Highlands Reserve holiday rentals

We found 1,185 holiday rentals — enter your dates for availability

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September 2025

October 2025

Select from 371 homes, 31 cottages and other holiday rentals in Highlands Reserve to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include parking and a pool. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Highlands Reserve

Showing deals for:26 Dec - 2 Jan

Wonderful

(7 reviews)

Enchanting 4BR KING BD, PRIVATE POOL & GRILL

Davenport, FL

8% off

for 7 nights, 1 home

S$479 per night

includes taxes & fees

Exceptional

(46 reviews)

SOUTHERN COMFORT! Comfy, FUN. SOUTH face Pool w/Colored Light Grill 4/3.

Davenport, FL

5% off

for 7 nights, 1 villa

S$304 per night

includes taxes & fees

Tropical Oasis Resort & Spa, just seconds away from home

Exceptional

(18 reviews)

Experience this best kept secret tropical water park resort, minutes to Disney

Davenport, FL

8% off

for 7 nights, 1 villa

S$352 per night

includes taxes & fees

Excellent

(9 reviews)

4 Bedrm 3.5 Bath Home in Resort Community sleeps 10 Close to Theme Parks

Davenport, FL

16% off

for 7 nights, 1 home

S$554 per night

includes taxes & fees

Regal Palms Resort and Spa, Davenport FL

Exceptional

(69 reviews)

Private Room In Regal Palms Resort, Davenport FL, Sleeps 4

Davenport, FL

7% off

for 7 nights, 1 home

S$178 per night

includes taxes & fees

Exceptional

(8 reviews)

5-BR Luxury Villa with Pool - Disney Delight - Windsor Island - 3312 LW

Davenport, FL

7% off

for 7 nights, 1 home

S$647 per night

includes taxes & fees

Exceptional

(6 reviews)

Just minutes from Disney! Family condo , Clubhouse with great amenities.

Davenport, FL

7% off

for 7 nights, 1 apartment

S$190 per night

includes taxes & fees

View from pool decking overlooking private lake

Very good

(21 reviews)

LAKESIDE VILLA, large remodelled 6 Bed villa overlooking a lake, total luxury

Davenport, FL

9% off

for 7 nights, 1 villa

S$584 per night

includes taxes & fees

Outside pool, club house, restaurant and bar

Excellent

(42 reviews)

Fall Special 95 dollar Special!! 2 Family + Baby Equipped Resort Home

Davenport, FL

8% off

for 7 nights, 1 home

S$424 per night

includes taxes & fees

Exceptional

(22 reviews)

3br/2.5b Townhouse Gated Resort Near Disney Parks!!!⭐️⭐️⭐️⭐️⭐️

Davenport, FL

7% off

for 7 nights, 1 home

S$159 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Highlands Reserve

Premier Host

Spacious 5 bedroom home in Highlands Reserve near Disneyworld!

Sleeps 10 · 5 bedrooms · 3 bathrooms

DISNEY AREA, Highlands Reserve SOUTH facing POOL, GAMES ROOM. SPECIALS AVAILABLE

Sleeps 12 · 5 bedrooms · 3 bathrooms

Pool Hoist for able bodied individuals needing assistance entering/exiting pool.

Wheelchair Accessible/Roll In Shower, Private Luxury Holiday Retreat near Disney

Sleeps 8 · 4 bedrooms · 3 bathrooms

3500 square feet, two-storey luxury villa. Front view

Premier Host

Luxurious 5 Bed/5 Bath 3500sf Villa With Private Pool In Highlands Reserve

Sleeps 12 · 5 bedrooms · 5 bathrooms

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

Frequently asked questions

What is the most popular type of holiday rental accommodation in Highlands Reserve?

Based on our research, houses are the most desirable property type in Highlands Reserve. But that goes without saying, everyone's idea of an awesome trip is bound to be different. Vrbo has holiday homes in a variety of shapes and sizes, so you're sure to find your ideal match.

How much does it cost to rent a holiday rental in Highlands Reserve?

Several factors influence how much you pay for a holiday rental in Highlands Reserve, including the season, length of stay and type of property. But, all of our holiday homes have something in common — excellent value. Just enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Highlands Reserve?

When you travel and the style and size of the property will influence the cost of your beachside escape. Click on your Highlands Reserve travel dates to view your available options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use our filters to select the amenities and features you want in your holiday home.

Are there pet-friendly holiday rentals in Highlands Reserve?

Pack a bone and a squeezy toy for your puppy dog because Highlands Reserve has 306 properties that throw open their doors to pets. Let your four-legged buddy enjoy fun with the family at one of our pet-friendly holiday rentals on Vrbo. Simply enter your destination and dates, then check the "Pets allowed" filter box.

Can I rent a house with a pool in Highlands Reserve?

Mark the "pool" box in our handy filter tool and take your pick of 299 houses with private pools in Highlands Reserve on Vrbo. Ball games, gentle soak or noodle joust? Downtime is up to you when your holiday home has a swimming pool.

What are popular rental amenities in Highlands Reserve?

When it comes to rental amenities that people look for in Highlands Reserve, a firepit, a barbecue grill and nearby museums are the most popular. With Vrbo holiday rentals, you'll find options to fit your taste and style, whether you're planning to get away with family, friends or even pets.

Are there large group holiday rentals in Highlands Reserve?

Pick from 117 holiday homes in Highlands Reserve that can accommodate a group of 10 or more guests. Whether you're planning a trip with the family or an event like a party, there's ample room to get your group together under the same roof.

Are there holiday rentals in Highlands Reserve that welcome kids?

Highlands Reserve has 305 family-friendly holiday homes to choose from. And discovering a stay that welcomes kids is a cinch with our "Properties good for families" filter. On top of having the whole place to yourselves, you'll have access to amenities and perks like multiple bedrooms, kitchens and yards.

What are the top attractions for families in Highlands Reserve?

Treat the kiddos to a good time at these wonderful family-friendly attractions in Highlands Reserve:

Northeast Regional Park
Highland Reserve Golf Club

Are there holiday rentals with WiFi in Highlands Reserve?

Highlands Reserve has 115 holiday rentals with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to scrolling social media, these Vrbo homes make it a breeze to get online.

How can I find holiday rentals with air conditioning in Highlands Reserve?

Select your dates and then use the filters to locate holiday rentals with air conditioning in Highlands Reserve on Vrbo. With 296 air-conditioned properties available here, you can enjoy a cool and comfy break.

How old do you have to be to rent a holiday rental in Highlands Reserve?

The minimum age is normally 16, 18 or 21. It can vary from one property to another on Vrbo, so look at the rules of your chosen Highlands Reserve holiday rental before you book.

How long can I rent a holiday rental in Highlands Reserve for?

The length of time you can rent a holiday rental in Highlands Reserve is down to the property. Simply enter your chosen dates to display a list of options offering extended stays. With lots of amenities such as washing machines and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find somewhere just right to call your home away from home in Highlands Reserve.