Lodging Image

Vineyards Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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, (282 reviews)
"The girl on the front desk, when I’ve arrived omg she’s was really nice and excellent customer service I was visiting another places to stay and never someone was very nice like her. 5 stars for her; and the hotel really clean I love it"
United States
Tania
The price is NZ$188
includes taxes & fees
9 Sept - 10 Sept
Wiggins Pass Chalet

2. 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, (30 reviews)
"Host was very helpful, responded promptly to all communication and we will stay there again."
United States
Rick B.
The price is NZ$645
includes taxes & fees
15 Aug - 16 Aug
Resort style vacation, 2BR/2BA condo in the heart of Naples: 8min to the beach

3. Private Suite near the Beach

Private Suite near the Beach
Naples Park
9.4 out of 10, Exceptional, (26 reviews)
"Great little place for a couples quick getaway. "
United States
Nicole Y.
The price is NZ$286
includes taxes & fees
16 Aug - 17 Aug
Private Suite near the Beach

4. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (111 reviews)
"Great stay."
United States
cynthia
The price is NZ$135
includes taxes & fees
28 Aug - 29 Aug
StudioRes by Marriott Fort Myers Airport

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$682
includes taxes & fees
28 Aug - 29 Aug
Noel Real Estate

6. 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$364
includes taxes & fees
18 Aug - 19 Aug
2/1 Hidden Gem

7. 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)
"Property owner was very responsive and property is as described from listing and other reviews. Great location very central to everything! Great choice! "
United States
Reid D.
The price is NZ$985
includes taxes & fees
24 Aug - 25 Aug
Beach 4ml/ World Tennis Club/ Pickleball / Heated Pools/ Hot Tub/ Sauna/ 1st Flr

8. 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$262
includes taxes & fees
15 Aug - 16 Aug
Nuevo y Confortable Estudio

9. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,321 reviews)
"The perfect place for a family vacation"
United States
Lorenzo
The price is NZ$473
includes taxes & fees
17 Aug - 18 Aug
Bellasera Resort

10. Cozy 2-bedroom apartment near the Ocean

Cozy 2-bedroom apartment near the Ocean
Naples Park
10.0 out of 10, Exceptional, (17 reviews)
"The cottage was just as described! The location is excellent and close to the beach, shopping and dining. We truly enjoyed our stay there! Frank was very responsive and the check in process was simple. "
United States
Lori C.
The price is NZ$393
includes taxes & fees
23 Aug - 24 Aug
Cozy 2-bedroom apartment near the Ocean

11. 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$816
includes taxes & fees
15 Aug - 16 Aug
F-335 - Modern Interior, 3rd Floor, Privacy

12. Coastal Farmhouse w/ mini Golf, Private Beach &Spa

Coastal Farmhouse w/ mini Golf, Private Beach &Spa
Central Naples
10.0 out of 10, Exceptional, (38 reviews)
"Place was exactly as described."
United States
Anonymous traveller
The price is NZ$492
includes taxes & fees
30 Aug - 31 Aug
Coastal Farmhouse w/ mini Golf, Private Beach &Spa

13. Private Studio Suite near the Beach

Private Studio Suite near the Beach
Naples Park
9.8 out of 10, Exceptional, (18 reviews)
"Nice stay - was everything we needed for a quick weekend trip for two."
United States
Meredith D.
The price is NZ$319
includes taxes & fees
28 Aug - 29 Aug
Private Studio Suite near the Beach

14. Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater

Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater
Rural Estates
9.8 out of 10, Exceptional, (7 reviews)
"Great place with great amenities! Very nice apartment and we had a great time. 10/10 would recommend and we would book here again!"
United States
Stephane
The price is NZ$1,130
includes taxes & fees
18 Aug - 19 Aug
Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater

15. ` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation

` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation
East Naples
9.8 out of 10, Exceptional, (10 reviews)
"Great communication and lovely home. "
United States
Anonymous traveller
The price is NZ$523
includes taxes & fees
17 Aug - 18 Aug
` The Black Vanilla ` Luxe Retreat Sauna, Cold Plunge & Pure Relaxation

16. Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,080 reviews)
"Great spot. Very nice pool area & fantastic sunset views from the balcony"
United States
Chris
The price is NZ$492
includes taxes & fees
17 Aug - 18 Aug
Lovers Key Resort

17. GULF VIEW! Cozy and clean 1-bedroom condo - just 3 minutes from the BEACH! #3405

GULF VIEW! Cozy and clean 1-bedroom condo - just 3 minutes from the BEACH! #3405
Bonita Springs
9.6 out of 10, Exceptional, (13 reviews)
"Great location! 5 minutes to the beach. Clean perfect room for a winter get away !"
United States
DAVID B.
The price is NZ$512
includes taxes & fees
16 Aug - 17 Aug
GULF VIEW! Cozy and clean 1-bedroom condo - just 3 minutes from the BEACH! #3405

18. Excellent location ~ 1.5 miles to the beach ~ 3bed/2bath house w/fenced backyard

Excellent location ~ 1.5 miles to the beach ~ 3bed/2bath house w/fenced backyard
Central Naples
9.0 out of 10, Wonderful, (41 reviews)
"Host is great. Place is clean, spacious, close to amenities. I plan to stay there every January"
United States
darryl h.
The price is NZ$554
includes taxes & fees
15 Aug - 16 Aug
Excellent location ~ 1.5 miles to the beach ~ 3bed/2bath house w/fenced backyard

19. Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.

Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.
Old Naples
9.8 out of 10, Exceptional, (37 reviews)
"Enjoyed our stay. Clean, stylish, conveniently located to the beach, stores and restaurants. "
United States
Andrew R.
The price is NZ$802
includes taxes & fees
16 Aug - 17 Aug
Location!!! A one bedroom cottage, 2 blocks from Gulf, and Old Naples.

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)
"Awesome, clean, cozy, peaceful property. Pet friendly. Close to beach. God Bless! "
United States
Alyahbunny S.
The price is NZ$647
includes taxes & fees
16 Aug - 17 Aug
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Labor Day, XMas🎄Available- 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 Sun N Fun Lagoon, or get outside and enjoy nature at Vanderbilt Beach. Other popular places to visit in the area include Fifth Avenue South and Naples Beach.

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.