147+ Private Villas and Holiday Rentals in Leawood |
Leawood Holiday Rentals
New
House
- Kansas City
- ·
- Leawood
- 4.15 mi to center
6 Bedrooms
5 Baths
15 Guests
Fireplace/Heating
Air Conditioner
Internet
Child Friendly
R50,020/Night
7 Nights - R350,140
House
- Kansas City
- ·
- Nall Hills
- 0.43 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
9 Guests
1302.43 ft²
Parking- Air Conditioner
- Internet
- Child Friendly
R2,977/Night
7 Nights - R20,838
Apartment
- Kansas City
- ·
- Overland Park
- 4.17 mi to center
9.2Exceptional
(1152 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
R2,587/Night
7 Nights - R18,102
New
House
- Kansas City
- ·
- Leawood
- 3.59 mi to center
5 Bedrooms
7 Baths
15 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R44,162/Night
7 Nights - R309,143
New
House
- Kansas City
- ·
- South Kansas City
- 5.80 mi to center
3 Bedrooms
3 Baths
6 Guests
3003.13 ft²
Oceanfront- Fireplace/Heating
Pool
Ocean View
R49,360/Night
7 Nights - R345,526
House
- Kansas City
- ·
- South Kansas City
- 3.39 mi to center
4 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
R23,089/Night
7 Nights - R161,623
New
House
- Kansas City
- ·
- Leawood
- 0.90 mi to center
4 Bedrooms
4 Baths
9 Guests
Hot Tub- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R19,802/Night
7 Nights - R138,615
Apartment
- Kansas City
- ·
- South Kansas City
- 4.50 mi to center
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
R1,166/Night
7 Nights - R8,160
Apartment
- Kansas City
- ·
- South Kansas City
- 5.45 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
R2,475/Night
7 Nights - R17,325
Luxury Holiday Rentals in Leawood
Over 138+ Luxury Holiday Rentals in or Near Leawood
New
House
- Kansas City
- ·
- Leawood
- 2.95 mi to center
6 Bedrooms
6 Baths
14 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
Unlock the Best Price
New
House
- Kansas City
- ·
- Leawood
- 3.06 mi to center
6 Bedrooms
7 Baths
12 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
Unlock the Best Price
New
House
- Kansas City
- ·
- Leawood
- 4.55 mi to center
4 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R45,505/Night
7 Nights - R318,535
House
- Kansas City
- ·
- Leawood
- 4.98 mi to center
5 Bedrooms
3 Baths
8 Guests
4500 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
R28,801/Night
7 Nights - R201,600
Villa
- Kansas City
- ·
- Leawood
- 1.70 mi to center
3 Bedrooms
3 Baths
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R27,667/Night
7 Nights - R193,666
House
- Kansas City
- ·
- Leawood
- 1.11 mi to center
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R23,359/Night
7 Nights - R163,518
New
House
- Kansas City
- ·
- Leawood
- 4.30 mi to center
4 Bedrooms
3 Baths
8 Guests
4500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R22,463/Night
7 Nights - R157,235
New
House
- Kansas City
- ·
- Leawood
- 3.42 mi to center
6 Bedrooms
6 Baths
12 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R21,342/Night
7 Nights - R149,399
House
- Kansas City
- ·
- South Kansas City
- 4.67 mi to center
5 Bedrooms
3 Baths
14 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
R20,919/Night
7 Nights - R146,436
Top-Rated Holiday Rentals with a Pool in Leawood
Over 60+ The Best Private Villas and Holiday Rentals in Leawood with a Pool
Apartment
- Kansas City
- ·
- Overland Park
- 3.50 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- Pet Friendly
- Kitchen
- Parking
R3,725/Night
7 Nights - R26,068
Apartment
- Kansas City
- ·
- Overland Park
- 3.55 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
R3,918/Night
7 Nights - R27,428
Apartment
- Kansas City
- ·
- Overland Park
- 3.65 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Pool
- Pet Friendly
- Kitchen
- Parking
R3,318/Night
7 Nights - R23,235
Hotel
- Kansas City
- ·
- Overland Park
- 3.78 mi to center
9.6Exceptional
(1095 Reviews)
1 Bath
- Hot Tub
- Pool
Breakfast- Kitchen
R2,453/Night
7 Nights - R17,163
Hotel
- Kansas City
- ·
- Leawood
- 1.83 mi to center
9.4Exceptional
(315 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
R2,825/Night
7 Nights - R19,770
Hotel
- Kansas City
- ·
- Prairie Village
- 3.18 mi to center
9.2Exceptional
(667 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
R2,852/Night
7 Nights - R19,964
Hotel
- Kansas City
- ·
- Overland Park
- 3.76 mi to center
9.2Exceptional
(650 Reviews)
15 Baths
350.9 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
R7,556/Night
7 Nights - R52,897
Hotel
- Kansas City
- ·
- Leawood
- 1.81 mi to center
9.2Exceptional
(45 Reviews)
8 Baths
450.74 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R2,537/Night
7 Nights - R17,762
Hotel
- Kansas City
- ·
- Prairie Village
- 3.16 mi to center
9.1Exceptional
(77 Reviews)
1 Bath
372.25 ft²
- Private Pool
- Pool
- Pet Friendly
- Parking
R5,327/Night
7 Nights - R37,289
Pet-Friendly Holiday Rentals in Leawood
Over 52+ Pet-Friendly Holiday Rentals in or Near Leawood
Apartment
- Kansas City
- ·
- Overland Park
- 4.19 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R3,541/Night
7 Nights - R24,789
Hotel
- Kansas City
- ·
- Overland Park
- 4.17 mi to center
8.9Fabulous
(466 Reviews)
14 Baths
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,413/Night
7 Nights - R16,888
Apartment
- Kansas City
- ·
- Overland Park
- 3.93 mi to center
9.4Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R3,269/Night
7 Nights - R22,879
Hotel
- Kansas City
- ·
- Overland Park
- 4.25 mi to center
8.7Fabulous
(370 Reviews)
5 Baths
372.43 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R2,871/Night
7 Nights - R20,094
Apartment
- Kansas City
- ·
- Prairie Village
- 3.18 mi to center
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,334/Night
7 Nights - R23,348
Apartment
- Kansas City
- ·
- Prairie Village
- 2.93 mi to center
9.2Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R3,515/Night
7 Nights - R24,595
Apartment
- Kansas City
- ·
- Overland Park
- 3.97 mi to center
8.6Fabulous
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R2,979/Night
7 Nights - R20,855
Apartment
- Kansas City
- ·
- Overland Park
- 3.99 mi to center
8.0Excellent
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R2,435/Night
7 Nights - R17,050
Apartment
- Kansas City
- ·
- Prairie Village
- 3.12 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R3,292/Night
7 Nights - R23,040
Large Holiday Rentals and Private Villas in Leawood
Over 9+ Large Holiday Rentals and Private Villas in or Near Leawood
House
- Kansas City
- ·
- Prairie Village
- 2.43 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R16,135/Night
7 Nights - R112,952
New
House
- Kansas City
- ·
- Leawood
- 3.85 mi to center
5 Bedrooms
4 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Kitchen
R14,098/Night
7 Nights - R98,687
House
- Kansas City
- ·
- Leawood
- 5.20 mi to center
4 Bedrooms
3 Baths
10 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R3,112/Night
7 Nights - R21,778
New
House
- Kansas City
- ·
- Leawood
- 3.09 mi to center
5 Bedrooms
4 Baths
15 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R19,359/Night
7 Nights - R135,506
House
- Kansas City
- ·
- Lea Manor
- 0.68 mi to center
4.8Average
(10 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Pet Friendly
- Air Conditioner
- Child Friendly
Laundry
R4,048/Night
7 Nights - R28,335
Apartment
- Kansas City
- ·
- Prairie Village
- 3.19 mi to center
5 Bedrooms
5 Baths
16 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R7,616/Night
7 Nights - R53,302
House
- Kansas City
- ·
- South Kansas City
- 3.95 mi to center
4 Bedrooms
2 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R2,172/Night
7 Nights - R15,204
House
- Kansas City
- ·
- Leawood
- 1.72 mi to center
5 Bedrooms
5 Baths
10 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R62,385/Night
7 Nights - R436,700
New
House
- Kansas City
- ·
- Leawood
- 1.86 mi to center
7 Bedrooms
9 Baths
16 Guests
- Private Pool
- Hot Tub
Spa- Fireplace/Heating
Unlock the Best Price
Wheelchair Accessible Holiday Homes in Leawood
Over 44+ Wheelchair Accessible Holiday Homes in or Near Leawood
Apartment
- Kansas City
- ·
- Overland Park
- 7.15 mi to center
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
R4,949/Night
7 Nights - R34,634
Hotel
- Kansas City
- ·
- Overland Park
- 6.96 mi to center
9.0Exceptional
(76 Reviews)
1 Bath
322.92 ft²
- Pool
- Parking
- Air Conditioner
- Internet
R1,587/Night
7 Nights - R11,107
Hotel
- Kansas City
- ·
- Overland Park
- 3.98 mi to center
9.0Exceptional
(1003 Reviews)
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
- Breakfast
R3,622/Night
7 Nights - R25,356
Apartment
- Kansas City
- ·
- Prairie Village
- 3.19 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R2,495/Night
7 Nights - R17,454
Hotel
- Kansas City
- ·
- Overland Park
- 6.80 mi to center
8.8Fabulous
(237 Reviews)
9 Baths
322.92 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R2,213/Night
7 Nights - R15,495
House
- Kansas City
- ·
- Overland Park
- 3.93 mi to center
1 Bedroom
2 Baths
3 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Child Friendly
R4,226/Night
7 Nights - R29,582
House
- Kansas City
- ·
- Overland Park
- 4.31 mi to center
1 Bedroom
1 Bath
3 Guests
291 ft²
- Hot Tub
- Pool
- Air Conditioner
- Internet
R3,481/Night
7 Nights - R24,368
Apartment
- Kansas City
- ·
- Overland Park
- 4.19 mi to center
3 Bedrooms
2 Baths
6 Guests
958 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
R2,931/Night
7 Nights - R20,515
House
- Kansas City
- ·
- Overland Park
- 3.45 mi to center
1 Bedroom
1 Bath
2 Guests
204 ft²
- Pool
- Pet Friendly
- Kitchen
- Air Conditioner
R2,898/Night
7 Nights - R20,288
Leawood Private Villas and Holiday Homes Under $200
Over 64+ Leawood Private Villas and Holiday Homes Under $200
Apartment
- Kansas City
- ·
- Prairie Village
- 3.21 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R2,550/Night
7 Nights - R17,843
Hotel
- Kansas City
- ·
- Overland Park
- 5.53 mi to center
9.0Exceptional
(185 Reviews)
2 Baths
396.47 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
R2,074/Night
7 Nights - R14,524
Hotel
- Kansas City
- ·
- Overland Park
- 3.92 mi to center
9.0Exceptional
(1007 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
R2,376/Night
7 Nights - R16,629
Apartment
- Kansas City
- ·
- Overland Park
- 3.86 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R2,665/Night
7 Nights - R18,653
Hotel
- Kansas City
- ·
- Overland Park
- 3.92 mi to center
8.7Fabulous
(138 Reviews)
8 Baths
349.82 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
R2,308/Night
7 Nights - R16,159
Apartment
- Kansas City
- ·
- Overland Park
- 4.05 mi to center
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R3,177/Night
7 Nights - R22,231
Apartment
- Kansas City
- ·
- Overland Park
- 7.15 mi to center
1 Bedroom
1 Bath
2 Guests
614 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
R1,466/Night
7 Nights - R10,265
House
- Kansas City
- ·
- South Kansas City
- 4.11 mi to center
9.4Exceptional
(43 Reviews)
4 Bedrooms
3 Baths
8 Guests
2397 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R1,649/Night
7 Nights - R11,545
House
- Kansas City
- ·
- Overland Park
- 3.58 mi to center
3 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R2,675/Night
7 Nights - R18,717
Instantly Bookable Holiday Homes in Leawood
Over 33+ Instantly Bookable Holiday Homes in or Near Leawood
Apartment
- Kansas City
- ·
- Prairie Village
- 3.14 mi to center
7.4Very Good
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R3,657/Night
7 Nights - R25,599
R3,471/Night
7 Nights - R24,303
Apartment
- Kansas City
- ·
- Overland Park
- 3.79 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R3,265/Night
7 Nights - R22,862
Apartment
- Kansas City
- ·
- Overland Park
- 3.53 mi to center
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
R3,988/Night
7 Nights - R27,914
Apartment
- Kansas City
- ·
- Overland Park
- 3.47 mi to center
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
R3,900/Night
7 Nights - R27,299
Apartment
- Kansas City
- ·
- Overland Park
- 3.46 mi to center
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
R3,706/Night
7 Nights - R25,939
Apartment
- Kansas City
- ·
- Overland Park
- 3.31 mi to center
1 Bedroom
1 Bath
4 Guests
- Pool
- Pet Friendly
- Kitchen
- Parking
R3,336/Night
7 Nights - R23,348
House
- Kansas City
- ·
- Nall Hills
- 0.31 mi to center
10.0Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R16,086/Night
7 Nights - R112,595
House
- Kansas City
- ·
- South Kansas City
- 5.44 mi to center
4 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
R14,733/Night
7 Nights - R103,123
Book a Last Minute Place to Stay in Leawood
About Casai's Private Villas and Holiday Rentals in Leawood
Discover more than 147 vacation rentals available in Leawood. 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 Leawood.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Leawood, 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 Leawood. On average, places to stay near Leawood offer 382.97 ft², with nightly prices averaging R13,107.
With Casai, finding and comparing holiday rentals in Leawood 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 Leawood
| Type | Count |
|---|---|
| Holiday Apartments | 49 |
| Vacation Homes | 49 |
| Villas | 1 |
Use these Quick Filters to Find a Holiday Rental in Leawood
★ 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 Leawood.
Weather in Leawood, KS
View the weather forecast for Leawood before booking your Leawood 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
Top Attractions Around Leawood, KS
Casai offers a large selection of top attractions around Leawood . Research things to do on your vacation before you visit Leawood.
Other Places to Stay in Leawood, KS
Frequently Asked Questions About Leawood?
What are the top holiday rentals in Leawood?
With numerous options available in Leawood, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Leawood:
- Newly listed 4 bedroom home with 2 car garage in great location
- Nall Hills Gem! Great location & new interior!
- Brand NEW Luxury Scandinavian Style Basement Apartment!
- Charming Hearthstone Flat: Your Chic KC Hideaway
- Spacious King Studio w/Full Kitchen in KS
- Autumn Seas 1 King BR Free parking Wi-Fi and Gym access Peaceful and Comfortable
- Brand New Heated Pool, Family Oasis, Kids Welcome!
- Premium 1BR King Suite w/Sofa Bed in KS
- Accessible Queen Studio w/Full Kitchen, KS
- Nall Hills Gem! Great location & new interior!
How many holiday rentals have private pools in Leawood?
Discover a selection of holiday rentals with private pools near Leawood 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.
- Luxe 3000sqft Heated Pool Oasis in Kansas City
- Sheraton Overland Park Hotel at the Convention Center
- Its not a house, its a Lifestyle.
- SpringHill Suites Kansas City Overland Park
Which holiday homes in Leawood are best for families?
If you're searching for a family-friendly holiday home in Leawood, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Leawood:
- Newly listed 4 bedroom home with 2 car garage in great location
- Hyatt Place Kansas City/Overland Park/Convention Center
- Hyatt Place Kansas City/Overland Park/Convention Center
How many Casai.co.za holiday rentals are available in Leawood?
As of 2026, Casai boasts over 147 properties listed in the Leawood area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Leawood.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| South Kansas City Vacation Rentals in Kansas City, Kansas | 151 |
| Lea Manor Vacation Rentals in Kansas City, Kansas | 195 |
People Also Ask
Finding the best prices in Leawood
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