Cottage
10.0(17 Reviews)
2 Bedrooms
4 Guests
Parking
Ocean View
Balcony/Terrace
View
US $260/Night
7 Nights - US $1,817
Orlando Holiday Rentals
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Compare Villas, Resorts, & Rentals in Orlando
10.0
Apartment
10.0(45 Reviews)
3 Bedrooms
8 Guests
Oceanfront
Hot Tub
EV Charge Station- Parking
US $166/Night
7 Nights - US $1,165
House
5 Bedrooms
10 Guests
Private Pool- Hot Tub
- Parking
Pool
US $470/Night
7 Nights - US $3,290
House
1 Bedroom
Air Conditioner
Child Friendly
Laundry
Bedding/Linens
US $199/Night
7 Nights - US $1,393
House
10.0(29 Reviews)
1 Bedroom
4 Guests
- Parking
- Air Conditioner
Internet
US $191/Night
7 Nights - US $1,337
House
1 Bedroom
Kitchen- Air Conditioner
- Internet
Pet Friendly
US $145/Night
7 Nights - US $1,015
Condo
10.0(260 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $105/Night
7 Nights - US $738
Apartment
10.0(200 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $106/Night
7 Nights - US $742
Condo
10.0(174 Reviews)
2 Bedrooms
5 Guests
- Hot Tub
- Parking
- Pool
Spa
US $159/Night
7 Nights - US $1,111
Luxury Holiday Rentals in Orlando
Over 10000+ Luxury Holiday Rentals in or Near Orlando
House
4 Bedrooms
8 Guests
- Kitchen
- Air Conditioner
- Child Friendly
TV
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Villa
8.0(2 Reviews)
5 Bedrooms
14 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
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House
8.8(11 Reviews)
6 Bedrooms
17 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
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House
8.8(3 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
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House
14 Bedrooms
14 Guests
- Private Pool
- Pool
- Kitchen
- Internet
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Resort
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
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House
5 Bedrooms
12 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
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House
5 Bedrooms
12 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
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House
10.0(1 Review)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
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Top-Rated Holiday Rentals with a Pool in Orlando
Over 10000+ The Best Private Villas and Holiday Rentals in Orlando with a Pool
House
10.0(388 Reviews)
6 Bedrooms
14 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $411/Night
7 Nights - US $2,878
Villa
10.0(344 Reviews)
4 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $223/Night
7 Nights - US $1,558
House
10.0(327 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $290/Night
7 Nights - US $2,027
Condo
10.0(321 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $265/Night
7 Nights - US $1,853
Villa
10.0(284 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $324/Night
7 Nights - US $2,270
House
10.0(277 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $140/Night
7 Nights - US $983
House
10.0(276 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $219/Night
7 Nights - US $1,533
House
10.0(274 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $194/Night
7 Nights - US $1,359
Villa
10.0(269 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $373/Night
7 Nights - US $2,613
Pet-Friendly Holiday Rentals in Orlando
Over 12556+ Pet-Friendly Holiday Rentals in or Near Orlando
Apartment
10.0(110 Reviews)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $67/Night
7 Nights - US $470
House
10.0(10 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $166/Night
7 Nights - US $1,164
Apartment
10.0(11 Reviews)
1 Bedroom
- Parking
- Pool
- Kitchen
- Air Conditioner
US $301/Night
7 Nights - US $2,110
Cottage
10.0(50 Reviews)
2 Bedrooms
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $323/Night
7 Nights - US $2,264
House
10.0(8 Reviews)
4 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $220/Night
7 Nights - US $1,542
House
10.0(44 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $169/Night
7 Nights - US $1,186
Apartment
10.0(42 Reviews)
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $68/Night
7 Nights - US $473
Apartment
10.0(40 Reviews)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $73/Night
7 Nights - US $508
Cottage
10.0(37 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $146/Night
7 Nights - US $1,024
Large Holiday Rentals and Private Villas in Orlando
Over 45152+ Large Holiday Rentals and Private Villas in or Near Orlando
Villa
10.0(30 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $175/Night
7 Nights - US $1,227
House
10.0(24 Reviews)
6 Bedrooms
15 Guests
- Parking
- Pool
- Spa
- Air Conditioner
US $447/Night
7 Nights - US $3,126
House
4 Bedrooms
10 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $249/Night
7 Nights - US $1,745
House
10.0(12 Reviews)
1 Bedroom
14 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $548/Night
7 Nights - US $3,836
House
10.0(20 Reviews)
5 Bedrooms
12 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $608/Night
7 Nights - US $4,257
House
10.0(4 Reviews)
1 Bedroom
16 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $342/Night
7 Nights - US $2,397
Villa
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $190/Night
7 Nights - US $1,331
Villa
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $225/Night
7 Nights - US $1,575
Villa
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $225/Night
7 Nights - US $1,575
Wheelchair Accessible Holiday Homes in Orlando
Over 8338+ Wheelchair Accessible Holiday Homes in or Near Orlando
Apartment
10.0(42 Reviews)
2 Bedrooms
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $397/Night
7 Nights - US $2,782
US $382/Night
7 Nights - US $2,674
Condo
3 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $269/Night
7 Nights - US $1,886
New
Apartment
10.0(15 Reviews)
2 Bedrooms
8 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $163/Night
7 Nights - US $1,138
Apartment
10.0(5 Reviews)
1 Bedroom
4 Guests
- Oceanfront
Breakfast- Parking
- Pool
US $233/Night
7 Nights - US $1,633
New
Condo
10.0(15 Reviews)
1 Bedroom
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $126/Night
7 Nights - US $879
Apartment
10.0(10 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $207/Night
7 Nights - US $1,446
Condo
10.0(8 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $158/Night
7 Nights - US $1,105
Apartment
10.0(6 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $239/Night
7 Nights - US $1,670
Orlando Private Villas and Holiday Homes Under $200
Over 18323+ Orlando Private Villas and Holiday Homes Under $200
House
10.0(45 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $171/Night
7 Nights - US $1,198
House
Affordable Luxury Home Near Walt Disney World - Sunshine Villa at Glenbrook Resort, Orlando, Florida
10.0(13 Reviews)
4 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $129/Night
7 Nights - US $903
US $151/Night
7 Nights - US $1,056
Apartment
10.0(37 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $185/Night
7 Nights - US $1,294
House
10.0(8 Reviews)
3 Bedrooms
6 Guests
- Parking
- Air Conditioner
- Pet Friendly
- Child Friendly
US $126/Night
7 Nights - US $882
House
10.0(36 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $178/Night
7 Nights - US $1,245
Cottage
10.0(34 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $183/Night
7 Nights - US $1,279
Apartment
10.0(32 Reviews)
1 Bedroom
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $68/Night
7 Nights - US $477
Apartment
10.0(29 Reviews)
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $67/Night
7 Nights - US $469
Instantly Bookable Holiday Homes in Orlando
Over 50942+ Instantly Bookable Holiday Homes in or Near Orlando
Condo
10.0(76 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $212/Night
7 Nights - US $1,485
US $300/Night
7 Nights - US $2,100
US $235/Night
7 Nights - US $1,648
Condo
10.0(37 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $203/Night
7 Nights - US $1,419
House
6 Bedrooms
12 Guests
- Pool
- Balcony/Terrace
- Child Friendly
- Laundry
US $341/Night
7 Nights - US $2,387
Apartment
10.0(28 Reviews)
1 Bedroom
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $68/Night
7 Nights - US $477
House
10.0(27 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $161/Night
7 Nights - US $1,128
Apartment
10.0(26 Reviews)
1 Bedroom
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $67/Night
7 Nights - US $469
Apartment
10.0(25 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $106/Night
7 Nights - US $742
Book a Last Minute Place to Stay in Orlando
About Casai's Private Villas and Holiday Rentals in Orlando
Discover more than 79538 vacation rentals available in Orlando. 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 Orlando.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Orlando, 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 Orlando. On average, places to stay near Orlando offer 1682.44 ft², with nightly prices averaging US $393.
With Casai, finding and comparing holiday rentals in Orlando is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Orlando, FL
There are 79538 Orlando, FL Holiday Rentals
- Prices for a holiday home in Orlando start at US $25
- Top rated vacation home in Orlando is Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
- Most popular short term in Orlando is Wyndham I-Drive Avanti Resort & Conference Center
- Cheapest place to stay in Orlando is A Perfect Place to Stay
- Most expensive holiday rental in Orlando is 4 Bedroom Paradise Palms With Private Pool (2600)
Recently Booked Holiday Rentals in Orlando
Frequently Asked Questions About Orlando?
What are the top holiday rentals in Orlando?
With numerous options available in Orlando, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Orlando:
- Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
- 4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee off Us192
- Water View - Pool & Spa - 3.5 miles to Disney - BBQ
- Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
- Amazing villa close to Disney with 5* Reviews
- BEAUTIFUL LAKEVIEW TOWNHOME, 5 MILES TO DISNEY. FULLY EQUIPED
- 🏊♀️💥$40 OFF SALE TOP RATED ALL-INCLUSIVE HOME NEAR DISNEY PRIME LOCATION💥
- OWNER PAID RESORT FEES🌟 All Inclusive 3BR/3BA "PRIME LOCATION NEAR DISNEY"💥
- NEW - Luxury decorated villa with amazing view, private pool and spa
- Condo/apt. near Disney, Universal, 3 pools, WIFI,free Parking !
How many holiday rentals have private pools in Orlando?
Discover a selection of holiday rentals with private pools near Orlando 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 Orlando are best for families?
If you're searching for a family-friendly holiday home in Orlando, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Orlando:
How many Casai.com holiday rentals are available in Orlando?
As of 2026, Casai boasts over 79538 properties listed in the Orlando area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Orlando.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| West Kissimmee Vacation Rentals in Orlando, Florida | 15552 |
| Historic Downtown Kissimmee Vacation Rentals in Orlando, Florida | 7670 |
| Windsor Hills Vacation Rentals in Orlando, Florida | 1348 |
| Southwest Orlando Vacation Rentals in Orlando, Florida | 1000 |
| Bay Lake Vacation Rentals in Orlando, Florida | 818 |
| Downtown Orlando Vacation Rentals in Orlando, Florida | 512 |
| Regal Palms Vacation Rentals in Orlando, Florida | 363 |
| Highlands Reserve Vacation Rentals in Orlando, Florida | 348 |
| Southeast Orlando Vacation Rentals in Orlando, Florida | 169 |
| Williamsburg Vacation Rentals in Orlando, Florida | 162 |
| Orange Lake Vacation Rentals in Orlando, Florida | 83 |
| College Park Vacation Rentals in Orlando, Florida | 39 |
| Pine Hills Vacation Rentals in Orlando, Florida | 28 |
| Goldenrod Vacation Rentals in Orlando, Florida | 185 |
| Union Park Vacation Rentals in Orlando, Florida | 286 |
| Sunrise Lakes Vacation Rentals in Orlando, Florida | 6470 |
