May City Holiday Rentals
New
Condo
- Iowa
- ·
- Arnolds Park
- 1.05 mi to center
10.0Exceptional
(33 Reviews)
3 Bedrooms
2 Baths
8 Guests
1820 ft²
Hot Tub
Pool
Balcony/Terrace
Kitchen
US $464/Night
7 Nights - US $3,247
Villa
- Iowa
- ·
- Arnolds Park
- 0.57 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
12 Guests
1453.13 ft²
Air Conditioner
Internet
Barbecue/Outdoor Cooking
US $705/Night
7 Nights - US $4,933
Condo
- Iowa
- ·
- Arnolds Park
- 0.79 mi to center
3 Bedrooms
2 Baths
10 Guests
- Air Conditioner
Child Friendly
Laundry
Bedding/Linens
US $754/Night
7 Nights - US $5,276
New
House
- Milford
- ·
- West Okoboji
- 3.90 mi to center
10.0Exceptional
(17 Reviews)
6 Bedrooms
4 Baths
16 Guests
5800 ft²
Parking- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,196/Night
7 Nights - US $8,371
House
- Iowa
- ·
- Arnolds Park
- 0.56 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
4 Baths
8 Guests
2507.99 ft²
Spa
View- Air Conditioner
- Internet
US $481/Night
7 Nights - US $3,367
New
Condo
- Iowa
- ·
- Arnolds Park
- 0.76 mi to center
10.0Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
8 Guests
1436 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $472/Night
7 Nights - US $3,304
New
House
- Milford
- ·
- West Okoboji
- 3.19 mi to center
10.0Exceptional
(11 Reviews)
4 Bedrooms
2 Baths
11 Guests
- Parking
Ocean View- Balcony/Terrace
- View
US $390/Night
7 Nights - US $2,731
New
Cabin
10.0Exceptional
(9 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $706/Night
7 Nights - US $4,945
New
Cabin
- Iowa
- ·
- Arnolds Park
- 0.93 mi to center
10.0Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $301/Night
7 Nights - US $2,106
Luxury Holiday Rentals in May City
Over 482+ Luxury Holiday Rentals in or Near May City
House
8 Bedrooms
6 Baths
26 Guests
775 ft²
- View
- Air Conditioner
- Internet
Pet Friendly
US $1,978/Night
7 Nights - US $13,844
Condo
- Iowa
- ·
- Arnolds Park
- 0.85 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
14 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $1,759/Night
7 Nights - US $12,313
Condo
- Iowa
- ·
- Arnolds Park
- 0.89 mi to center
9.6Exceptional
(8 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,594/Night
7 Nights - US $11,160
House
8 Bedrooms
5 Baths
18 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $1,585/Night
7 Nights - US $11,098
New
House
- Iowa
- ·
- Spirit Lake
- 3.11 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
4 Baths
18 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,573/Night
7 Nights - US $11,008
New
House
6 Bedrooms
6 Baths
14 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,491/Night
7 Nights - US $10,434
House
10 Bedrooms
6 Baths
26 Guests
775 ft²
Oceanfront- Parking
- Ocean View
- View
US $1,304/Night
7 Nights - US $9,128
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
14 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $1,179/Night
7 Nights - US $8,251
New
House
- Milford
- ·
- West Okoboji
- 3.26 mi to center
4 Bedrooms
3 Baths
10 Guests
2200 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $1,147/Night
7 Nights - US $8,028
Top-Rated Holiday Rentals with a Pool in May City
Over 211+ The Best Private Villas and Holiday Rentals in May City with a Pool
Condo
- Iowa
- ·
- Arnolds Park
- 1.06 mi to center
10.0Exceptional
(190 Reviews)
3 Bedrooms
2 Baths
10 Guests
1450 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $298/Night
7 Nights - US $2,085
Cabin
- Iowa
- ·
- Arnolds Park
- 0.96 mi to center
10.0Exceptional
(144 Reviews)
5 Bedrooms
3 Baths
15 Guests
3000 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $611/Night
7 Nights - US $4,277
Condo
- Iowa
- ·
- Spirit Lake
- 3.33 mi to center
10.0Exceptional
(122 Reviews)
3 Bedrooms
2 Baths
8 Guests
1818 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $335/Night
7 Nights - US $2,342
Condo
- Iowa
- ·
- Arnolds Park
- 1.03 mi to center
10.0Exceptional
(116 Reviews)
4 Bedrooms
2 Baths
12 Guests
1955 ft²
Private Pool- Oceanfront
- Hot Tub
- Parking
US $562/Night
7 Nights - US $3,936
Cabin
- Iowa
- ·
- Arnolds Park
- 0.96 mi to center
10.0Exceptional
(101 Reviews)
3 Bedrooms
2 Baths
14 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $472/Night
7 Nights - US $3,303
Condo
- Iowa
- ·
- Arnolds Park
- 1.07 mi to center
10.0Exceptional
(99 Reviews)
3 Bedrooms
2 Baths
12 Guests
1820 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $343/Night
7 Nights - US $2,403
Cabin
- Iowa
- ·
- Arnolds Park
- 1.07 mi to center
10.0Exceptional
(92 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $298/Night
7 Nights - US $2,085
Condo
- Iowa
- ·
- Arnolds Park
- 0.84 mi to center
10.0Exceptional
(84 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $357/Night
7 Nights - US $2,502
Condo
- Iowa
- ·
- Arnolds Park
- 1.10 mi to center
10.0Exceptional
(68 Reviews)
3 Bedrooms
2 Baths
10 Guests
1436 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $368/Night
7 Nights - US $2,575
Pet-Friendly Holiday Rentals in May City
Over 77+ Pet-Friendly Holiday Rentals in or Near May City
New
House
4 Bedrooms
3 Baths
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $737/Night
7 Nights - US $5,160
Bed & Breakfast
- Iowa
- ·
- Spirit Lake
- 2.10 mi to center
9.6Exceptional
(55 Reviews)
11 Bedrooms
4 Baths
10 Guests
462.85 ft²
Breakfast
EV Charge Station- Parking
- Balcony/Terrace
US $179/Night
7 Nights - US $1,252
House
1 Bedroom
1 Bath
2 Guests
775 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $405/Night
7 Nights - US $2,832
New
House
5 Bedrooms
2 Baths
11 Guests
1500 ft²
- Oceanfront
- Parking
- Spa
- Ocean View
US $628/Night
7 Nights - US $4,394
House
- Iowa
- ·
- Arnolds Park
- 0.69 mi to center
8.5Fabulous
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
559.72 ft²
- Parking
- Spa
- View
- Internet
US $287/Night
7 Nights - US $2,009
New
House
- Iowa
- ·
- Arnolds Park
- 1.15 mi to center
3 Bedrooms
2 Baths
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $425/Night
7 Nights - US $2,975
New
Condo
2 Bedrooms
2 Baths
6 Guests
1001 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $424/Night
7 Nights - US $2,969
House
- Iowa
- ·
- Arnolds Park
- 0.64 mi to center
10.0Exceptional
(41 Reviews)
4 Bedrooms
2 Baths
10 Guests
2500 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $508/Night
7 Nights - US $3,555
House
10.0Exceptional
(18 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $582/Night
7 Nights - US $4,076
Large Holiday Rentals and Private Villas in May City
Over 235+ Large Holiday Rentals and Private Villas in or Near May City
New
Condo
- Iowa
- ·
- Spirit Lake
- 3.23 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
10 Guests
1436 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $369/Night
7 Nights - US $2,584
House
- Iowa
- ·
- Arnolds Park
- 0.51 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
3 Baths
12 Guests
7943.77 ft²
- Hot Tub
- View
- Air Conditioner
- Internet
US $228/Night
7 Nights - US $1,596
House
- Iowa
- ·
- Arnolds Park
- 0.67 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
1 Bath
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $454/Night
7 Nights - US $3,175
Condo
- Iowa
- ·
- Arnolds Park
- 1.06 mi to center
9.8Exceptional
(100 Reviews)
3 Bedrooms
2 Baths
12 Guests
1450 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $309/Night
7 Nights - US $2,160
Villa
- Iowa
- ·
- Arnolds Park
- 0.71 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
12 Guests
2131.25 ft²
- Private Pool
- Parking
- Pool
- Air Conditioner
US $317/Night
7 Nights - US $2,217
Cabin
- Iowa
- ·
- Arnolds Park
- 1.04 mi to center
9.6Exceptional
(50 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $317/Night
7 Nights - US $2,216
New
Condo
- Iowa
- ·
- Arnolds Park
- 1.07 mi to center
9.6Exceptional
(38 Reviews)
3 Bedrooms
2 Baths
10 Guests
1436 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $369/Night
7 Nights - US $2,584
New
House
- Iowa
- ·
- Arnolds Park
- 0.89 mi to center
9.6Exceptional
(35 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $674/Night
7 Nights - US $4,716
Cabin
- Iowa
- ·
- Arnolds Park
- 0.88 mi to center
10.0Exceptional
(159 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $182/Night
7 Nights - US $1,273
Wheelchair Accessible Holiday Homes in May City
Over 72+ Wheelchair Accessible Holiday Homes in or Near May City
Condo
- Iowa
- ·
- Arnolds Park
- 0.93 mi to center
9.8Exceptional
(52 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $369/Night
7 Nights - US $2,584
New
House
- Iowa
- ·
- Arnolds Park
- 0.54 mi to center
3 Bedrooms
1 Bath
7 Guests
269.1 ft²
- Parking
Wheelchair Accessible
Accessibility
Security/Safety
US $446/Night
7 Nights - US $3,124
Hotel
9.2Exceptional
(299 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $120/Night
7 Nights - US $839
Condo
- Iowa
- ·
- Arnolds Park
- 0.84 mi to center
10.0Exceptional
(65 Reviews)
4 Bedrooms
2 Baths
14 Guests
1800 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $431/Night
7 Nights - US $3,014
Hotel
8.6Fabulous
(148 Reviews)
11 Baths
369.88 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $212/Night
7 Nights - US $1,482
Condo
- Iowa
- ·
- Arnolds Park
- 0.81 mi to center
10.0Exceptional
(61 Reviews)
4 Bedrooms
2 Baths
10 Guests
1700 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $432/Night
7 Nights - US $3,022
Condo
- Iowa
- ·
- Arnolds Park
- 1.03 mi to center
10.0Exceptional
(34 Reviews)
3 Bedrooms
2 Baths
12 Guests
1820 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $343/Night
7 Nights - US $2,403
Condo
- Iowa
- ·
- Spirit Lake
- 3.32 mi to center
10.0Exceptional
(29 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $640/Night
7 Nights - US $4,477
Condo
- Iowa
- ·
- Arnolds Park
- 1.10 mi to center
10.0Exceptional
(13 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $319/Night
7 Nights - US $2,236
May City Private Villas and Holiday Homes Under $200
Over 50+ May City Private Villas and Holiday Homes Under $200
House
10.0Exceptional
(96 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $131/Night
7 Nights - US $915
Villa
- Iowa
- ·
- Arnolds Park
- 0.71 mi to center
3 Bedrooms
2 Baths
6 Guests
1302.43 ft²
- Private Pool
- Parking
- Pool
- Air Conditioner
US $115/Night
7 Nights - US $805
Bed & Breakfast
- Iowa
- ·
- Spirit Lake
- 2.11 mi to center
10.0Exceptional
(241 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $197/Night
7 Nights - US $1,377
Apartment
- Iowa
- ·
- Arnolds Park
- 0.70 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
1 Bath
5 Guests
450 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $199/Night
7 Nights - US $1,395
Apartment
- Iowa
- ·
- Arnolds Park
- 0.49 mi to center
1 Bedroom
1 Bath
4 Guests
1065.63 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $155/Night
7 Nights - US $1,083
Apartment
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Kitchen
- Internet
- Pet Friendly
US $101/Night
7 Nights - US $709
Apartment
- Milford
- ·
- West Okoboji
- 1.63 mi to center
9.8Exceptional
(129 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $128/Night
7 Nights - US $894
Apartment
- Milford
- ·
- West Okoboji
- 1.66 mi to center
9.8Exceptional
(99 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $172/Night
7 Nights - US $1,207
Apartment
- Iowa
- ·
- Arnolds Park
- 0.69 mi to center
9.8Exceptional
(27 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $189/Night
7 Nights - US $1,322
Instantly Bookable Holiday Homes in May City
Over 272+ Instantly Bookable Holiday Homes in or Near May City
New
House
- Milford
- ·
- West Okoboji
- 2.66 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $297/Night
7 Nights - US $2,078
House
2 Bedrooms
1 Bath
4 Guests
775 ft²
- Pet Friendly
- Child Friendly
- Security/Safety
US $394/Night
7 Nights - US $2,755
New
House
- Iowa
- ·
- Arnolds Park
- 0.53 mi to center
9.4Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $579/Night
7 Nights - US $4,051
House
- Iowa
- ·
- Arnolds Park
- 0.60 mi to center
10.0Exceptional
(134 Reviews)
14 Bedrooms
4 Baths
33 Guests
5000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $947/Night
7 Nights - US $6,632
House
- Iowa
- ·
- Spirit Lake
- 3.12 mi to center
10.0Exceptional
(52 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $503/Night
7 Nights - US $3,519
Condo
- Iowa
- ·
- Arnolds Park
- 0.79 mi to center
10.0Exceptional
(46 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $310/Night
7 Nights - US $2,172
Condo
- Iowa
- ·
- Arnolds Park
- 0.84 mi to center
10.0Exceptional
(45 Reviews)
4 Bedrooms
2 Baths
12 Guests
1800 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $399/Night
7 Nights - US $2,795
House
- Iowa
- ·
- Arnolds Park
- 0.66 mi to center
10.0Exceptional
(43 Reviews)
4 Bedrooms
2 Baths
9 Guests
1900 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $755/Night
7 Nights - US $5,288
Condo
- Iowa
- ·
- Arnolds Park
- 0.92 mi to center
10.0Exceptional
(42 Reviews)
4 Bedrooms
2 Baths
11 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $563/Night
7 Nights - US $3,940
Book a Last Minute Place to Stay in May City
About Casai's Private Villas and Holiday Rentals in May City
Discover more than 491 vacation rentals available in May City. 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 May City.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in May City, 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 May City. On average, places to stay near May City offer 961.33 ft², with nightly prices averaging US $466.
With Casai, finding and comparing holiday rentals in May City 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 May City
| Type | Count |
|---|---|
| Vacation Homes | 195 |
| Holiday Apartments | 43 |
| Villas | 26 |
| Cottages | 17 |
Use these Quick Filters to Find a Holiday Rental in May City
★ 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 May City.
Weather in May City, IA
View the weather forecast for May City before booking your May City 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 May City?
What are the top holiday rentals in May City?
With numerous options available in May City, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in May City:
- The Oakwood Inn Okoboji - Adults Only
- Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
- Beautiful Bridges Bay Cabin w 3BD + Loft, 2.5Bath, 1717 sq ft, 6 daily waterpark
- Huge, Clean, Beautiful New House at Bridges Bay Okoboji Resort! TONS of space!
- Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
- Premier Lakefront East Lake Okoboji Condo - Bridges Bay Resort
- Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
- Poolside Cabin 178 at Bridges Bay Resort on East Okoboji Lake
- Luxurious Lakefront BB Corner Condo. Panoramic lake views & 6 waterpark passes.
- Tranquil setting 15 Miles from Iowa Great Lakes - Fully Furnished with Game Room
How many holiday rentals have private pools in May City?
Discover a selection of holiday rentals with private pools near May City 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.
- Wake on the Lake at Bridges Bay
- RARE Bridges Bay POOLSIDE condo with LAKE VIEW! - Sleeps 8
- Peachy Perch in the Coronado at Bridges Bay Resort
- Serenity at Stillwater at Bridges Bay Resort - 4 bedroom, 2.5 bath, sleeps 12
Which holiday homes in May City are best for families?
If you're searching for a family-friendly holiday home in May City, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in May City:
- BPO Boathouse. 4 bed/2 bath completely updated home in the heart of AP/Okoboji!
- 228 Hwy 71 S D21, Arnolds Park
- Okoboji Inn & Suites
How many Casai.com holiday rentals are available in May City?
As of 2026, Casai boasts over 491 properties listed in the May City area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in May City.
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