Highlands Reserve holiday rentals

We found 1,096 holiday rentals — enter your dates for availability
Discover a selection of 16 homes, 12 villas and holiday rentals in Highlands Reserve that are 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:20 Nov - 27 Nov

Room
Pool
Living area
Private kitchen
Very good
(27 reviews)

Red Corvette House with Theater Room

Davenport

10% off
S$1,823
for 7 nights, 1 home
S$260 per night
includes taxes & fees
Red Corvette House with Theater Room
Sunset Villa - Executive Remodeled and upgraded 6 bedroom Disney Villa.
Pool
Living area
Private kitchen
Very good
(142 reviews)

Luxury large 6 Bed Villa, Pool and Spa. Make memories - 15 minutes from Disney

Davenport

8% off
S$2,921
for 7 nights, 1 villa
S$417 per night
includes taxes & fees
Luxury large 6 Bed Villa, Pool and Spa. Make memories - 15 minutes from Disney
Spacious Lanai, perfect for relaxing by the pool!
Serenity at your fingertips!
Beautiful Landscaping surrounds the estate!
Large, well stocked kitchen!
Exceptional
(85 reviews)

DISNEY THEMED! FREE Pool heat & BBQ, game room, costumes, toys, games, PS4!

Davenport

7% off
S$4,140
for 7 nights, 1 home
S$591 per night
includes taxes & fees
DISNEY THEMED! FREE Pool heat & BBQ, game room, costumes, toys, games, PS4!
Living area
Dining and Living area
Poolside Bliss, Every Ripple Echoes Relaxation
Room
Very good
(39 reviews)

Ultimate Heated Pool Retreat ★ Fire Pit + Game Room ★ Family Fun

Davenport

8% off
S$2,649
for 7 nights, 1 home
S$378 per night
includes taxes & fees
Ultimate Heated Pool Retreat ★ Fire Pit + Game Room ★ Family Fun
55” - TCL RLiving room with 55” - TCL Roku Smart
Pool
Bar (on property)
Ample space to prepare your own meals.
Exceptional
(22 reviews)

Family Paradise w/ Game Loft, PS5, Themed Rooms & Pool – Near Disney

Davenport

7% off
S$3,579
for 7 nights, 1 home
S$511 per night
includes taxes & fees
Family Paradise w/ Game Loft, PS5, Themed Rooms & Pool – Near Disney
Private kitchen
Pool
Interior
Front of home.
Exceptional
(28 reviews)

Disney 10 miles away, Davenport Family Home with FREE pool/spa heat

Davenport

11% off
S$1,784
for 7 nights, 1 home
S$255 per night
includes taxes & fees
Disney 10 miles away, Davenport Family Home with FREE pool/spa heat
Pool
Property grounds
Terrace/patio
Exterior
Exceptional
(46 reviews)

Luxury villa with south facing pool/spa, only 15 mins from Disney!

Davenport

8% off
S$2,568
for 7 nights, 1 villa
S$367 per night
includes taxes & fees
Luxury villa with south facing pool/spa, only 15 mins from Disney!
Water slide
Regal Palms Resort, 1,856 sf End Unit Townhouse, 4 bdrms and 3.5 bathrms
So beautiful, relaxing and inviting!
Lazy river
Exceptional
(220 reviews)

4 bdrm townhouse - 2 king size bdrm suites; next to pool, lazy river and Disney!

Davenport

6% off
S$1,691
for 7 nights, 1 home
S$242 per night
includes taxes & fees
4 bdrm townhouse - 2 king size bdrm suites; next to pool, lazy river and Disney!
Room
Pool
Private kitchen
Living area
Wonderful
(7 reviews)

Orlando 4BR Themed Retreat Home, 2 Suites w/ Private Pool & Spa Near Disney

Davenport

7% off
S$2,334
for 7 nights, 1 home
S$333 per night
includes taxes & fees
Orlando 4BR Themed Retreat Home, 2 Suites w/ Private Pool & Spa Near Disney
Interior
Exterior detail
Living area
Dining
Excellent
(28 reviews)

539LA Huge Regal Palms Villa Close To The Clubhouse

Davenport

9% off
S$1,344
for 7 nights, 1 room
S$192 per night
includes taxes & fees
539LA Huge Regal Palms Villa Close To The Clubhouse
Frankie Farrell’s on site restaurant patio
Bar (on property)
Water slide at the pool
Open concept living and dining area
Exceptional
(10 reviews)

Perfect family vacation spot - beautiful townhouse, resort amenities

Davenport

8% off
S$9,315
for 7 nights, 1 home
S$1,331 per night
includes taxes & fees
Perfect family vacation spot - beautiful townhouse, resort amenities
Exterior
Living area
Private kitchen
Interior
Exceptional
(5 reviews)

A Dark Siders dream in Vader's Vacation Villa.

Davenport

5% off
S$1,935
for 7 nights, 1 home
S$276 per night
includes taxes & fees
A Dark Siders dream in Vader's Vacation Villa.
Dining
Pool
Outdoor dining
Fitness facility
Excellent
(9 reviews)

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

Davenport

15% off
S$4,004
for 7 nights, 1 home
S$572 per night
includes taxes & fees
4 Bedrm 3.5 Bath Home in Resort Community sleeps 10 Close to Theme Parks
Spacious living room for group stays near Disney
Comfortable bedrooms — sleeps up to 12 guests
Outdoor dining by the private pool
Quiet gated Davenport Florida neighborhood near Disney
Very good
(15 reviews)

Private Pool • Game Room • Near Disney

Davenport

7% off
S$2,036
for 7 nights, 1 home
S$291 per night
includes taxes & fees
Private Pool • Game Room • Near Disney
Tiki hut
Waterslide - don't you wish you were here!
Outdoor patio area near the resort shop (and before the pool entry gates)
Kitchen with new kitchen appliances
Exceptional
(164 reviews)

4BR/3BA townhouse - Regal Palms, Lazy River - Recommended by Our Son. Nr Disney

Davenport

8% off
S$1,880
for 7 nights, 1 home
S$269 per night
includes taxes & fees
4BR/3BA townhouse - Regal Palms, Lazy River - Recommended by Our Son. Nr Disney
Dining
Pool
Exterior
Room
Exceptional
(12 reviews)

Premium Waterpark Resort Home nr Disney! Lazy River plus New Pool for 2026!

Davenport

7% off
S$1,763
for 7 nights, 1 home
S$252 per night
includes taxes & fees
Premium Waterpark Resort Home nr Disney! Lazy River plus New Pool for 2026!
Lobby
Pool
kitchen
Main Floor Master - King Bed
Exceptional
(94 reviews)

Luxury / Elite End Unit - 4bd 3.5ba - Super Quiet & Close to Everything!

Davenport

15% off
S$1,777
for 7 nights, 1 home
S$254 per night
includes taxes & fees
Luxury / Elite End Unit - 4bd 3.5ba - Super Quiet & Close to Everything!
cozy living room with wifi
open floor plan
Welcome Home
Cozy Living Room
Very good
(31 reviews)

Quiet, Cozy Three Bedroom Palm Key Home

Davenport

9% off
S$999
for 7 nights, 1 home
S$143 per night
includes taxes & fees
Quiet, Cozy Three Bedroom Palm Key Home
Interior
Pool
Living area
Exterior
Exceptional
(86 reviews)

Experience magic! HR Golf Course view 5bd/3b w/pool-spa near all Disney Parks

Davenport

7% off
S$2,959
for 7 nights, 1 home
S$423 per night
includes taxes & fees
Experience magic! HR Golf Course view 5bd/3b w/pool-spa near all Disney Parks
Interior
Bella Piazza - What a resort!
Master bedroom with "shiplap" effect and king size bed.
Inviting indoor/outdoor sitting area in clubhouse by the pool
Exceptional
(96 reviews)

CLOSE TO DISNEY!!! Balcony with Great Pool View

Davenport

5% off
S$1,280
for 7 nights, 1 apartment
S$183 per night
includes taxes & fees
CLOSE TO DISNEY!!! Balcony with Great Pool View

  • 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.

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