1991+ Private Villas and Holiday Rentals in Harbor Hills |
Harbor Hills Holiday Rentals
House
10.0Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
4 Guests
Fireplace/Heating
Pool
Balcony/Terrace
Kitchen
R2,406/Night
7 Nights - R16,845
House
10.0Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
10 Guests
1937.5 ft²
Oceanfront- Pool
Ocean View- Balcony/Terrace
R5,977/Night
7 Nights - R41,844
Boat Rental
- Florida
- ·
- Whitney Beach
- 4.71 mi to center
2.0Average
(5 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Ocean View
- Balcony/Terrace
View
R3,085/Night
7 Nights - R21,595
House
10.0Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Air Conditioner
R2,427/Night
7 Nights - R16,991
House
- Sarasota
- ·
- Palma Sola
- 1.77 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
12 Guests
2400.35 ft²
Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
R6,988/Night
7 Nights - R48,913
House
- Sarasota
- ·
- Palma Sola
- 0.88 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
16 Guests
Private Pool- Oceanfront
- Hot Tub
- Spa
R18,412/Night
7 Nights - R128,888
New
House
10.0Exceptional
(2 Reviews)
6 Bedrooms
3 Baths
24 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R13,514/Night
7 Nights - R94,599
House
- Sarasota
- ·
- West Bradenton
- 0.19 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
14 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R11,651/Night
7 Nights - R81,564
House
- Sarasota
- ·
- South Bradenton
- 0.89 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
13 Guests
- Air Conditioner
Internet
Child Friendly
Laundry
R9,226/Night
7 Nights - R64,590
Luxury Holiday Rentals in Harbor Hills
Over 1982+ Luxury Holiday Rentals in or Near Harbor Hills
House
9.6Exceptional
(72 Reviews)
3 Bedrooms
3 Baths
12 Guests
3000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
Unlock the Best Price
House
9.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
16 Guests
2906.26 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
R81,062/Night
7 Nights - R567,432
House
10.0Exceptional
(14 Reviews)
8 Bedrooms
9 Baths
20 Guests
8000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
R64,028/Night
7 Nights - R448,190
House
8 Bedrooms
5 Baths
19 Guests
5005.22 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
R53,598/Night
7 Nights - R375,186
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Air Conditioner
R50,025/Night
7 Nights - R350,170
House
- Sarasota
- ·
- Palma Sola
- 0.92 mi to center
10 Bedrooms
6 Baths
23 Guests
4994.45 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
R33,831/Night
7 Nights - R236,814
House
- Sarasota
- ·
- Palma Sola
- 0.92 mi to center
9.4Exceptional
(26 Reviews)
8 Bedrooms
7 Baths
23 Guests
4995 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R33,292/Night
7 Nights - R233,036
House
5 Bedrooms
4 Baths
18 Guests
4004.17 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
R32,165/Night
7 Nights - R225,157
House
- Sarasota
- ·
- West Bradenton
- 0.74 mi to center
3.0Average
(1 Review)
6 Bedrooms
4 Baths
20 Guests
3110.77 ft²
- Fireplace/Heating
- Pool
- View
Pet Friendly
R29,909/Night
7 Nights - R209,366
Top-Rated Holiday Rentals with a Pool in Harbor Hills
Over 1205+ The Best Private Villas and Holiday Rentals in Harbor Hills with a Pool
House
10.0Exceptional
(204 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R5,386/Night
7 Nights - R37,694
House
10.0Exceptional
(201 Reviews)
4 Bedrooms
2 Baths
8 Guests
2259 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R5,038/Night
7 Nights - R35,262
House
- Sarasota
- ·
- South Bradenton
- 1.18 mi to center
10.0Exceptional
(186 Reviews)
3 Bedrooms
1 Bath
6 Guests
1100 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R4,195/Night
7 Nights - R29,361
House
10.0Exceptional
(165 Reviews)
3 Bedrooms
2 Baths
8 Guests
3200 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R11,145/Night
7 Nights - R78,014
House
10.0Exceptional
(152 Reviews)
5 Bedrooms
3 Baths
13 Guests
2900 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R10,780/Night
7 Nights - R75,468
House
10.0Exceptional
(143 Reviews)
3 Bedrooms
2 Baths
10 Guests
1380 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R6,779/Night
7 Nights - R47,454
House
- Sarasota
- ·
- South Bradenton
- 1.23 mi to center
10.0Exceptional
(143 Reviews)
4 Bedrooms
2 Baths
8 Guests
1600 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R5,656/Night
7 Nights - R39,591
House
10.0Exceptional
(124 Reviews)
4 Bedrooms
2 Baths
8 Guests
1900 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R6,375/Night
7 Nights - R44,633
House
- Sarasota
- ·
- River District
- 0.33 mi to center
10.0Exceptional
(120 Reviews)
6 Bedrooms
4 Baths
12 Guests
3200 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R10,608/Night
7 Nights - R74,253
Pet-Friendly Holiday Rentals in Harbor Hills
Over 929+ Pet-Friendly Holiday Rentals in or Near Harbor Hills
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
2200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R5,730/Night
7 Nights - R40,109
House
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
1539.24 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R4,047/Night
7 Nights - R28,323
Boat Rental
- Florida
- ·
- Whitney Beach
- 4.69 mi to center
2.0Average
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Hot Tub
- Spa
- Ocean View
R2,837/Night
7 Nights - R19,860
House
6.0Good
(1 Review)
4 Bedrooms
3 Baths
13 Guests
2136 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R9,050/Night
7 Nights - R63,358
House
10.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
12 Guests
1905.21 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R10,798/Night
7 Nights - R75,582
New
House
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R7,694/Night
7 Nights - R53,857
New
House
3 Bedrooms
2 Baths
8 Guests
1228 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R7,092/Night
7 Nights - R49,642
New
House
3 Bedrooms
2 Baths
8 Guests
1799 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,856/Night
7 Nights - R40,985
New
House
3 Bedrooms
2 Baths
10 Guests
1900 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R5,830/Night
7 Nights - R40,806
Large Holiday Rentals and Private Villas in Harbor Hills
Over 586+ Large Holiday Rentals and Private Villas in or Near Harbor Hills
House
3 Bedrooms
3 Baths
10 Guests
1507 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R14,168/Night
7 Nights - R99,171
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
10 Guests
1808.34 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
R12,565/Night
7 Nights - R87,952
House
- Sarasota
- ·
- Palma Sola
- 1.22 mi to center
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
R13,181/Night
7 Nights - R92,264
Villa
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R3,266/Night
7 Nights - R22,859
House
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
10 Guests
1603.82 ft²
- Fireplace/Heating
- Pool
- View
Parking
R4,891/Night
7 Nights - R34,240
Villa
9.2Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
8 Guests
1700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,548/Night
7 Nights - R24,837
House
- Sarasota
- ·
- West Bradenton
- 0.22 mi to center
2 Bedrooms
2 Baths
10 Guests
1500 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R6,148/Night
7 Nights - R43,044
House
- Florida
- ·
- Whitney Beach
- 4.05 mi to center
10.0Exceptional
(92 Reviews)
6 Bedrooms
6 Baths
20 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R20,872/Night
7 Nights - R146,106
House
- Sarasota
- ·
- West Bradenton
- 0.27 mi to center
10.0Exceptional
(69 Reviews)
6 Bedrooms
3 Baths
16 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R8,470/Night
7 Nights - R59,289
Wheelchair Accessible Holiday Homes in Harbor Hills
Over 60+ Wheelchair Accessible Holiday Homes in or Near Harbor Hills
Condo
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
2 Guests
978 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R2,168/Night
7 Nights - R15,175
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
2163.55 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R8,191/Night
7 Nights - R57,343
Hotel
9.2Exceptional
(1004 Reviews)
1 Bath
- Pool
- Balcony/Terrace
Breakfast- Kitchen
R3,021/Night
7 Nights - R21,141
Condo
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R4,515/Night
7 Nights - R31,598
House
- Sarasota
- ·
- West Bradenton
- 0.43 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1582.29 ft²
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
- Child Friendly
R4,984/Night
7 Nights - R34,889
Condo
- Florida
- ·
- Whitney Beach
- 3.69 mi to center
2 Bedrooms
2 Baths
4 Guests
1615 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R3,148/Night
7 Nights - R22,033
Condo
- Florida
- ·
- Whitney Beach
- 3.47 mi to center
2 Bedrooms
2 Baths
4 Guests
1750 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R2,443/Night
7 Nights - R17,104
Condo
- Florida
- ·
- Whitney Beach
- 3.85 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1854 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R4,316/Night
7 Nights - R30,220
House
9.4Exceptional
(53 Reviews)
4 Bedrooms
2 Baths
7 Guests
1883 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R5,159/Night
7 Nights - R36,105
Harbor Hills Private Villas and Holiday Homes Under $200
Over 385+ Harbor Hills Private Villas and Holiday Homes Under $200
New
Apartment
1 Bedroom
1 Bath
2 Guests
210 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R1,228/Night
7 Nights - R8,593
House
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
R2,380/Night
7 Nights - R16,666
Hotel
9.2Exceptional
(753 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
R3,096/Night
7 Nights - R21,676
House
10.0Exceptional
(176 Reviews)
1 Bedroom
1 Bath
4 Guests
571 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,402/Night
7 Nights - R16,812
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1323.96 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Ocean View
R3,183/Night
7 Nights - R22,276
House
10.0Exceptional
(37 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R2,639/Night
7 Nights - R18,466
Apartment
- Sarasota
- ·
- Palma Sola
- 0.97 mi to center
10.0Exceptional
(29 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R2,028/Night
7 Nights - R14,202
House
10.0Exceptional
(25 Reviews)
1 Bedroom
1 Bath
3 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R2,430/Night
7 Nights - R17,007
Condo
10.0Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
4 Guests
1080 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Pool
R2,119/Night
7 Nights - R14,834
Instantly Bookable Holiday Homes in Harbor Hills
Over 1239+ Instantly Bookable Holiday Homes in or Near Harbor Hills
House
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R5,921/Night
7 Nights - R41,439
Apartment
9.6Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
620 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R2,683/Night
7 Nights - R18,774
New
House
3 Bedrooms
2 Baths
8 Guests
1291 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R5,680/Night
7 Nights - R39,769
New
House
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R5,651/Night
7 Nights - R39,558
New
House
3 Bedrooms
1 Bath
5 Guests
1056 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,882/Night
7 Nights - R27,172
House
10.0Exceptional
(76 Reviews)
2 Bedrooms
2 Baths
6 Guests
1650 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R5,349/Night
7 Nights - R37,451
House
- Sarasota
- ·
- River District
- 0.26 mi to center
10.0Exceptional
(66 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R6,281/Night
7 Nights - R43,968
House
10.0Exceptional
(53 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R7,160/Night
7 Nights - R50,112
House
10.0Exceptional
(38 Reviews)
2 Bedrooms
2 Baths
6 Guests
1680 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R5,490/Night
7 Nights - R38,423
Book a Last Minute Place to Stay in Harbor Hills
About Casai's Private Villas and Holiday Rentals in Harbor Hills
Discover more than 1991 vacation rentals available in Harbor Hills. 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 Harbor Hills.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Harbor Hills, 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 Harbor Hills. On average, places to stay near Harbor Hills offer 1325.13 ft², with nightly prices averaging R7,199.
With Casai, finding and comparing holiday rentals in Harbor Hills is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Harbor Hills
| Type | Count |
|---|---|
| Vacation Homes | 1669 |
| Holiday Apartments | 162 |
| Villas | 25 |
| Cottages | 18 |
Use these Quick Filters to Find a Holiday Rental in Harbor Hills
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Harbor Hills.
Weather in Harbor Hills, FL
View the weather forecast for Harbor Hills before booking your Harbor Hills Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Harbor Hills?
What are the top holiday rentals in Harbor Hills?
With numerous options available in Harbor Hills, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Harbor Hills:
- 4 Bedroom, 2 Bath. Heated Pool & Spa! Close to Beaches!
- Riverwalk Lady On The Riverwalk, 2 Blocks Old Main St., Manatee River & Pier
- Paradise Retreat with HEATED POOL- Need We Say More
- The Hideaways at Point Pleasant (Palm Side)
- TROPICAL POOL, PRIVACY! ON WATER! BOAT OPTION, WKLY/MO DISCOUNTS, PETS WELCOME!
- Snead Island Getaway
- Paradise Cove - A perfect Beach Getaway
- Your Tropical Paradise with heated saltwater pool
- Sunshine Retreat with heated Saltwater pool. Minutes to gulf beaches and IMG
- The Beautiful House 6/4.5 w/detached residence, Pets+ SUN & FUN, CLOSE TO BEACH
How many holiday rentals have private pools in Harbor Hills?
Discover a selection of holiday rentals with private pools near Harbor Hills 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.
- 8 Mi to Beaches: Bradenton Home w/Poolside Oasis!
- Entire Home-Bradenton 3/2 indoor pool near beaches
- Paradise Retreat with HEATED POOL- Need We Say More
- Coral Tides. Updated pool home 5 mi to Anna Maria Island
Which holiday homes in Harbor Hills are best for families?
If you're searching for a family-friendly holiday home in Harbor Hills, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Harbor Hills:
- 8 Mi to Beaches: Bradenton Home w/Poolside Oasis!
- 3 Mi to Riverwalk: Pet-Friendly Home w/Yard!
- Last Hoorah
How many Casai.co.za holiday rentals are available in Harbor Hills?
As of 2026, Casai boasts over 1991 properties listed in the Harbor Hills area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Harbor Hills.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Palma Sola Vacation Rentals in Sarasota, Florida | 156 |
| Shore Acre Heights Vacation Rentals in Sarasota, Florida | 1913 |
People Also Ask
Finding the best prices in Harbor Hills
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