Vineyards holiday homes

We found 5,906 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Vineyards that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Vineyards

Showing deals for:6 Nov - 13 Nov

Interior
Terrace/patio
Pool
Exterior
Exceptional
(39 reviews)

Cozy Getaway!

Bonita Springs

7% off
NZ$2,204
for 7 nights, 1 cottage
NZ$315 per night
includes taxes & fees
Cozy Getaway!
Large kitchen island with bar seating
Large professional grade kitchen with bar and bistro seating for 6
back of house
Pool deck lounging area
Exceptional
(34 reviews)

STUNNING new home! Gulf & Bay views, 2 min walk to beach, private pool/spa/dock

Bonita Springs

8% off
NZ$20,965
for 7 nights, 1 villa
NZ$2,995 per night
includes taxes & fees
STUNNING new home! Gulf & Bay views, 2 min walk to beach, private pool/spa/dock
Terrace/patio
Private kitchen
Room
Exterior
Wonderful
(25 reviews)

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!

Naples

8% off
NZ$2,583
for 7 nights, 1 home
NZ$369 per night
includes taxes & fees
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
Pool
NAPLES PIER
New tv with Sonos surround sound
BAREFOOT BEACH 10 MINUTES AWAY
Exceptional
(81 reviews)

BONITA BEACHFAMILY MANSION 4 BED3.5BATH CUSTOM NEW POOL OUTDOOR KITCHEN BBQ

Bonita Springs

7% off
NZ$7,350
for 7 nights, 1 home
NZ$1,050 per night
includes taxes & fees
BONITA BEACHFAMILY MANSION 4 BED3.5BATH CUSTOM NEW POOL OUTDOOR KITCHEN BBQ
Marina
Pool
Private kitchen
Marina
Exceptional
(21 reviews)

Luxurious Naples Bay Resort Pool, Spa & Beach Club!

Naples

6% off
NZ$7,905
for 7 nights, 1 cottage
NZ$1,129 per night
includes taxes & fees
Luxurious Naples Bay Resort Pool, Spa & Beach Club!
Living area
Pool
Exterior
Private kitchen
Exceptional
(29 reviews)

Blue Diamond Beach Home

Bonita Springs

8% off
NZ$15,357
for 7 nights, 1 home
NZ$2,194 per night
includes taxes & fees
Blue Diamond Beach Home
Seating for 8 --- 4 in the kitchen and additional 4 in dining area.
Full equipped kitchen.
Living area
Inviting pool with all day sunshine.  Rental fee includes heated pool in winter.
Exceptional
(174 reviews)

Bike to beach! Heated pool, pet-friendly. Summer 2026 sale!

Naples

8% off
NZ$4,157
for 7 nights, 1 home
NZ$594 per night
includes taxes & fees
Bike to beach! Heated pool, pet-friendly. Summer 2026 sale!
Interior
Private kitchen
Dining
Terrace/patio
Exceptional
(122 reviews)

Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.

Naples

8% off
NZ$6,829
for 7 nights, 1 home
NZ$976 per night
includes taxes & fees
Boaters Paradise : 3 bedroom waterfront home close to downtown Naples Fl.
Exterior to Home; 2 Car Garage; Courtyard Home with Privacy Fence; Walk to Vanderbilt Beach; Minutes from Mercato!
New Kitchen with All Essential Amenities; Perfect for Home Cooked Meals!
New Kitchen with All Essential Amenities; Perfect for Home Cooked Meals!
Private Pool and Hot Tub (Pool Heat Optional Add On at Time of Booking); Ample Seating; Private Grill; Privacy Fence; Southern Exposure!
Excellent
(10 reviews)

Sorrento 6BR Home & Private Cabana | Pool & HotTub

Naples

7% off
NZ$8,847
for 7 nights, 1 home
NZ$1,264 per night
includes taxes & fees
Sorrento 6BR Home & Private Cabana | Pool & HotTub
Terrace/patio
Pool
Exterior
Private kitchen
Exceptional
(6 reviews)

Sports Ranch Luxe Estate

Naples

8% off
NZ$9,003
for 7 nights, 1 home
NZ$1,286 per night
includes taxes & fees
Sports Ranch Luxe Estate
Private kitchen
Pool
Interior
Exterior
Exceptional
(17 reviews)

Beautiful Home with Guest House and Saltwater Pool-4 miles to beach

Naples

7% off
NZ$8,815
for 7 nights, 1 home
NZ$1,259 per night
includes taxes & fees
Beautiful Home with Guest House and Saltwater Pool-4 miles to beach
Living area
Pool
Living area
Exterior
Exceptional
(71 reviews)

Designer NAPLES home w/POOL, total PRIVACY, near BEACH, SUMMER DISCOUNTS

Naples

7% off
NZ$4,524
for 7 nights, 1 home
NZ$646 per night
includes taxes & fees
Designer NAPLES home w/POOL, total PRIVACY, near BEACH, SUMMER DISCOUNTS
Room
Pool
Private kitchen
Dining
Exceptional
(33 reviews)

Remodeled Lakefront Pool Home, Privacy, screened Lanai, Bicycles, close to Beach

Bonita Springs

8% off
NZ$4,953
for 7 nights, 1 home
NZ$708 per night
includes taxes & fees
Remodeled Lakefront Pool Home, Privacy, screened Lanai, Bicycles, close to Beach
Private kitchen
Living area
Room
Pool
Exceptional
(15 reviews)

1 Min to Barefoot Beach - Heated Pool - Fully Fenced Lot

Bonita Springs

8% off
NZ$4,041
for 7 nights, 1 home
NZ$577 per night
includes taxes & fees
1 Min to Barefoot Beach - Heated Pool - Fully Fenced Lot
Living room opens to the lanai
Gumbo Limbo dinner and drinks on the beach
Kitchen opens to living room
Escape to the private retreat with fire table
Exceptional
(10 reviews)

LUXE, Beach, Hot Tub, Putt Putt, 2 Mstr Suites, 3 Kings, Hot Tub, Bunkbds, Pets

Naples

8% off
NZ$6,496
for 7 nights, 1 home
NZ$928 per night
includes taxes & fees
LUXE, Beach, Hot Tub, Putt Putt, 2 Mstr Suites, 3 Kings, Hot Tub, Bunkbds, Pets
Pool
Terrace/patio
Room
Living area
Exceptional
(50 reviews)

Edgy Modern house with Heated Salt Water Pool

Naples

8% off
NZ$3,868
for 7 nights, 1 home
NZ$553 per night
includes taxes & fees
Edgy Modern house with Heated Salt Water Pool
Exterior detail
Pool
Exterior detail
Private kitchen
Exceptional
(100 reviews)

4BR 3BA - King Suite with Private Bathroom Heated Pool&Spa Near Vanderbilt Beach

Naples

7% off
NZ$5,357
for 7 nights, 1 home
NZ$765 per night
includes taxes & fees
4BR 3BA - King Suite with Private Bathroom Heated Pool&Spa Near Vanderbilt Beach
Terrace/patio
Pool
Interior
Exterior
Exceptional
(23 reviews)

Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer

Bonita Springs

8% off
NZ$7,014
for 7 nights, 1 home
NZ$1,002 per night
includes taxes & fees
Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer
Retractable Pool Safety Gate
Take a dip in the pool, soak in the hot tub, enjoy a meal on the patio, take a snooze on the outside couch. You may never want to leave the backyard!
Living room & Office Area
Kitchen
Exceptional
(16 reviews)

Pool, Hot Tub, Fire Pit & Beach Gear!

Bonita Springs

7% off
NZ$3,766
for 7 nights, 1 home
NZ$538 per night
includes taxes & fees
Pool, Hot Tub, Fire Pit & Beach Gear!
Interior
Naples Beach!!! Just a short walk from our condo.
Exterior
Outdoor dining
Exceptional
(149 reviews)

BEACH DREAMING Luxury condo, newly renovated on 5th Ave; Steps to beach & dining

Naples

16% off
NZ$5,079
for 7 nights, 1 apartment
NZ$726 per night
includes taxes & fees
BEACH DREAMING Luxury condo, newly renovated on 5th Ave; Steps to beach & dining
Living area
Interior
Private kitchen
Living area
Exceptional
(37 reviews)

Waterfront Private Retreat - Spacious, Pool, Hot Tub, Minutes to the Beach

Bonita Springs

8% off
NZ$3,890
for 7 nights, 1 room
NZ$556 per night
includes taxes & fees
Waterfront Private Retreat - Spacious, Pool, Hot Tub, Minutes to the Beach
Living area
Private kitchen
Pool
Living area
Exceptional
(28 reviews)

Bonita Lake Home - Luxury taken to the next level

Bonita Springs

7% off
NZ$5,317
for 7 nights, 1 home
NZ$760 per night
includes taxes & fees
Bonita Lake Home - Luxury taken to the next level
Dining
Private kitchen
Interior
Living area
Exceptional
(11 reviews)

Coastal chic - minutes to beach, shopping, dining

Naples

8% off
NZ$4,145
for 7 nights, 1 home
NZ$592 per night
includes taxes & fees
Coastal chic - minutes to beach, shopping, dining
Interior
full functioning kitchen, everything you need for cooking and serving
Pool
Property grounds
Exceptional
(327 reviews)

Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets

Naples

7% off
NZ$3,391
for 7 nights, 1 home
NZ$484 per night
includes taxes & fees
Perfect recipe for relaxing, heated pool, walk to beach, bikes, stunning sunsets
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Vineyards getaway

Learn about the unique charm of Vineyards with a stay in a holiday home rental. This city has something for everyone. Vanderbilt Beach and Fifth Avenue South are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Vineyards

Do you want to discover attractions to see while you're in town? Venture out of your cosy holiday rental and check out everything that makes Vineyards a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Tiburon Golf Club (2.8 mi / 4.5 km)
  • Sun N Fun Lagoon (3.2 mi / 5.1 km)
  • La Playa Golf Club (5 mi / 8 km)
  • Naples Zoo at Caribbean Gardens (5.2 mi / 8.4 km)
  • Flamingo Island Course - Lely Resort (10.4 mi / 16.7 km)
  • TPC Treviso Bay (10.4 mi / 16.8 km)

Exploring the natural landscape of Vineyards

Whether you're an active traveller or just want to spend some time taking in the scenery, Vineyards is a great spot to appreciate mother nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Vanderbilt Beach (6.2 mi / 10 km)
  • Naples Beach (7.9 mi / 12.7 km)
  • North Collier Regional Park (3 mi / 4.8 km)
  • Paradise Coast Sports Compex (5.3 mi / 8.5 km)
  • Clam Pass Park (5.4 mi / 8.8 km)
  • Clam Pass Beach (5.5 mi / 8.8 km)

Travelling to and around Vineyards

The nearest airport is in Fort Myers, FL (RSW-Southwest Florida Intl.), located 21.1 mi (34 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Vineyards?
The most in-demand types of holiday homes in Vineyards are condos. After something a little different? Bookabach has a variety of options to match the unique needs of our guests, so you'll see holiday properties in all shapes and sizes, and for all budgets. The ideal home away from home is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Vineyards?
The average price for a holiday home in Vineyards is determined by several factors, such as length of stay, season and property type. Whether you're thinking about a sprawling villa with a pool or a quaint cottage just for the two of you, just add your travel dates to see stays with amazing value.
How much does it cost to rent a beach house in Vineyards?
When you travel and the size and style of the property will help determine the cost of your beachside holiday home. Enter your Vineyards travel dates to see all your options on Bookabach. Did someone just say "private pool"? Use our filters to select the features and amenities you need.
Are there pet-friendly holiday homes in Vineyards?
Yes. There are. You'll have your pick of 12 holiday homes that cater to pets in Vineyards. Lots of our pet-friendly holiday homes even have an outdoor space for your four-legged friend to play around in, complimentary treats, special dog beds and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect place on Bookabach.
Can I rent a house with a pool in Vineyards?
Add an extra element of fun to your trip by staying in one of the 12 houses with a private pool in Vineyards. Use our handy search filter to find the kind of property you want on Bookabach, and then spend lazy days playing and splashing in a swimming pool that's for your use only.
What are popular home amenities in Vineyards?
The most popular home amenities people are searching for in Vineyards are a sauna, nearby museums and a nearby river. Whether you're holidaying with family, buddies or even pets, Bookabach holiday homes provide the best amenities for making new memories with the people who matter most.
Are there large group holiday homes in Vineyards?
With seven Vineyards holiday homes that can accommodate a group of five or more people, you can invite a few extra buddies or family members along. Whether you're planning an informal gathering or a special celebration, Bookabach will help you find a comfy space to match the occasion.
Are there holiday homes in Vineyards that welcome kids?
With 12 family-friendly holiday homes to choose from in Vineyards, there's never been a better time to introduce the little ones to the excitement of travel. Check our "Properties good for families" filter to discover stays packed with conveniences ideal for travelling families, such as extra bedrooms, yards, hot tubs and entertainment areas.
What are the top attractions for families in Vineyards?
There are tons of awesome things to do and see with the family in Vineyards, including:
  • Vanderbilt Beach
  • Naples Beach
  • Barefoot Beach
Can I find two-bedroom holiday homes in Vineyards?
Gather your loved ones and enjoy total privacy and comfort in one of the seven two-bedroom holiday properties Vineyards has to offer.
Are there holiday homes with WiFi in Vineyards?
Whether you'd like to keep up with the headlines, send a few emails or surf social media, there are four holiday homes with WiFi in Vineyards. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in Vineyards?
Choose from 12 holiday homes with air conditioning in Vineyards offering that cool, cool breeze and extra level of comfort. Just enter your chosen travel dates and then take advantage of our filters to help you book stays with air conditioning.
How old do you have to be to rent a holiday home in Vineyards?
The minimum age permitted can differ across properties on Bookabach, so look at the rules of the holiday home in Vineyards you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Vineyards for?
The amount of time you can stay in a Vineyards holiday home for depends on each property. Just enter your dates of travel to view options offering extended stays. They feature all you need to make your extended holiday more enjoyable and comfortable, such as kitchens and air conditioning. Some Bookabach holiday homes may also offer discounted weekly or monthly prices, so you can stay even longer for less.

More holiday ideas