Keewaydin Island Vacation Rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

Gulf-front penthouse with stunning views, pool, hot tub & AC - snowbird-friendly
6

Good

·
Condo
·
1 br
·
Sleeps 4
·
Hot Tub · Ocean · Workspace ·
From
$232/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Hot Tub
Ocean
Fitness Center
Waterfront
On Site Laundry
Beach
In Unit Laundry
Oven
Other spaces
Workspace, Balcony, Kitchen
Fiddlers Creek Escape Snow & Rent Vacation Home in Paradise! Inquiry Winter 2024

No reviews

·
Condo
·
3 br
·
Sleeps 12
·
Walk In Closets · Hot Tub · Workspace ·
From
$320/night
Check availability
Property
Condo · 3 Beds · 3 baths
Amenities
Walk In Closets
Hot Tub
Fitness Center
On Site Laundry
Dishwasher
Wifi
In Unit Laundry
Oven
Other spaces
Workspace, Balcony, Kitchen
Naples Bay Resort Walk to Downtown and Beaches

No reviews

·
Hotel
·
2 br
·
Sleeps 6
·
Wifi · Air Conditioning · Pool ·
From
$387/night
Check availability
Property
Hotel · 2 Beds · 2 baths
Amenities
Wifi
Air Conditioning
Pool
Furnished
Swimming Pool
Other spaces
Kitchen
World Tennis Club Condo, Lake View Gated Community
8.4

Very good

·
Condo
·
3 br
·
Sleeps 5
·
Lake · Assigned Parking · Hot Tub ·
From
$173/night
Check availability
Property
Condo · 3 Beds · 2 baths
Amenities
Lake
Assigned Parking
Hot Tub
Fitness Center
Waterfront
Dishwasher
In Unit Laundry
Oven
Other spaces
Kitchen
Sweeping Northwest Gulf views from this comfortable Beachfront Condo
10

Excellent

·
Condo
·
2 br
·
Sleeps 6
·
Ocean · Balcony · Waterfront ·
From
$242/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Ocean
Waterfront
On Site Laundry
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
Sea Winds 606 Welcomes you! Spacious Corner Unit. 125+ Reviews!
9.8

Excellent

·
Condo
·
2 br
·
Sleeps 6
·
Walk In Closets · Hot Tub · Ocean ·
From
$243/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Walk In Closets
Hot Tub
Ocean
Waterfront
On Site Laundry
Beach
Dishwasher
Wifi
Other spaces
Balcony, Kitchen
Welcome to Marco Island Paradise
9.9

Excellent

·
House
·
3 br
·
Sleeps 6
·
Private Pool · Outdoor Space · Fitness Center ·
From
$399/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Private Pool
Fitness Center
Waterfront
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Other spaces
Kitchen
7th floor beachfront condo w/ heated pool, tennis courts, & fitness center

No reviews

·
Condo
·
2 br
·
Sleeps 6
·
Balcony · Beach · Dishwasher ·
From
$143/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Pool
Furnished
Other spaces
Balcony, Kitchen

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Tropical Garden Getaway - 1 mile from the beach!
10

Excellent

·
Apartment
·
2 br
·
Sleeps 4
·
Workspace · Outdoor Space · Beach ·
From
$268/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Furnished
Storage
Other spaces
Workspace, Kitchen
Pristine Beachfront Condo w/ Gulf Views!! Renovated!!

No reviews

·
Condo
·
2 br
·
Sleeps 4
·
Walk In Closets · Ocean · Balcony ·
From
$170/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Walk In Closets
Ocean
Fitness Center
Waterfront
On Site Laundry
Beach
Dishwasher
Wifi
Other spaces
Balcony, Kitchen
Steps to Beach, Peak at the Gulf! - JW Marriott Alternative - NEW Furniture 2021
9.7

Excellent

·
Condo
·
1 br
·
Sleeps 4
·
Free Parking · Balcony · Outdoor Space ·
From
$509/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Free Parking
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Pool
Other spaces
Balcony, Kitchen
5 O'Clock Somewhere getaway-Walk/Bike to Beach,Shops ,Fenced private doggie area
9

Excellent

·
House
·
2 br
·
Sleeps 5
·
Ocean · Fitness Center · Waterfront ·
From
$249/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Ocean
Fitness Center
Waterfront
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Other spaces
Kitchen
Waterfront Escape: Boathouse ~ Kayaks, Bikes & BBQ
10

Excellent

·
House
·
4 br
·
Sleeps 7
·
Fireplace · Lake · Workspace ·
From
$370/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Fireplace
Lake
Fitness Center
Waterfront
On Site Laundry
Dishwasher
Wifi
In Unit Laundry
Other spaces
Workspace, Kitchen
Lovely Marco Island Condo w/ Private Bay View
10

Excellent

·
Condo
·
1 br
·
Sleeps 2
·
Ceiling Fan · Hot Tub · Balcony ·
From
$321/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Ceiling Fan
Hot Tub
Waterfront
In Unit Laundry
Air Conditioning
Pool
Furnished
Swimming Pool
Other spaces
Balcony, Kitchen
LUXURY BEACHFRONT CRYSTAL SHORES RESORT, 2-BEDROOM VILLA

No reviews

·
Hotel
·
2 br
·
Balcony · Beach · Dishwasher ·
From
$1,293/night
Check availability
Property
Hotel · 2 Beds · 2 baths
Amenities
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Pool
Furnished
Other spaces
Balcony, Kitchen
Somerset 404..Newly Remodeled Beach Front..Go on Google Chrome app to see video
10

Excellent

·
Condo
·
4 br
·
Sleeps 7
·
Ceiling Fan · Ocean · Workspace ·
From
$575/night
Check availability
Property
Condo · 4 Beds · 3 baths
Amenities
Ceiling Fan
Ocean
Fitness Center
Waterfront
On Site Laundry
Beach
Dishwasher
Wifi
Other spaces
Workspace, Balcony, Kitchen
3-1608 pool/sunset views; 2 king beds; pickleball; well cared for by owners
9.7

Excellent

·
Condo
·
2 br
·
Sleeps 5
·
Ocean · Balcony · Outdoor Space ·
From
$250/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Ocean
Waterfront
On Site Laundry
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
Newly renovated 4 bedroom home with private hot tub and heated pool!
10

Excellent

·
House
·
4 br
·
Sleeps 11
·
Hot Tub · Private Pool · Workspace ·
From
$305/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Fitness Center
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
Lots of amenities and close to Downtown
10

Excellent

·
Condo
·
2 br
·
Sleeps 6
·
Assigned Parking · Outdoor Space · Fitness Center ·
From
$385/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Fitness Center
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Pool
Other spaces
Kitchen
3BR Beach House ★ Private Pool ★ Beach Access Included!
9.6

Excellent

·
House
·
4 br
·
High Ceilings · Fireplace · Private Pool ·
From
$318/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
High Ceilings
Fireplace
Private Pool
On Site Laundry
Beach
Dishwasher
Wifi
In Unit Laundry
Other spaces
Kitchen
Convenient and well-appointed Vacation Home ! NEW JACUZZI !
9.6

Excellent

·
House
·
4 br
·
Sleeps 8
·
Fireplace · Hot Tub · Outdoor Space ·
From
$301/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Fireplace
Hot Tub
On Site Laundry
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Other spaces
Kitchen
Apollo 507: Beautiful Beachfront 1 Bedroom Condo, Restaurant in Building
9.4

Excellent

·
Condo
·
1 br
·
Sleeps 2
·
Hot Tub · Ocean · Workspace ·
From
$255/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Hot Tub
Ocean
Fitness Center
Waterfront
Beach
Dishwasher
Wifi
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
Large and Comfortable...Waterfront pool home
7.9

Very good

·
House
·
4 br
·
Sleeps 8
·
Walk In Closets · Private Pool · Waterfront ·
From
$678/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Walk In Closets
Private Pool
Waterfront
On Site Laundry
Dishwasher
Wifi
In Unit Laundry
Oven
Other spaces
Kitchen
Caribbean Ct 805, Marco Island Vacation Rental
8.4

Very good

·
House
·
5 br
·
Sleeps 12
·
High Ceilings · Hot Tub · Private Pool ·
From
$468/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
High Ceilings
Hot Tub
Private Pool
Waterfront
On Site Laundry
Dishwasher
Wifi
In Unit Laundry
Other spaces
Workspace, Kitchen
Spacious, waterfront condo w/ a shared hot tub, pool, tennis, & volleyball
8

Very good

·
Condo
·
2 br
·
Sleeps 6
·
Assigned Parking · Fitness Center · Waterfront ·
From
$119/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Fitness Center
Waterfront
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Other spaces
Kitchen
Condo 901 - Ocean View Suite
10

Excellent

·
Apartment
·
Studio
·
Sleeps 6
·
Assigned Parking · Workspace · On Site Laundry ·
From
$817/night
Check availability
Property
Apartment · Studio · 1 bath
Amenities
Assigned Parking
On Site Laundry
Beach
Furnished
Fitness Center
Residents Lounge
Garage Parking
Swimming Pool
Other spaces
Workspace, Kitchen
Waterfront, Spacious & Bright Open-Style 2BR Condo | Steps to the Beach!
10

Excellent

·
Condo
·
2 br
·
Sleeps 4
·
Ocean · Balcony · Outdoor Space ·
From
$178/night
Check availability
Property
Condo · 2 Beds · 3 baths
Amenities
Ocean
Waterfront
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Other spaces
Balcony, Kitchen
New Luxury Rental Walkable To Beach With Wide Water Views I Pet Friendly
9.3

Excellent

·
House
·
4 br
·
Sleeps 8
·
Hot Tub · Private Pool · Outdoor Space ·
From
$645/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Hot Tub
Private Pool
Fitness Center
Waterfront
Dishwasher
Wifi
In Unit Laundry
Oven
Other spaces
Kitchen
Snowbird-friendly, Gulf-front condo with a pool, a hot tub, central AC & WiFi
2

Poor

·
Condo
·
2 br
·
Sleeps 6
·
Assigned Parking · Hot Tub · Ocean ·
From
$384/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Hot Tub
Ocean
Fitness Center
Waterfront
On Site Laundry
Beach
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
NEW! Chic Naples Home w/ Lanai in Golf Community!
10

Excellent

·
House
·
2 br
·
Sleeps 6
·
Ceiling Fan · Private Pool · Outdoor Space ·
From
$296/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Ceiling Fan
Private Pool
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Pool
Other spaces
Kitchen
Oversized Heated SALT PoolW/ Fencedin backyard outdr TV's,Tiki Hut,Lanai3bd2bth
9.6

Excellent

·
House
·
3 br
·
Sleeps 7
·
Carpet · Hardwood Floor · Walk In Closets ·
From
$815/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Carpet
Hardwood Floor
Walk In Closets
Ceiling Fan
Private Pool
Fitness Center
On Site Laundry
Beach
Other spaces
Kitchen
Stunning long lake views from this Southwestern Facing Naples Pool Home

No reviews

·
House
·
4 br
·
Sleeps 8
·
Lake · Private Pool · Fitness Center ·
From
$231/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Lake
Private Pool
Fitness Center
Waterfront
Dishwasher
In Unit Laundry
Air Conditioning
Pool
Other spaces
Kitchen
0.1 Miles to N. Naples Country Club

No reviews

·
House
·
2 br
·
Sleeps 6
·
Workspace · Fitness Center · On Site Laundry ·
From
$210/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Fitness Center
On Site Laundry
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
Pet Friendly/Beach Cottage

No reviews

·
House
·
2 br
·
Sleeps 6
·
Workspace · Fitness Center · On Site Laundry ·
From
$223/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Fitness Center
On Site Laundry
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Other spaces
Workspace, Kitchen
Closest private rental home to beach access and JW Marriott! 3 minute walk!
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Private Pool · Outdoor Space · Fitness Center ·
From
$350/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Private Pool
Fitness Center
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Other spaces
Kitchen
Easter 2023 DISCOUNTS! Oceanfront family friendly adorable beach unit!
8.8

Very good

·
Condo
·
2 br
·
Sleeps 6
·
Hot Tub · Ocean · Balcony ·
From
$255/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Hot Tub
Ocean
Fitness Center
Waterfront
On Site Laundry
Beach
Dishwasher
Wifi
Other spaces
Balcony, Kitchen
Brand New! Ultra Luxury

No reviews

·
Condo
·
2 br
·
Sleeps 6
·
Balcony · Fitness Center · Beach ·
From
$385/night
Check availability
Property
Condo · 2 Beds · 3 baths
Amenities
Fitness Center
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Pool
Other spaces
Balcony, Kitchen
Tranquil|Near Beach|Heated Pool|Family|Fenced Yard
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Private Pool · Workspace · Balcony ·
From
$368/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Private Pool
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Pool
Other spaces
Workspace, Balcony, Kitchen
HAPPYOURS 2 LuxurySaltedHeatedPool@VanderbiltBeach
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Free Parking · Walk In Closets · Private Pool ·
From
$298/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Free Parking
Walk In Closets
Private Pool
On Site Laundry
Beach
Dishwasher
Wifi
In Unit Laundry
Other spaces
Workspace, Kitchen
Upscale Naples Outdoor Getaway ~ 4 Miles to Beach
10

Excellent

·
House
·
3 br
·
Sleeps 8
·
Ceiling Fan · Private Pool · On Site Laundry ·
From
$727/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Ceiling Fan
Private Pool
On Site Laundry
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Other spaces
Kitchen
971 Java Court 15761
8.3

Very good

·
House
·
3 br
·
Sleeps 8
·
Private Pool · On Site Laundry · Dishwasher ·
From
$358/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Private Pool
On Site Laundry
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Pool
Other spaces
Kitchen
Luxury Furnished North Naples 5 BD/4 Private Home

No reviews

·
House
·
5 br
·
Sleeps 8
·
Hardwood Floor · High Ceilings · Lake ·
From
$546/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Hardwood Floor
High Ceilings
Lake
Fitness Center
Waterfront
On Site Laundry
Beach
Dishwasher
Other spaces
Workspace, Kitchen
860 Soutn Joy Cirlce
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
Ceiling Fan · Private Pool · Beach ·
From
$386/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Private Pool
Beach
In Unit Laundry
Air Conditioning
Pool
Furnished
Swimming Pool
Other spaces
Kitchen
Marco Island Condo w/ Patio: Steps to Beach Access
9.4

Excellent

·
Apartment
·
1 br
·
Sleeps 4
·
Central Heat · Cable · Microwave ·
From
$102/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Central Heat
Cable
Microwave
Toiletries
Tv
Free Parking
Ceiling Fan
On Site Laundry
Other spaces
Kitchen
Waterfront Marco Island Condo w/ Pool + Hot Tub!
10

Excellent

·
Apartment
·
1 br
·
Sleeps 4
·
Central Heat · Cable · Microwave ·
From
$110/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Central Heat
Cable
Microwave
Toiletries
Tv
Free Parking
Walk In Closets
Ceiling Fan
Other spaces
Kitchen
Shimmering Gulf of Mexico Balcony Views
10

Excellent

·
Condo
·
2 br
·
Sleeps 4
·
Ocean · Balcony · Waterfront ·
From
$203/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Ocean
Waterfront
Beach
Dishwasher
Wifi
In Unit Laundry
Oven
Air Conditioning
Other spaces
Balcony, Kitchen
Naples Paradise w/ Private Pool, 4 Mi to Beach!
9.8

Excellent

·
House
·
3 br
·
Sleeps 8
·
Garden · Fireplace · Cable ·
From
$140/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fireplace
Cable
Microwave
Toiletries
Tv
Free Parking
Walk In Closets
Ceiling Fan
Other spaces
Garden, Kitchen
Gulf-front condo with a pool, a hot tub, central AC, WiFi & on-site restaurants
8.5

Very good

·
Condo
·
2 br
·
Sleeps 6
·
Assigned Parking · Hot Tub · Ocean ·
From
$332/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Hot Tub
Ocean
Fitness Center
Waterfront
On Site Laundry
Beach
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
Naples Gem w/ Private Sand Volleyball Court!

No reviews

·
House
·
3 br
·
Sleeps 6
·
Central Heat · Cable · Microwave ·
From
$914/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Central Heat
Cable
Microwave
Toiletries
Tv
Free Parking
Walk In Closets
Ceiling Fan
Other spaces
Kitchen
NEW! Sunny Naples Home w/ Pool, Direct Gulf Access
9.2

Excellent

·
House
·
3 br
·
Sleeps 6
·
Garden · Central Heat · Toiletries ·
From
$120/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Central Heat
Toiletries
Tv
Free Parking
Walk In Closets
Ceiling Fan
Ocean
Beach
Other spaces
Garden, Kitchen
Showing 1 - 50 of 5,228 results
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Home > Destinations Vacation Rentals > Keewaydin Island Vacation Rentals
Updated: March 27, 2023

Learn about vacation rentals in

Keewaydin Island

Explore 5785 vacation rentals near Keewaydin Island, Florida. This beach community has lots to offer from sandy beaches to the blue ocean. Use our interactive map to locate Keewaydin Island properties on the beach or more inland. Whether you’re looking for a nightly stay, weekend getaway, or week long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price near Keewaydin Island is $102 per night and goes up to as much as $1,293 per night.
2654 of the vacation rentals near Keewaydin Island are apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation units is $252 per night. There are currently 1582 vacation units under this price. 2807 of the vacation rentals near Keewaydin Island are houses. The average bathroom count for a vacation house near Keewaydin Island is 2. The average price for vacation houses near Keewaydin Island is $405 per night. There are 1671 vacation homes under this price. The most common amenities for vacation rentals near Keewaydin Island are: furnished, kitchen, and swimming pool. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

636 available

2 bed rentals

2192 available

3 bed rentals

2152 available

4+ bed rentals

735 available

Keewaydin Island Vacation Rentals FAQ

How many Keewaydin Island vacation rentals are available?

As of March 27, 2023, there are 5785 Keewaydin Island vacation rentals available. Use the filters on Vacations by Zumper to find your next Keewaydin Island vacation spot.

Are there vacation rentals near Keewaydin Island that have more than 2 bedrooms?

Currently, there are 5079 vacation rentals near Keewaydin Island that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.

How many Keewaydin Island vacation rentals have internet access?

There are currently 4481 Keewaydin Island vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.

How many vacation rentals near Keewaydin Island have more than 1 bathroom?

Right now, there are 5744 vacation rentals near Keewaydin Island that have more than 1 bathroom. View vacation spots and check availability for different properties today.

Are there any pet friendly Keewaydin Island vacation rentals?

As of March 27, 2023, there are 992 pet friendly vacation rentals near Keewaydin Island. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.

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