Highland Park Delray vacation rentals
We found 195 vacation rentals — enter your dates for availability
Discover a selection of 7 homes and other vacation rentals in Highland Park Delray that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Highland Park Delray
Showing deals for:Oct 10 - Oct 17
Image gallery for Historical Residence / Heated Pool / Beach Proximity / Heron Key / RESlDENCES
1010 out of 10 rating
Exceptional
(6 reviews)
Historical Residence / Heated Pool / Beach Proximity / Heron Key / RESlDENCES
Delray Beach, FL
9% off
$9,471 for 7 nights
$9,471 for 7 nights
Price is $1,353
$1,353
Fees included upfront
Image gallery for Luxurious Delray Beach Pool Home in Downtown Delray! VIP Beach Passes!
1010 out of 10 rating
Exceptional
(11 reviews)
Luxurious Delray Beach Pool Home in Downtown Delray! VIP Beach Passes!
Delray Beach, FL
8% off
$8,611 for 7 nights
$8,611 for 7 nights
Price is $1,230
$1,230
Fees included upfront
Image gallery for Delray Beach House Newly Updated! Walk to beach/ Atlantic Ave.
1010 out of 10 rating
Exceptional
(8 reviews)
Delray Beach House Newly Updated! Walk to beach/ Atlantic Ave.
Delray Beach, FL
9% off
$2,206 for 7 nights
$2,206 for 7 nights
Price is $315
$315
Fees included upfront
Image gallery for Turtle Cove Hot Tub/Heated Pool in Historic Delray
9.69.6 out of 10 rating
Exceptional
(54 reviews)
Turtle Cove Hot Tub/Heated Pool in Historic Delray
Delray Beach, FL
8% off
$1,611 for 7 nights
$1,611 for 7 nights
Price is $230
$230
Fees included upfront
Image gallery for Stroll to Downtown House
8.08.0 out of 10 rating
Very Good
(10 reviews)
Stroll to Downtown House
Delray Beach, FL
9% off
$1,846 for 7 nights
$1,846 for 7 nights
Price is $264
$264
Fees included upfront
Image gallery for 2 BD Historic Delray Beach Cottage walk to the Ave
1010 out of 10 rating
Exceptional
(6 reviews)
2 BD Historic Delray Beach Cottage walk to the Ave
Delray Beach, FL
12% off
$1,400 for 7 nights
$1,400 for 7 nights
Price is $200
$200
Fees included upfront
Image gallery for Gorgeous Downtown Delray Beach Cottage
9.69.6 out of 10 rating
Exceptional
(11 reviews)
Gorgeous Downtown Delray Beach Cottage
Delray Beach, FL
8% off
$1,664 for 7 nights
$1,664 for 7 nights
Price is $238
$238
Fees included upfront
Image gallery for 3 Bed 3 Bath Downtown Delray Beach Vacation Home
1010 out of 10 rating
Exceptional
(12 reviews)
3 Bed 3 Bath Downtown Delray Beach Vacation Home
Delray Beach, FL
8% off
$3,818 for 7 nights
$3,818 for 7 nights
Price is $545
$545
Fees included upfront
Image gallery for Close to Ave: 1B Bungalow in Gated Luxury Compound sleeps 2
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Close to Ave: 1B Bungalow in Gated Luxury Compound sleeps 2
Delray Beach, FL
16% off
$885 for 7 nights
$885 for 7 nights
Price is $126
$126
Fees included upfront
Image gallery for Adorable Delray Beach Studio by Atlantic Ave, Intracoastal, Downtown, Ocean!
9.69.6 out of 10 rating
Exceptional
(25 reviews)
Adorable Delray Beach Studio by Atlantic Ave, Intracoastal, Downtown, Ocean!
Delray Beach, FL
9% off
$1,117 for 7 nights
$1,117 for 7 nights
Price is $160
$160
Fees included upfront
Image gallery for Delray Beach House with Guest House Newly Updated! Walk to beach/ Atlantic Ave.
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Delray Beach House with Guest House Newly Updated! Walk to beach/ Atlantic Ave.
Delray Beach, FL
8% off
$4,303 for 7 nights
$4,303 for 7 nights
Price is $615
$615
Fees included upfront
Image gallery for Discounted Summer/Fall: Gorgeous 1 BR KING, Large 1BR, Pool, Walk to Ave/Beaches
1010 out of 10 rating
Exceptional
(15 reviews)
Discounted Summer/Fall: Gorgeous 1 BR KING, Large 1BR, Pool, Walk to Ave/Beaches
Delray Beach, FL
8% off
$1,978 for 7 nights
$1,978 for 7 nights
Price is $283
$283
Fees included upfront
Image gallery for Delray Beach Guest House Newly Updated! Walk to beach/ Atlantic Ave.
1010 out of 10 rating
Exceptional
(6 reviews)
Delray Beach Guest House Newly Updated! Walk to beach/ Atlantic Ave.
Delray Beach, FL
8% off
$1,875 for 7 nights
$1,875 for 7 nights
Price is $268
$268
Fees included upfront
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Highland Park Delray
Showing deals for: Oct 4 - Oct 7
East Delray Beach - Walk to Atlantic Ave Restaurants, Shoppes, and the Beach!
Sleeps 8 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
The current price is $393
$393
Fees included upfront
Charming Downtown Delray Beach House
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is $375
$375
Fees included upfront
Red Palm Villas: The Sabal
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
The current price is $173
$173
Fees included upfront
Down Town Delray, near Ave and beach, Free parking
Sleeps 3 · 1 bedroom · 1 bathroom
7.67.6 out of 10
Goodgood
5 reviews(5 reviews)
The current price is $158
$158
Fees included upfront
Barbie Beach Pad. Walk everywhere
Sleeps 10 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The current price is $869
$869
Fees included upfront
Charming Delray Beach House -Steps to Beach & Atlantic Avenue! VIP Beach Passes!
Sleeps 10 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
The current price is $1,555
$1,555
Fees included upfront
Top rated rentals - Highland Park Delray
Great week spent at this beautiful property
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
We had a great week staying at this property in Delray. The home is beautiful with a great pool and back patio backing the inter-coastal waterway. The home was in a great location, close to the beach and Atlantic Avenue restaurants and shops.
Shawnthea H.
Stayed Jun 2025
Del Ray Home at its Finest
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Our family recently stayed at the home walkable to the beach. From the moment we walked in, we know it would be a successful trip! The home was clean as could be. It had all you could possibly need. The location is so close to the beach makes sunrises and sunsets beautiful. The pool and jacuzzi was perfect and the bikes made riding by the beach so enjoyable!! Any question I had was answered so quickly and easily. Anyone thinking about where to go or stay; this is the spot: We were sad to go, and look forward to coming back. Made vacation easy and fun!!
Ann L.
Stayed Jun 2025
Cottage in quiet area blocks from places to go
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Enjoyed the stay, property is quiet, comfy beds, close to the areas you may want to visit, but just the right distance away
Orlando L.
Stayed Jun 2025
Maria Terenzio Camp
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
Perfect location/very clean and a great place to stay in Delray Beach. I definitely will be back.
Maria T.
Stayed May 2025
Amazing
1010 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
The condo was absolutely beautiful! Very well furnished with everything you could need. Walk to the beach was about a minute or less which was perfect. Close to all the restaurants and shops. Management sent very clear and detailed text messages about starting your stay and how to enter the unit. I would absolutely book this again.
David L.
Stayed May 2025
Barbie House
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Property was great and very clean! Perfect for hosting a bachelorette party weekend
dana c.
Stayed May 2025
Ladies get awsu
1010 out of 10
Exceptionalexceptional
28 reviews(28 reviews)
Such a nice property can’t say enough positive about the house and the amenities! We all wished we could stay longer, and we would happily book it again. Thank you for the wonderful hospitality!
Paula T.
Stayed Apr 2025
Great spot for a family or friends trip!
1010 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
We had an excellent stay here! The place was immaculate, beautifully decorated and in the perfect location.
Shelly J.
Stayed Apr 2025
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Find out more about Highland Park Delray
Frequently asked questions
What is the most popular type of vacation rental accommodation in Highland Park Delray?
Based on our data, villas are the most desirable type of vacation property in Highland Park Delray. But as you'd expect, everyone's idea of an awesome stay will differ. Vrbo has vacation homes with every size, shape and budget in mind, and we'll help you locate the perfect fit.
How much does it cost to rent a vacation rental in Highland Park Delray?
A number of factors influence what you'll pay for a vacation rental in Highland Park Delray, like the time of year, length of stay and property type. Still, all Vrbo homes have something in common --- exceptional value. Simply add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Highland Park Delray?
Prices for beach houses in Highland Park Delray vary depending on the size and style of the property and time of year you're traveling. Simply enter your dates of travel into Vrbo and how many guests to see your rental options and prices. From there you can use our filter tool to tailor your search by amenities, nearby activities, ratings and more.
Are there pet-friendly vacation rentals in Highland Park Delray?
You're in luck. There are. Take your pick of 17 vacation rentals that welcome pets in Highland Park Delray on Vrbo. Our furry best friends deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to book a pad where Fido can join in the fun.
Can I rent a house with a pool in Highland Park Delray?
Grab your swimming gear and inflatable unicorn, because there are 12 houses with a private pool in Highland Park Delray. Settle in at one of these sought-after vacation rentals and every day will be a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Highland Park Delray?
When it comes to rental amenities that guests are looking for in Highland Park Delray, a chef, a fireplace and a barbecue grill rank the highest. With Vrbo vacation rentals, you'll enjoy options to match your style and taste, whether you're going on a trip with your partner, your family or even pets.
Are there large group vacation rentals in Highland Park Delray?
Yes, there are six vacation homes in Highland Park Delray that can host a group of five or more people. From family get-togethers to special occasions, these stays have enough room to spend time with the people that matter the most.
Are there vacation rentals in Highland Park Delray that welcome kids?
With 17 family-friendly vacation homes to pick from in Highland Park Delray, now is a fantastic time to introduce your children to the joys of travel. Click on our "Properties good for families" filter to browse stays packed with conveniences perfect for families on the move, such as extra bedrooms, private pools, entertainment units and bunk beds.
Are there one-bedroom vacation rentals in Highland Park Delray?
Yes, you can take your pick from eight one-bedroom rentals in Highland Park Delray. Whether you'd prefer a secluded cottage or a condo, Vrbo's one-bedroom rentals are great if you don't require a huge amount of space. One of the best things about having your own digs? You won't ever need to share your trip with strangers.
Can I find two-bedroom vacation rentals in Highland Park Delray?
Highland Park Delray has six two-bedroom vacation properties that you can choose from. Discover a vacation home with all the privacy and space you want at a price that's hard to resist on Vrbo.
Are there vacation rentals with WiFi in Highland Park Delray?
There are 10 vacation rentals with WiFi in Highland Park Delray. If you'd like to disconnect from daily life during your trip, but still need to be connected to the internet, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Highland Park Delray?
You'll have a choice of 16 vacation homes with air conditioning in Highland Park Delray offering that cool, cool breeze and extra bit of comfort. Simply enter your preferred travel dates and then use our handy filter tool to look for stays with air conditioning.
How old do you have to be to rent a vacation rental in Highland Park Delray?
You'll need to check with the Highland Park Delray vacation rental you want on Vrbo as age restrictions differ. However, it's generally 16, 18 or 21.
How long can I rent a vacation rental in Highland Park Delray for?
The length of time you can book a vacation rental in Highland Park Delray depends on the property. Just enter your chosen dates to view a list of options offering extended stays. With tons of amenities like full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover the perfect place to call your home away from home in Highland Park Delray.
Does Vrbo offer discounts for vacation homes in Highland Park Delray?
On Vrbo, you'll find incredible discounts and deals for Highland Park Delray. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're after a mini vacay or a much longer stay, Vrbo offers a variety of options for all styles and budgets.