74+ Private Villas and Holiday Rentals in Enterprise |
Enterprise Holiday Rentals
New
- DeLand
- Plantation Estates
- 0.92 mi to center
975 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R2,929/Night
For 7 Nights R20,506
10.0
Exceptional
(2 Reviews)
893.4 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Parking
- Internet
R3,565/Night
For 7 Nights R24,961
9.0
Exceptional
(1010 Reviews)
- DeLand
- Deltona Lakes
- 3.51 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
R1,714/Night
For 7 Nights R11,989
10.0
Exceptional
(15 Reviews)
- DeLand
- Deltona Lakes
- 1.55 mi to center
1587 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,660/Night
For 7 Nights R18,622
10.0
Exceptional
(1 Review)
- DeLand
- Deltona Lakes
- 1.78 mi to center
1001.04 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- View
- Pet Friendly
- Parking
R2,435/Night
For 7 Nights R17,050
10.0
Exceptional
(6 Reviews)
- DeLand
- Deltona Lakes
- 1.82 mi to center
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R3,139/Night
For 7 Nights R21,980
10.0
Exceptional
(3 Reviews)
- DeLand
- Deltona Lakes
- 1.77 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Kitchen
- Parking
- Air Conditioner
R1,965/Night
For 7 Nights R13,758
10.0
Exceptional
(2 Reviews)
- DeLand
- Deltona Lakes
- 2.01 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R2,556/Night
For 7 Nights R17,902
10.0
Exceptional
(1 Review)
- DeLand
- Plantation Estates
- 0.55 mi to center
900 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,346/Night
For 7 Nights R30,431
Luxury Holiday Rentals in Enterprise
Over 65+ Luxury Holiday Rentals in or Near Enterprise
10.0
Exceptional
(28 Reviews)
- DeLand
- Deltona Lakes
- 1.61 mi to center
14 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R8,070/Night
For 7 Nights R56,489
9.6
Exceptional
(10 Reviews)
- DeLand
- Deltona Lakes
- 1.35 mi to center
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
R5,886/Night
For 7 Nights R41,208
10.0
Exceptional
(1 Review)
- DeLand
- Deltona Lakes
- 1.74 mi to center
1765.28 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
R5,408/Night
For 7 Nights R37,850
8.4
Excellent
(9 Reviews)
- DeLand
- Deltona Lakes
- 1.74 mi to center
1760 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R5,348/Night
For 7 Nights R37,441
10.0
Exceptional
(3 Reviews)
- DeLand
- Deltona Lakes
- 1.76 mi to center
1740 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
R5,325/Night
For 7 Nights R37,277
9.0
Exceptional
(9 Reviews)
- DeLand
- Deltona Lakes
- 2.74 mi to center
1385 ft²
9 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,948/Night
For 7 Nights R34,640
9.6
Exceptional
(4 Reviews)
- DeLand
- Deltona Lakes
- 3.07 mi to center
1110 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Fireplace/Heating
- Pool
- Ocean View
R4,856/Night
For 7 Nights R34,001
New
- DeLand
- Deltona Lakes
- 3.00 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
R4,760/Night
For 7 Nights R33,314
10.0
Exceptional
(25 Reviews)
- DeLand
- Deltona Lakes
- 2.82 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,539/Night
For 7 Nights R31,774
Top-Rated Holiday Rentals with a Pool in Enterprise
Over 18+ The Best Private Villas and Holiday Rentals in Enterprise with a Pool
10.0
Exceptional
(1 Review)
- DeLand
- Deltona Lakes
- 3.31 mi to center
897 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,739/Night
For 7 Nights R19,179
9.8
Exceptional
(33 Reviews)
- DeLand
- Deltona Lakes
- 2.55 mi to center
1158 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R4,100/Night
For 7 Nights R28,695
9.8
Exceptional
(28 Reviews)
- DeLand
- Deltona Lakes
- 2.83 mi to center
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R4,173/Night
For 7 Nights R29,219
8.9
Fabulous
(447 Reviews)
- DeLand
- Deltona Lakes
- 3.48 mi to center
332.15 ft²
7 Bathrooms
Ocean View
Hotel
- Oceanfront
- Hot Tub
- Fireplace/Heating
R2,675/Night
For 7 Nights R18,720
8.6
Fabulous
(953 Reviews)
- DeLand
- Plantation Estates
- 0.70 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Balcony/Terrace
R1,722/Night
For 7 Nights R12,054
8.6
Fabulous
(32 Reviews)
- DeLand
- Deltona Lakes
- 2.55 mi to center
1194.79 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
R4,258/Night
For 7 Nights R29,809
8.3
Excellent
(219 Reviews)
- DeLand
- Plantation Estates
- 0.69 mi to center
359.52 ft²
1 Bathroom
Ocean View
Hotel
- Oceanfront
- Hot Tub
- Fireplace/Heating
R3,079/Night
For 7 Nights R21,554
6.2
Good
(1004 Reviews)
- DeLand
- Plantation Estates
- 0.89 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Kitchen
R1,253/Night
For 7 Nights R8,779
5.4
Average
(528 Reviews)
312.15 ft²
5 Bathrooms
Hotel
- Fireplace/Heating
- Pool
- Pet Friendly
R1,523/Night
For 7 Nights R10,662
Pet-Friendly Holiday Rentals in Enterprise
Over 22+ Pet-Friendly Holiday Rentals in or Near Enterprise
9.4
Exceptional
(14 Reviews)
- DeLand
- Deltona Lakes
- 3.35 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,622/Night
For 7 Nights R18,344
10.0
Exceptional
(1 Review)
96.88 ft²
3 Guests
1 Bedroom
1 Bathroom
Apartment
- Balcony/Terrace
- Pet Friendly
- Parking
R1,851/Night
For 7 Nights R12,955
8.4
Excellent
(11 Reviews)
- DeLand
- Deltona Lakes
- 1.84 mi to center
3 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R2,400/Night
For 7 Nights R16,804
9.7
Exceptional
(10 Reviews)
2002.09 ft²
6 Guests
3 Bedrooms
3 Bathrooms
House
- Pet Friendly
- Parking
- Air Conditioner
R1,834/Night
For 7 Nights R12,841
10.0
Exceptional
(2 Reviews)
- DeLand
- Deltona Lakes
- 2.78 mi to center
1772 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,174/Night
For 7 Nights R29,219
9.8
Exceptional
(68 Reviews)
- DeLand
- Deltona Lakes
- 0.88 mi to center
1345 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
R3,320/Night
For 7 Nights R23,241
6.0
Good
(2 Reviews)
- DeLand
- Deltona Lakes
- 2.09 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,676/Night
For 7 Nights R18,737
New
- DeLand
- Deltona Lakes
- 2.84 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,470/Night
For 7 Nights R31,299
New
- DeLand
- Deltona Lakes
- 1.66 mi to center
1119 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R3,317/Night
For 7 Nights R23,225
Large Holiday Rentals and Private Villas in Enterprise
Over 7+ Large Holiday Rentals and Private Villas in or Near Enterprise
10.0
Exceptional
(5 Reviews)
- DeLand
- Deltona Lakes
- 1.57 mi to center
1426 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R5,246/Night
For 7 Nights R36,720
9.5
Exceptional
(2 Reviews)
2497.23 ft²
10 Guests
4 Bedrooms
3 Bathrooms
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R3,341/Night
For 7 Nights R23,388
9.8
Exceptional
(9 Reviews)
- DeLand
- Deltona Lakes
- 3.02 mi to center
2500 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,285/Night
For 7 Nights R30,005
New
- DeLand
- Plantation Estates
- 0.61 mi to center
1000 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Child Friendly
R4,258/Night
For 7 Nights R29,809
10.0
Exceptional
(68 Reviews)
- DeLand
- Stone Island
- 0.52 mi to center
3000 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
R5,619/Night
For 7 Nights R39,341
10.0
Exceptional
(1 Review)
- DeLand
- Deltona Lakes
- 3.06 mi to center
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,595/Night
For 7 Nights R32,167
New
15 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Child Friendly
R9,809/Night
For 7 Nights R68,658
Enterprise Private Villas and Holiday Homes Under $200
Over 18+ Enterprise Private Villas and Holiday Homes Under $200
9.2
Exceptional
(25 Reviews)
- DeLand
- Deltona Lakes
- 2.82 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,317/Night
For 7 Nights R16,215
9.3
Exceptional
(3 Reviews)
1582.29 ft²
4 Guests
2 Bedrooms
1 Bathroom
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R1,163/Night
For 7 Nights R8,140
9.0
Exceptional
(12 Reviews)
- DeLand
- Plantation Estates
- 0.44 mi to center
934 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R2,930/Night
For 7 Nights R20,506
9.0
Exceptional
(16 Reviews)
398.26 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Balcony/Terrace
- View
- Pet Friendly
R1,894/Night
For 7 Nights R13,250
9.0
Exceptional
(4 Reviews)
- DeLand
- Deltona Lakes
- 4.24 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
R2,474/Night
For 7 Nights R17,328
New
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R3,146/Night
For 7 Nights R22,029
10.0
Exceptional
(5 Reviews)
- DeLand
- Deltona Lakes
- 3.33 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Pool
- Ocean View
- View
R1,895/Night
For 7 Nights R13,266
10.0
Exceptional
(1 Review)
- DeLand
- Plantation Estates
- 0.75 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,948/Night
For 7 Nights R20,637
8.6
Fabulous
(8 Reviews)
- DeLand
- Deltona Lakes
- 1.00 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R2,686/Night
For 7 Nights R18,802
Instantly Bookable Holiday Homes in Enterprise
Over 12+ Instantly Bookable Holiday Homes in or Near Enterprise
New
- DeLand
- Deltona Lakes
- 2.40 mi to center
1300 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R3,301/Night
For 7 Nights R23,110
New
- DeLand
- Deltona Lakes
- 1.59 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,036/Night
For 7 Nights R28,253
9.6
Exceptional
(24 Reviews)
- DeLand
- Deltona Lakes
- 3.16 mi to center
7 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R5,720/Night
For 7 Nights R40,045
5.0
Average
(14 Reviews)
- DeLand
- Summerhaven
- 0.32 mi to center
2000 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Pool
- Kitchen
R4,439/Night
For 7 Nights R31,070
4.2
Average
(5 Reviews)
- DeLand
- Deltona Lakes
- 2.83 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- View
R2,948/Night
For 7 Nights R20,637
3.0
Average
(2 Reviews)
- DeLand
- Deltona Lakes
- 2.41 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Pool
- Pet Friendly
- Kitchen
R3,521/Night
For 7 Nights R24,649
New
- DeLand
- Deltona Lakes
- 1.78 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Kitchen
- Parking
R2,390/Night
For 7 Nights R16,722
New
- DeLand
- Deltona Lakes
- 3.32 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Kitchen
R2,076/Night
For 7 Nights R14,528
10.0
Exceptional
(31 Reviews)
- DeLand
- Deltona Lakes
- 1.89 mi to center
1500 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
R3,650/Night
For 7 Nights R25,550
Book a Last Minute Place to Stay in Enterprise
About Casai's Private Villas and Holiday Rentals in Enterprise
Discover more than 74 vacation rentals available in Enterprise. 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 Enterprise.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Enterprise, 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 Enterprise. On average, places to stay near Enterprise offer 907.06 ft², with nightly prices averaging R3,488.
With Casai, finding and comparing holiday rentals in Enterprise 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 Enterprise
| Type | Count |
|---|---|
| Vacation Homes | 57 |
| Holiday Apartments | 7 |
Use these Quick Filters to Find a Holiday Rental in Enterprise
★ 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 Enterprise.
Weather in Enterprise, FL
View the weather forecast for Enterprise before booking your Enterprise 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 Enterprise?
What are the top holiday rentals in Enterprise?
With numerous options available in Enterprise, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Enterprise:
- Lake house getaway close to theme parks and beaches
- Mediterranean/Spanish Estate Home on Lake Sidney
- Cozy Lake house & fire pit!
- Day Trip to Disney: Deltona Escape w/Patio
- Charming 2-bedroom house with AC, WiFi in lovely Deltona
- Stylish Stunning & Cozy Heated Pool Home
- Perfect Gateway Suite
- Pet-Friendly Luxury Retreat with Game Room and Fire Pit!
- Condo with Pool and Beach Access Near Theme Park
- The Velvet Leaf - fenced yard
Which holiday homes in Enterprise are best for families?
If you're searching for a family-friendly holiday home in Enterprise, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Enterprise:
- Lake house getaway close to theme parks and beaches
- Hidden gem home w/ an exhilarating backyard view
- Vacation and Relaxation home
How many Casai.co.za holiday rentals are available in Enterprise?
As of 2026, Casai boasts over 74 properties listed in the Enterprise area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Enterprise.
People Also Ask
Finding the best prices in Enterprise
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