Enterprise Holiday Rentals
House
- DeLand
- ·
- Deltona Lakes
- 1.55 mi to center
10.0Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
1587 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
R3,000/Night
7 Nights - R21,000
House
- DeLand
- ·
- Deltona Lakes
- 1.78 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
1001.04 ft²
View
Pet Friendly- Parking
Air Conditioner
R2,474/Night
7 Nights - R17,321
Hotel
- DeLand
- ·
- Deltona Lakes
- 3.51 mi to center
9.0Exceptional
(1003 Reviews)
1 Bath
Hot Tub- Fireplace/Heating
Pool
Breakfast
R1,611/Night
7 Nights - R11,282
House
- DeLand
- ·
- Deltona Lakes
- 1.82 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
8 Guests
Private Pool- Fireplace/Heating
- Pool
- Kitchen
R3,120/Night
7 Nights - R21,847
House
- DeLand
- ·
- Deltona Lakes
- 3.31 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
893.4 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
R3,544/Night
7 Nights - R24,810
House
- DeLand
- ·
- Plantation Estates
- 0.55 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
R3,141/Night
7 Nights - R21,993
House
- DeLand
- ·
- Deltona Lakes
- 2.01 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R2,880/Night
7 Nights - R20,154
House
- DeLand
- ·
- Deltona Lakes
- 3.35 mi to center
9.6Exceptional
(23 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,408/Night
7 Nights - R16,849
Apartment
- DeLand
- ·
- Deltona Lakes
- 3.07 mi to center
9.6Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1110 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R5,588/Night
7 Nights - R39,119
Luxury Holiday Rentals in Enterprise
Over 64+ Luxury Holiday Rentals in or Near Enterprise
New
House
- DeLand
- ·
- Plantation Estates
- 0.78 mi to center
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R20,608/Night
7 Nights - R144,252
New
House
- DeLand
- ·
- Plantation Estates
- 0.70 mi to center
5 Bedrooms
3 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
R7,517/Night
7 Nights - R52,615
House
- DeLand
- ·
- Deltona Lakes
- 1.74 mi to center
8.8Fabulous
(13 Reviews)
5 Bedrooms
4 Baths
10 Guests
1760 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R7,360/Night
7 Nights - R51,524
House
- DeLand
- ·
- Deltona Lakes
- 1.35 mi to center
9.8Exceptional
(14 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R7,125/Night
7 Nights - R49,880
House
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R6,876/Night
7 Nights - R48,138
House
- DeLand
- ·
- Deltona Lakes
- 1.61 mi to center
10.0Exceptional
(30 Reviews)
5 Bedrooms
3 Baths
14 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,813/Night
7 Nights - R47,699
House
10.0Exceptional
(35 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R6,787/Night
7 Nights - R47,503
House
- DeLand
- ·
- Deltona Lakes
- 3.24 mi to center
9.2Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
1800 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
R6,294/Night
7 Nights - R44,052
New
House
- DeLand
- ·
- Deltona Lakes
- 1.74 mi to center
1 Bedroom
4 Baths
10 Guests
2583.34 ft²
- Pool
- Parking
- Air Conditioner
- Internet
R6,246/Night
7 Nights - R43,726
Top-Rated Holiday Rentals with a Pool in Enterprise
Over 19+ The Best Private Villas and Holiday Rentals in Enterprise with a Pool
House
- DeLand
- ·
- Deltona Lakes
- 1.76 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
1740 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R5,171/Night
7 Nights - R36,189
House
- DeLand
- ·
- Deltona Lakes
- 1.74 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
10 Guests
1765.28 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
R5,375/Night
7 Nights - R37,622
House
- DeLand
- ·
- Deltona Lakes
- 2.55 mi to center
9.8Exceptional
(35 Reviews)
3 Bedrooms
2 Baths
8 Guests
1158 ft²
- Private Pool
Oceanfront- Fireplace/Heating
- Pool
R3,977/Night
7 Nights - R27,838
House
- DeLand
- ·
- Deltona Lakes
- 2.83 mi to center
9.8Exceptional
(28 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R5,156/Night
7 Nights - R36,091
Condo
- DeLand
- ·
- Deltona Lakes
- 3.31 mi to center
9.4Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
897 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R4,129/Night
7 Nights - R28,896
Hotel
- DeLand
- ·
- Deltona Lakes
- 3.48 mi to center
8.9Fabulous
(443 Reviews)
7 Baths
332.15 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R2,659/Night
7 Nights - R18,607
House
- DeLand
- ·
- Deltona Lakes
- 2.55 mi to center
8.6Fabulous
(36 Reviews)
3 Bedrooms
2 Baths
8 Guests
1194.79 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
R4,233/Night
7 Nights - R29,628
Hotel
- DeLand
- ·
- Plantation Estates
- 0.69 mi to center
8.3Excellent
(222 Reviews)
1 Bath
359.52 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
R3,061/Night
7 Nights - R21,424
Hotel
- DeLand
- ·
- Plantation Estates
- 0.90 mi to center
5.4Average
(528 Reviews)
5 Baths
312.15 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
R1,514/Night
7 Nights - R10,598
Pet-Friendly Holiday Rentals in Enterprise
Over 20+ Pet-Friendly Holiday Rentals in or Near Enterprise
House
- DeLand
- ·
- Deltona Lakes
- 1.84 mi to center
8.4Excellent
(14 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,378/Night
7 Nights - R16,638
Apartment
- DeLand
- ·
- Plantation Estates
- 0.40 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
96.88 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
R1,840/Night
7 Nights - R12,877
House
- DeLand
- ·
- Deltona Lakes
- 0.88 mi to center
9.8Exceptional
(70 Reviews)
3 Bedrooms
2 Baths
8 Guests
1345 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R4,605/Night
7 Nights - R32,233
House
- DeLand
- ·
- Deltona Lakes
- 1.23 mi to center
9.7Exceptional
(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
2002.09 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
R1,823/Night
7 Nights - R12,763
House
- DeLand
- ·
- Deltona Lakes
- 2.78 mi to center
9.6Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
1772 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,443/Night
7 Nights - R38,110
House
- DeLand
- ·
- Deltona Lakes
- 2.74 mi to center
9.0Exceptional
(9 Reviews)
3 Bedrooms
1 Bath
9 Guests
1385 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,190/Night
7 Nights - R43,336
House
- DeLand
- ·
- Deltona Lakes
- 1.66 mi to center
3 Bedrooms
2 Baths
10 Guests
1119 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,108/Night
7 Nights - R21,749
House
- DeLand
- ·
- Deltona Lakes
- 1.57 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
3 Baths
12 Guests
1426 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R5,214/Night
7 Nights - R36,498
House
- DeLand
- ·
- Deltona Lakes
- 3.16 mi to center
9.6Exceptional
(24 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R5,686/Night
7 Nights - R39,803
Large Holiday Rentals and Private Villas in Enterprise
Over 6+ Large Holiday Rentals and Private Villas in or Near Enterprise
House
- DeLand
- ·
- Deltona Lakes
- 3.02 mi to center
9.8Exceptional
(9 Reviews)
5 Bedrooms
3 Baths
10 Guests
2500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R4,259/Night
7 Nights - R29,824
House
- DeLand
- ·
- Deltona Lakes
- 2.89 mi to center
9.5Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2497.23 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R3,321/Night
7 Nights - R23,247
House
- DeLand
- ·
- Plantation Estates
- 0.61 mi to center
3 Bedrooms
2 Baths
10 Guests
1000 ft²
- Child Friendly
R4,233/Night
7 Nights - R29,628
House
- DeLand
- ·
- Stone Island
- 0.52 mi to center
10.0Exceptional
(68 Reviews)
5 Bedrooms
2 Baths
10 Guests
3000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
R5,585/Night
7 Nights - R39,103
House
- DeLand
- ·
- Deltona Lakes
- 3.06 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R4,567/Night
7 Nights - R31,973
House
5 Bedrooms
3 Baths
15 Guests
- Child Friendly
R9,749/Night
7 Nights - R68,243
Wheelchair Accessible Holiday Homes in Enterprise
Over 1+ Wheelchair Accessible Holiday Homes in or Near Enterprise
Apartment
- DeLand
- ·
- Deltona Lakes
- 1.77 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
R1,836/Night
7 Nights - R12,844
Enterprise Private Villas and Holiday Homes Under $200
Over 17+ Enterprise Private Villas and Holiday Homes Under $200
Apartment
- DeLand
- ·
- Deltona Lakes
- 4.24 mi to center
9.2Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
R2,784/Night
7 Nights - R19,486
House
- DeLand
- ·
- Deltona Lakes
- 1.55 mi to center
9.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1582.29 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R1,156/Night
7 Nights - R8,091
New
Apartment
- DeLand
- ·
- Plantation Estates
- 0.52 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R1,813/Night
7 Nights - R12,698
House
- DeLand
- ·
- Deltona Lakes
- 2.61 mi to center
3 Bedrooms
2 Baths
7 Guests
16813.23 ft²
- Pool
- Pet Friendly
- Parking
- Air Conditioner
R3,093/Night
7 Nights - R21,652
Condo
- DeLand
- ·
- Deltona Lakes
- 3.33 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Pool
- Ocean View
- View
- Kitchen
R1,884/Night
7 Nights - R13,186
House
- DeLand
- ·
- Plantation Estates
- 0.75 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
R2,930/Night
7 Nights - R20,512
House
- DeLand
- ·
- Deltona Lakes
- 2.82 mi to center
9.2Exceptional
(25 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R2,303/Night
7 Nights - R16,117
House
- DeLand
- ·
- Deltona Lakes
- 1.00 mi to center
8.6Fabulous
(8 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R2,670/Night
7 Nights - R18,689
Condo
- DeLand
- ·
- Deltona Lakes
- 3.45 mi to center
4.5Average
(15 Reviews)
2 Bedrooms
2 Baths
4 Guests
850 ft²
- Child Friendly
R1,286/Night
7 Nights - R9,002
Instantly Bookable Holiday Homes in Enterprise
Over 14+ Instantly Bookable Holiday Homes in or Near Enterprise
House
- DeLand
- ·
- Plantation Estates
- 0.92 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
975 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R3,761/Night
7 Nights - R26,324
House
- DeLand
- ·
- Summerhaven
- 0.32 mi to center
5.0Average
(14 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
R4,412/Night
7 Nights - R30,882
House
- DeLand
- ·
- Deltona Lakes
- 2.83 mi to center
4.2Average
(5 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
R2,930/Night
7 Nights - R20,512
House
- DeLand
- ·
- Deltona Lakes
- 2.41 mi to center
3.0Average
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Pool
- Pet Friendly
- Kitchen
- Air Conditioner
R3,500/Night
7 Nights - R24,500
Apartment
- DeLand
- ·
- Deltona Lakes
- 1.78 mi to center
1 Bedroom
1 Bath
3 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
R2,375/Night
7 Nights - R16,621
Condo
- DeLand
- ·
- Deltona Lakes
- 3.32 mi to center
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
R2,064/Night
7 Nights - R14,440
House
- DeLand
- ·
- Deltona Lakes
- 1.89 mi to center
10.0Exceptional
(31 Reviews)
3 Bedrooms
2 Baths
8 Guests
1500 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R3,628/Night
7 Nights - R25,396
House
- DeLand
- ·
- Deltona Lakes
- 2.82 mi to center
10.0Exceptional
(28 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R4,511/Night
7 Nights - R31,582
House
- DeLand
- ·
- Deltona Lakes
- 1.55 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
2020 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,470/Night
7 Nights - R24,289
Book a Last Minute Place to Stay in Enterprise
About Casai's Private Villas and Holiday Rentals in Enterprise
Discover more than 73 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 906.54 ft², with nightly prices averaging R4,103.
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 | 59 |
| Holiday Apartments | 6 |
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
- Day Trip to Disney: Deltona Escape w/Patio
- Charming 2-bedroom house with AC, WiFi in lovely Deltona
- Stylish Stunning & Cozy Heated Pool Home
- Condo w/Pool & Beach Access Near Theme Park
- Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
- The Velvet Leaf - fenced yard
- Lake Front Entire Home FL Getaway
- Lux 4 bed Mins! To HCA & Advent & Gemini Springs
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:
- Charming Retreat - Your Perfect Getaway!
- Hidden gem home w an exhilarating backyard view
- Mid Term Stays! Fully Remodeled luxury home in Deltona with Patio Area! New!
How many Casai.co.za holiday rentals are available in Enterprise?
As of 2026, Casai boasts over 73 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.
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