House
10.0(23 Reviews)
4 Bedrooms
10 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $756/Night
7 Nights - US $5,293
Highland Beach Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Highland Beach
10.0
House
10.0(4 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
Pool- Ocean View
US $678/Night
7 Nights - US $4,743
US $224/Night
7 Nights - US $1,567
Condo
10.0(12 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
Hot Tub- Parking
- Pool
US $131/Night
7 Nights - US $917
US $452/Night
7 Nights - US $3,161
House
10.0(8 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $411/Night
7 Nights - US $2,877
House
10.0(7 Reviews)
2 Bedrooms
4 Guests
Private Pool- Parking
- Pool
- Balcony/Terrace
US $370/Night
7 Nights - US $2,591
Condo
10.0(6 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $197/Night
7 Nights - US $1,381
Cottage
10.0(5 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $256/Night
7 Nights - US $1,791
Luxury Holiday Rentals in Highland Beach
Over 570+ Luxury Holiday Rentals in or Near Highland Beach
Unlock the Best Price
House
4 Bedrooms
10 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
Unlock the Best Price
House
10.0(7 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $5,437/Night
7 Nights - US $38,059
House
10.0(3 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $3,137/Night
7 Nights - US $21,959
House
4 Bedrooms
8 Guests
Air Conditioner
Internet
Pet Friendly
Child Friendly
US $2,720/Night
7 Nights - US $19,037
House
10.0(3 Reviews)
6 Bedrooms
16 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,458/Night
7 Nights - US $17,203
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $2,419/Night
7 Nights - US $16,935
US $2,337/Night
7 Nights - US $16,361
House
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $2,126/Night
7 Nights - US $14,879
Top-Rated Holiday Rentals with a Pool in Highland Beach
Over 297+ The Best Private Villas and Holiday Rentals in Highland Beach with a Pool
House
10.0(94 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $504/Night
7 Nights - US $3,527
House
10.0(90 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $534/Night
7 Nights - US $3,735
House
10.0(68 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $526/Night
7 Nights - US $3,682
House
10.0(39 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $548/Night
7 Nights - US $3,834
House
10.0(34 Reviews)
3 Bedrooms
7 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $424/Night
7 Nights - US $2,971
House
10.0(27 Reviews)
4 Bedrooms
9 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $861/Night
7 Nights - US $6,028
House
10.0(27 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $404/Night
7 Nights - US $2,830
House
10.0(26 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $631/Night
7 Nights - US $4,419
House
10.0(25 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $946/Night
7 Nights - US $6,623
Pet-Friendly Holiday Rentals in Highland Beach
Over 258+ Pet-Friendly Holiday Rentals in or Near Highland Beach
Condo
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $332/Night
7 Nights - US $2,323
House
8.2(5 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
View- Air Conditioner
US $343/Night
7 Nights - US $2,398
Apartment
8.4(575 Reviews)
1 Bedroom
4 Guests
Breakfast- Parking
- Pool
- Ocean View
US $207/Night
7 Nights - US $1,448
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
Kitchen- Air Conditioner
- Internet
US $354/Night
7 Nights - US $2,477
House
8.0(1 Review)
6 Bedrooms
8 Guests
- Oceanfront
- Pool
- Ocean View
- View
US $828/Night
7 Nights - US $5,793
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $312/Night
7 Nights - US $2,183
Apartment
10.0(1 Review)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $192/Night
7 Nights - US $1,343
Apartment
10.0(1 Review)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $183/Night
7 Nights - US $1,284
Villa
9.6(72 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $260/Night
7 Nights - US $1,819
Large Holiday Rentals and Private Villas in Highland Beach
Over 85+ Large Holiday Rentals and Private Villas in or Near Highland Beach
Villa
9.0(8 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $447/Night
7 Nights - US $3,128
US $1,132/Night
7 Nights - US $7,927
House
10.0(7 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $360/Night
7 Nights - US $2,522
Villa
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $470/Night
7 Nights - US $3,287
Villa
9.5(2 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $814/Night
7 Nights - US $5,698
Villa
2 Bedrooms
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Air Conditioner
US $407/Night
7 Nights - US $2,846
House
10.0(36 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $680/Night
7 Nights - US $4,762
House
10.0(13 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $399/Night
7 Nights - US $2,794
House
10.0(12 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $708/Night
7 Nights - US $4,953
Wheelchair Accessible Holiday Homes in Highland Beach
Over 44+ Wheelchair Accessible Holiday Homes in or Near Highland Beach
Condo
10.0(1 Review)
2 Bedrooms
5 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $207/Night
7 Nights - US $1,447
US $164/Night
7 Nights - US $1,145
US $100/Night
7 Nights - US $702
Condo
10.0(1 Review)
2 Bedrooms
4 Guests
- Pool
- Air Conditioner
- Internet
- Child Friendly
US $148/Night
7 Nights - US $1,034
US $143/Night
7 Nights - US $1,001
Condo
9.8(8 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $240/Night
7 Nights - US $1,681
Condo
9.8(8 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $224/Night
7 Nights - US $1,567
Condo
9.6(14 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $150/Night
7 Nights - US $1,051
Condo
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $322/Night
7 Nights - US $2,257
Highland Beach Private Villas and Holiday Homes Under $200
Over 94+ Highland Beach Private Villas and Holiday Homes Under $200
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $179/Night
7 Nights - US $1,255
House
7.6(9 Reviews)
3 Bedrooms
8 Guests
- Parking
- Ocean View
- View
- Air Conditioner
US $100/Night
7 Nights - US $700
US $121/Night
7 Nights - US $844
Apartment
9.4(3 Reviews)
1 Bedroom
4 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $177/Night
7 Nights - US $1,236
Apartment
6.7(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $143/Night
7 Nights - US $1,000
House
9.2(5 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $87/Night
7 Nights - US $607
House
9.0(4 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $127/Night
7 Nights - US $889
Apartment
8.4(10 Reviews)
1 Bedroom
3 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $181/Night
7 Nights - US $1,265
Apartment
7.4(3 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $167/Night
7 Nights - US $1,172
Instantly Bookable Holiday Homes in Highland Beach
Over 288+ Instantly Bookable Holiday Homes in or Near Highland Beach
House
9.8(8 Reviews)
2 Bedrooms
3 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $220/Night
7 Nights - US $1,543
House
1 Bedroom
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $673/Night
7 Nights - US $4,714
Apartment
9.8(6 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $292/Night
7 Nights - US $2,047
House
9.6(16 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $631/Night
7 Nights - US $4,415
House
9.6(5 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $408/Night
7 Nights - US $2,856
Condo
9.4(3 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $320/Night
7 Nights - US $2,239
House
9.4(3 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $306/Night
7 Nights - US $2,142
House
9.2(21 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $246/Night
7 Nights - US $1,725
House
9.2(12 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $342/Night
7 Nights - US $2,391
Book a Last Minute Place to Stay in Highland Beach
About Casai's Private Villas and Holiday Rentals in Highland Beach
Discover more than 579 vacation rentals available in Highland Beach. 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 Highland Beach.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Highland Beach, 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 Highland Beach. On average, places to stay near Highland Beach offer 1119.93 ft², with nightly prices averaging US $591.
With Casai, finding and comparing holiday rentals in Highland Beach 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 579 Highland Beach, FL Holiday Rentals
- Prices for a holiday home in Highland Beach start at US $77
- Top rated vacation home in Highland Beach is EAST BOCA RATON 1MILE TO BEACH great central location!PRIVATE HEATED POOL
- Most popular short term in Highland Beach is Hilton Garden Inn Boca Raton
- Cheapest place to stay in Highland Beach is Boca Plaza by Lowkl
- Most expensive holiday rental in Highland Beach is Waterfront Living with Private Beach
Recently Booked Holiday Rentals in Highland Beach
Frequently Asked Questions About Highland Beach?
What are the top holiday rentals in Highland Beach?
With numerous options available in Highland Beach, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Highland Beach:
- EAST BOCA RATON 1MILE TO BEACH great central location!PRIVATE HEATED POOL
- Blue Buddha Beach - Private Pool/Spa & Home Cinema
- VacationSunwind:Delray home! SW Pool, Fish, Dock, Water front, Close to Bch
- 910 Managed By Brampton Park
- Spacious Designer Home Htd Pool Near Atlantic Ave
- Paradise Palms, our tropical oasis in Delray Beach and very close to Boca Raton!
- 826 Hot Tub & Heated Pool
- Coastal retreat with heated saltwater pool & spa in prime Delray Beach.
- 943 Managed by Brampton Park
- Tropic Paradise~The Perfect Delray Beach Escape~ Heated Pool~Intracoastal Canal
How many holiday rentals have private pools in Highland Beach?
Discover a selection of holiday rentals with private pools near Highland Beach 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 Highland Beach are best for families?
If you're searching for a family-friendly holiday home in Highland Beach, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Highland Beach:
How many Casai.nz holiday rentals are available in Highland Beach?
As of 2026, Casai boasts over 579 properties listed in the Highland Beach area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Highland Beach.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Tropic Isle Vacation Rentals in Highland Beach, Florida | 26 |
