House
10.0(1 Review)
1 Bedroom
10 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $298/Night
7 Nights - US $2,083
Highlands Reserve Holiday Rentals
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Compare Villas, Resorts, & Rentals in Highlands Reserve
10.0
House
10.0(3 Reviews)
4 Bedrooms
9 Guests
Oceanfront
Hot Tub- Parking
Pool
US $130/Night
7 Nights - US $910
Villa
9.0(2 Reviews)
1 Bedroom
- Pool
- Kitchen
Internet
Child Friendly
US $546/Night
7 Nights - US $3,821
House
9.8(8 Reviews)
1 Bedroom
8 Guests
Private Pool- Hot Tub
- Parking
- Pool
US $313/Night
7 Nights - US $2,191
US $86/Night
7 Nights - US $602
Condo
9.8(8 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
Ocean View- Balcony/Terrace
US $121/Night
7 Nights - US $848
House
6.0(2 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $222/Night
7 Nights - US $1,554
House
1 Bedroom
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $478/Night
7 Nights - US $3,348
House
1 Bedroom
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $291/Night
7 Nights - US $2,037
Luxury Holiday Rentals in Highlands Reserve
Over 715+ Luxury Holiday Rentals in or Near Highlands Reserve
Villa
22 Bedrooms
40 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $2,038/Night
7 Nights - US $14,268
Villa
17 Bedrooms
24 Guests
- Pool
- Air Conditioner
- Internet
Pet Friendly
US $1,930/Night
7 Nights - US $13,508
House
22 Bedrooms
48 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $1,893/Night
7 Nights - US $13,250
House
1.0(1 Review)
20 Bedrooms
48 Guests
- Hot Tub
Breakfast- Parking
- Pool
US $1,459/Night
7 Nights - US $10,213
Villa
11 Bedrooms
24 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $1,422/Night
7 Nights - US $9,957
Villa
10.0(8 Reviews)
11 Bedrooms
24 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,064/Night
7 Nights - US $7,445
Villa
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,009/Night
7 Nights - US $7,066
Villa
10.0(1 Review)
11 Bedrooms
24 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $921/Night
7 Nights - US $6,449
House
11 Bedrooms
24 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $837/Night
7 Nights - US $5,861
Top-Rated Holiday Rentals with a Pool in Highlands Reserve
Over 626+ The Best Private Villas and Holiday Rentals in Highlands Reserve with a Pool
House
10.0(276 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $219/Night
7 Nights - US $1,533
Villa
10.0(115 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $249/Night
7 Nights - US $1,740
House
10.0(89 Reviews)
5 Bedrooms
13 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $304/Night
7 Nights - US $2,125
House
10.0(86 Reviews)
6 Bedrooms
15 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $358/Night
7 Nights - US $2,507
Villa
10.0(78 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $273/Night
7 Nights - US $1,910
Villa
10.0(46 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $263/Night
7 Nights - US $1,839
Villa
10.0(41 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $248/Night
7 Nights - US $1,734
House
10.0(13 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $284/Night
7 Nights - US $1,989
Villa
10.0(12 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $378/Night
7 Nights - US $2,643
Pet-Friendly Holiday Rentals in Highlands Reserve
Over 100+ Pet-Friendly Holiday Rentals in or Near Highlands Reserve
House
10.0(5 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $283/Night
7 Nights - US $1,983
House
10.0(1 Review)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
Spa
US $206/Night
7 Nights - US $1,442
US $628/Night
7 Nights - US $4,396
New
Villa
10.0(5 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $267/Night
7 Nights - US $1,871
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Pool
- Air Conditioner
- Internet
US $91/Night
7 Nights - US $637
House
10.0(4 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $326/Night
7 Nights - US $2,280
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $288/Night
7 Nights - US $2,019
Villa
10.0(1 Review)
5 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $281/Night
7 Nights - US $1,965
House
10.0(1 Review)
5 Bedrooms
11 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $266/Night
7 Nights - US $1,864
Large Holiday Rentals and Private Villas in Highlands Reserve
Over 433+ Large Holiday Rentals and Private Villas in or Near Highlands Reserve
Villa
10.0(10 Reviews)
5 Bedrooms
11 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $352/Night
7 Nights - US $2,461
Villa
10.0(2 Reviews)
4 Bedrooms
9 Guests
- Parking
- Pool
- Balcony/Terrace
- Internet
US $168/Night
7 Nights - US $1,176
House
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $217/Night
7 Nights - US $1,517
Villa
10.0(7 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $319/Night
7 Nights - US $2,233
House
10.0(1 Review)
5 Bedrooms
10 Guests
- Parking
- Pool
- Air Conditioner
- Internet
US $126/Night
7 Nights - US $882
House
10.0(5 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $283/Night
7 Nights - US $1,980
Villa
10.0(5 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $258/Night
7 Nights - US $1,805
House
10.0(4 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $624/Night
7 Nights - US $4,371
House
10.0(3 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $362/Night
7 Nights - US $2,531
Wheelchair Accessible Holiday Homes in Highlands Reserve
Over 18+ Wheelchair Accessible Holiday Homes in or Near Highlands Reserve
Villa
5.0(9 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $165/Night
7 Nights - US $1,155
House
1.0(1 Review)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
View
US $155/Night
7 Nights - US $1,085
Villa
4.9(37 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $156/Night
7 Nights - US $1,095
Villa
5 Bedrooms
14 Guests
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $288/Night
7 Nights - US $2,019
Villa
4.8(114 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $193/Night
7 Nights - US $1,351
House
4.8(34 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $250/Night
7 Nights - US $1,750
House
4.6(39 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $111/Night
7 Nights - US $777
House
4.6(12 Reviews)
7 Bedrooms
14 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $237/Night
7 Nights - US $1,659
Villa
4.5(2 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $107/Night
7 Nights - US $751
Highlands Reserve Private Villas and Holiday Homes Under $200
Over 187+ Highlands Reserve Private Villas and Holiday Homes Under $200
Apartment
1 Bedroom
3 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $157/Night
7 Nights - US $1,096
Villa
9.7(11 Reviews)
5 Bedrooms
12 Guests
- Oceanfront
- Breakfast
- Parking
- Pool
US $171/Night
7 Nights - US $1,197
US $127/Night
7 Nights - US $889
Villa
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $146/Night
7 Nights - US $1,023
Villa
9.6(5 Reviews)
4 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $195/Night
7 Nights - US $1,367
House
9.4(43 Reviews)
4 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $139/Night
7 Nights - US $971
Villa
9.2(83 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $178/Night
7 Nights - US $1,249
Villa
9.0(4 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $154/Night
7 Nights - US $1,077
Villa
9.0(2 Reviews)
4 Bedrooms
9 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $194/Night
7 Nights - US $1,357
Instantly Bookable Holiday Homes in Highlands Reserve
Over 435+ Instantly Bookable Holiday Homes in or Near Highlands Reserve
Villa
10.0(3 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $304/Night
7 Nights - US $2,131
House
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $364/Night
7 Nights - US $2,551
Villa
10.0(3 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $244/Night
7 Nights - US $1,709
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $293/Night
7 Nights - US $2,052
House
10.0(2 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $245/Night
7 Nights - US $1,712
Villa
10.0(2 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $215/Night
7 Nights - US $1,508
Villa
10.0(1 Review)
7 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $423/Night
7 Nights - US $2,964
House
10.0(1 Review)
5 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $315/Night
7 Nights - US $2,205
House
10.0(1 Review)
5 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $306/Night
7 Nights - US $2,142
Book a Last Minute Place to Stay in Highlands Reserve
About Casai's Private Villas and Holiday Rentals in Highlands Reserve
Discover more than 724 vacation rentals available in Highlands Reserve. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Highlands Reserve.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Highlands Reserve, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Highlands Reserve. On average, places to stay near Highlands Reserve offer 1671.32 ft², with nightly prices averaging US $296.
With Casai, finding and comparing holiday rentals in Highlands Reserve is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
There are 724 Highlands Reserve, FL Holiday Rentals
- Prices for a holiday home in Highlands Reserve start at US $86
- Top rated vacation home in Highlands Reserve is 🏊♀️💥$40 OFF SALE TOP RATED ALL-INCLUSIVE HOME NEAR DISNEY PRIME LOCATION💥
- Most popular short term in Highlands Reserve is 🏊♀️💥$40 OFF SALE TOP RATED ALL-INCLUSIVE HOME NEAR DISNEY PRIME LOCATION💥
- Cheapest place to stay in Highlands Reserve is Retreat 102
- Most expensive holiday rental in Highlands Reserve is DisneyMansionEstate by AmericanVacationLiving 22BR
Recently Booked Holiday Rentals in Highlands Reserve
Frequently Asked Questions About Highlands Reserve?
What are the top holiday rentals in Highlands Reserve?
With numerous options available in Highlands Reserve, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Highlands Reserve:
- 🏊♀️💥$40 OFF SALE TOP RATED ALL-INCLUSIVE HOME NEAR DISNEY PRIME LOCATION💥
- Flamingo Oasis Villa at Highlands Reserve Golf Course
- THE BEST NEST Golf*Disney*Pool*Amenities Galore*Spacious*Best Hosts*5star
- DISNEY THEMED! FREE Pool heat & BBQ, game room, costumes, toys, games, PS4!
- Pristine sunset villa with golf course views. and 15 minutes from Disney.
- Spacious Modern 3 Bed Villa-Fenced Private Pool And Garden
- Supreme Spacious Villa with Spectacular S/W Facing Extended Pool Deck
- Villa Addiella
- Superior Luxury 5br/3ba Golf Course Villa South Facing Private Pool & Spa
- Disney Family Oasis Heated Pool Game Room Pickleball Court Fire Pit Sleeps 12
How many holiday rentals have private pools in Highlands Reserve?
Discover a selection of holiday rentals with private pools near Highlands Reserve with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Highlands Reserve are best for families?
If you're searching for a family-friendly holiday home in Highlands Reserve, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Highlands Reserve:
How many Casai.com holiday rentals are available in Highlands Reserve?
As of 2026, Casai boasts over 724 properties listed in the Highlands Reserve area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Highlands Reserve.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Regal Palms Vacation Rentals in Orlando, Florida | 362 |
