless Summer * * Beach, Unique & Comfort

* * Endless Summer * * Beach, Unique & Comfort
Naples Park
9.6 out of 10, Exceptional, (22 reviews)
"This is such a hidden gem! Definitely exceeded expectations!"
United States
Courtney
The price is NZ$558
includes taxes & fees
17 Oct - 18 Oct
* * Endless Summer * * Beach, Unique & Comfort

16. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,089 reviews)
"Clean room, AC was Perfect, and deck view was amazing"
United States
Carlos
The price is NZ$503
includes taxes & fees
15 Oct - 16 Oct
Lovers Key Resort

17. STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs

STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs
Naples Park
9.6 out of 10, Exceptional, (25 reviews)
"It was extremely clean the host has been amazing and answering all our questions. And we love the backyard for our pets"
United States
Brodie K.
The price is NZ$512
includes taxes & fees
7 Oct - 8 Oct
STARFISH PARADISE,FENCED YARD-ONLY 1/2MILE TO OCEAN-SLEEPS 4-1BED/1.5BATH, 2 TVs

18. F-335 - Modern Interior, 3rd Floor, Privacy

F-335 - Modern Interior, 3rd Floor, Privacy
Park Shore
10.0 out of 10, Exceptional, (3 reviews)
"Good location, clean, and no issues."
United States
James O.
The price is NZ$913
includes taxes & fees
30 Sept - 1 Oct
F-335 - Modern Interior, 3rd Floor, Privacy

19. 5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
Naples Park
8.6 out of 10, Excellent, (37 reviews)
"Clean, everything you need! Loved having the bikes."
United States
Cindi
The price is NZ$494
includes taxes & fees
8 Oct - 9 Oct
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area

20. BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet

BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
Naples Park
8.8 out of 10, Excellent, (36 reviews)
"Perfect location for a person traveling for work . Hospital , Beach and Mercato all under a mile away . Got to enjoy Beautiful sunsets and take a few bicycles rides when not working . Bed was comfortable and having a washer dryer was helpful . Would stay again"
United States
Anonymous traveller
The price is NZ$582
includes taxes & fees
6 Oct - 7 Oct
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Vineyards Hotel Reviews

Find out more about Vineyards

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Vineyards holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Vineyards. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Vineyards. Seeing all the best attractions is bound to make you fall in love with Vineyards. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Vineyards short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Vineyards?

Yes, there are holiday rentals close to the most popular sights in Vineyards, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Vineyards has to offer?

OCT 17-24, NOV 7-14 and DEC 5-12 available Discounted Rates!! Beach 🏖️ 2min walk🩴: This holiday home rental outside of Vineyards is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals will I find in Vineyards?

Choose from 3 Expedia holiday rentals in Vineyards for a memorable holiday.

What can I see and do in Vineyards?

While exploring the area, visit family-friendly sights like Naples Zoo at Caribbean Gardens, or get outside and enjoy nature at North Collier Regional Park. Tiburon Golf Club and Naples Grande Golf Club are a couple of places you'll find in the wider area.

What are holiday rentals like in Vineyards?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Vineyards. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.