Islamorada Florida Hotels & Motels

Find hotels & motels in Islamorada using the list below. Search for cheap and discounted hotel and motel rates in or near Islamorada, FL for your corporate or personal leisure travel. Discover the most favored Islamorada, Florida motel and hotel rooms. Browse the Islamorada area hotels to find the perfect lodging! Please use the provided map of the Islamorada hotels. Need 5+ Rooms? Secure Islamorada Group Hotel Deals

The Islamorada center is around the area of Sea Isle Resort and Marina and the area of History of Diving Museum.

Islamorada is a picturesque island destination in the Florida Keys, south of Miami. Isla Morada translates literally to Purple Island. The name is said to refer to either the local bougainvillea and orchids or a purple-shelled snail that used to live here. This “Village of Islands” is as charming as its name. Islamorada includes a chain of small islands from Plantation Key to Lower Matecumbe Key. More from this guide...

Islamorada Hotels, Motels & Accommodations

Casa Morada : 136 Madeira Rd. 136 Madeira Rd., Islamorada, FL 33036 Call
  • High-end Resort hotel
  • Free breakfast
From£219
Very good 4.5 /5 Recent Reviews Call BookMore Details
La Jolla Resort in Islamorada 82216 Overseas Highway, Islamorada, FL 33036 Call
  • Mid-scale Beach property
  • Check in: 3:00pm
From£58
Very good 4.0 /5 Review Score Call BookMore Details
Islander Resort - Islamorada 82100 Overseas Highway, Islamorada, FL 33036 Call
  • Three Star Oceanfront property
  • Has environment-friendly policy See policy
From£113
Very good 4.5 /5 Read Reviews Call BookMore Details
The Caribbean Resort 117 South Carroll St., Islamorada, FL 33036 Call
  • 3 star property
  • Check in: 15:00
From£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hadley Resort and Marina 82749 Overseas Highway, Islamorada, FL 33036 Call
  • Midscale Oceanfront hotel
  • Hotel has 8 suites
From£99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Cheeca Lodge & Spa : 81801 Overseas Highway 81801 Overseas Highway, Islamorada, FL 33036 Call
  • High-end Oceanfront hotel
  • 214 rooms in hotel
From£116
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Islands of Islamorada in Islamorada 82779 Old Highway, Islamorada, FL 33036 Call
  • Mid-scale hotel
  • Check-in: 16:00
From£66
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Moorings Village 123 Beach Rd., Islamorada, FL 33036 Call
  • 4-star Beach hotel
  • Gym / Fitness Center Available
From£293
Excellent 5.0 /5 Reviews Call BookMore Details
Bayside Villas by Islander Resort - Islamorada 81450 Overseas Highway, Islamorada, FL 33036 Call
  • 3-star property
  • Check in time: 16:00
From£66
Very good 4.0 /5 Review Score Call BookMore Details
Chesapeake Beach Resort in Islamorada 83409 Overseas Highway, Islamorada, FL 33036 Call
  • Affordable Oceanfront property
  • 21 suites in property
From£58
Average 3.0 /5 Latest Reviews Call BookMore Details
Pines & Palms Resort in Islamorada 80401 Old Highway, Islamorada, FL 33036 Call
  • Mid-scale hotel
  • 23 sleeping rooms in hotel
From£66
Very good 4.0 /5 Recent Reviews Call BookMore Details
La Siesta Resort & Villas : 80241 Overseas Highway 80241 Overseas Highway, Islamorada, FL 33036 Call
  • Four-star Resort property
  • 3 floors in property
From£175
Very good 4.0 /5 Review Score Call BookMore Details
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio R 84001 Overseas Highway, Islamorada, FL 33036 Call
  • High-end Oceanfront property
  • 9 suites in property
From£109
Very good 4.5 /5 Guest Reviews Call BookMore Details
Amara Cay Resort in Islamorada 80001 Overseas Highway, Islamorada, FL 33036 Call
  • High-end Beach hotel
  • Free breakfast
From£175
Very good 4.0 /5 Latest Reviews Call BookMore Details
Fisher Inn Resort & Marina 84951 Overseas Highway, Islamorada, FL 33036 Call
  • Midscale property
  • 22 rooms in hotel
From£66
Average 3.0 /5 Latest Reviews Call BookMore Details
Drop Anchor in Islamorada 84959 Overseas Highway, Islamorada, FL 33036 Call
  • Mid-scale Oceanfront property
  • 2 floors in property
From£102
Very good 4.5 /5 Read Reviews Call BookMore Details
Hadley Resort and Marina - Islamorada Overseas Highway, Islamorada, FL 33036 Call
  • Affordable property
  • Hotel has 37 rooms
From£66
Average 3.0 /5 Hotel Reviews Call BookMore Details
Creekside Inn 90611 Old Highway, Tavernier, FL 33036 Call ~8.13 miles northeast of Islamorada
  • 3 star Oceanfront hotel
  • Check-in time: 11:00
From£58
Very good 4.0 /5 Reviews Call BookMore Details
Coconut Palm Inn : 198 Harborview Dr. 198 Harborview Dr., Tavernier, FL 33070 Call ~9.30 miles northeast of Islamorada
  • Three Star property
  • Check-in time: 15:00
From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Ocean Pointe Suites - Tavernier 500 Burton Dr., Tavernier, FL 33070 Call ~10.29 miles northeast of Islamorada
  • Midscale Oceanfront hotel
  • 4 floors in property
From£102
Average 3.0 /5 Guest Reviews Call BookMore Details
Dove Creek Resort & Marina, Trademark Collection by Wyndham in Key Largo 147 Seaside Ave., Key Largo, 33037 United States Call ~11.74 miles northeast of Islamorada
  • Mid-scale property
  • Check in: 3:00 PM
From£58
Average 3.0 /5 Review Score Call BookMore Details
Dove Creek Resort & Marina, Trademark Collection by Wyndham 147 Seaside Ave., Key Largo, FL 33037 Call ~11.74 miles northeast of Islamorada
  • 3-star Oceanfront property
  • Check-in time: 11:00
From£58
Average 3.0 /5 Latest Reviews Call BookMore Details
Drift Hotel in Key Largo 95320 Overseas Highway, Key Largo, FL 33037 Call ~12.45 miles northeast of Islamorada
  • Two star hotel
  • Check in time: 3:00 P.M.
From£44
Very good 4.0 /5 Guest Reviews Call BookMore Details
Lime Tree Bay Resort 68500 Overseas Highway, Long Key, FL 33001 Call ~13.59 miles southwest of Islamorada
  • Four star hotel
  • 35 rooms in hotel
From£117
Very good 4.0 /5 Review Score Call BookMore Details
Baker's Cay Resort Key Largo, Curio Collection by Hilton in Key Largo 97000 Overseas Highway, Key Largo, FL 33037 Call ~13.97 miles northeast of Islamorada
  • 4-star Beach property
  • 10 suites in hotel
From£146
Very good 4.5 /5 Reviews Call BookMore Details
Playa Largo Resort & Spa Autograph Collection - Key Largo 97450 Overseas Highway, Key Largo, FL 33037 Call ~14.65 miles northeast of Islamorada
  • Four star hotel
  • Access to gym on-site
From£146
Very good 4.0 /5 Latest Reviews Call BookMore Details
Mariner's Club Key Largo by KeysCaribbean in Key Largo 97501 Overseas Highway, Key Largo, FL 33037 Call ~14.70 miles northeast of Islamorada
  • 4-star Resort hotel
  • 2 meeting rooms in property
From£72
Very good 4.0 /5 Reviews Call BookMore Details
Playa Largo Ocean Residences Vacation Rentals - Key Largo 97801 Overseas Highway, Key Largo, FL 33037 Call ~14.96 miles northeast of Islamorada
  • Four-star Oceanfront property
  • Hotel has 4 rooms
From£367
Average 3.0 /5 Review Score Call BookMore Details
Bayside Inn Key Largo 99490 Overseas Highway, Key Largo, FL 33037 Call ~16.51 miles northeast of Islamorada
  • Mid-scale Resort hotel
  • Hotel has 3 floors
From£50
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Key Largo by IHG 99701 Overseas Highway, Key Largo, FL 33037 Call ~16.88 miles northeast of Islamorada
  • Mid-scale Resort hotel
  • 132 rooms in hotel
From£93
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Marina Del Mar Resort and Marina 527 Caribbean Dr., Key Largo, FL 33037 Call ~16.96 miles northeast of Islamorada
  • Economical property
  • 4 floors in hotel
From£157
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Key Largo : 99751 Overseas Highway 99751 Overseas Highway, Key Largo, FL 33037 Call ~16.97 miles northeast of Islamorada
  • Three Star Downtown property
  • Check-in time: 3:00 PM
From£151
Very good 4.0 /5 Latest Reviews Call BookMore Details
Waterside Suites & Marina : 201 Ocean Dr. 201 Ocean Dr., Key Largo, FL 33037 Call ~17.09 miles northeast of Islamorada
  • 3 star Resort hotel
  • 40 rooms in property
From£50
Average 3.0 /5 Latest Reviews Call BookMore Details
Largo Resort : 101740 Overseas Highway 101740 Overseas Highway, Key Largo, FL 33037 Call ~18.77 miles northeast of Islamorada
  • Expensive property
From£55
Average 3.0 /5 Reviews Call BookMore Details
Dolphin Point Villas : 101910 Overseas Highway 101910 Overseas Highway, Key Largo, FL 33037 Call ~18.92 miles northeast of Islamorada
  • 4-star Oceanfront property
From£73
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Key Largo Manatee Bay in Key Largo 102400 Overseas Highway, Key Largo, FL 33037 Call ~19.10 miles northeast of Islamorada
  • Affordable property
  • 2 floors in hotel
From£66
Very good 4.0 /5 Read Reviews Call BookMore Details
Hawks Cay Resort 61 Hawks Cay Blvd., Duck Key, FL 33050 Call ~20.28 miles southwest of Islamorada
  • High-end Resort hotel
  • Check-in: 4:00PM
From£146
Very good 4.0 /5 Reviews Call BookMore Details
Reefhouse Resort & Marina in Key Largo 103800 Overseas Highway, Key Largo, FL 33037 Call ~20.81 miles northeast of Islamorada
  • Mid-scale Resort property
  • Fitness / Gym is on-site
From£181
Very good 4.0 /5 Review Score Call BookMore Details
Amoray Dive Resort 104250 Overseas Highway, Key Largo, FL 33037 Call ~21.33 miles northeast of Islamorada
  • 2-star Resort property
  • 2 suites in property
From£44
Very good 4.0 /5 Review Score Call BookMore Details
Grassy Flats Resort & Beach Club 58218 Overseas Highway, Marathon, FL 33050 Call ~23.18 miles west of Islamorada
  • 3-star Oceanfront property
  • Hotel has a green policy See policy
From£73
Very good 4.0 /5 Latest Reviews Call BookMore Details
Gilbert's Resort 107900 Overseas Highway, Key Largo, FL 33037 Call ~23.52 miles northeast of Islamorada
  • Cheap Resort property
  • Check in: 3:00 pm
From£40
Very good 4.0 /5 Latest Reviews Call BookMore Details
Rainbow Bend Resort in Marathon 57784 Overseas Highway, Marathon, FL 33050 Call ~23.59 miles west of Islamorada
  • Low Cost Beach property
  • Free comp. breakfast
From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Marathon Florida Keys 13351 Overseas Highway, Marathon, FL 33050 Website Call ~27.58 miles west of Islamorada
  • 3 star Beach hotel
  • Fitness + Health Center
From£58
Very good 4.5 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Marathon Florida Keys : 13201 Overseas Highway 13201 Overseas Highway, Marathon, FL 33050 Call ~27.73 miles west of Islamorada
  • Mid-scale Oceanfront property
  • Access to gym on-site
From£94
Very good 4.0 /5 Read Reviews Call BookMore Details
Coral Lagoon Resort Villas & Marina by KeysCaribbean in Marathon 12399 Overseas Highway, Marathon, FL 33050 Call ~28.07 miles west of Islamorada
  • 4-star Resort hotel
  • Check in time: 3:00 PM
From£138
Very good 4.0 /5 Guest Reviews Call BookMore Details
Indigo Reef Resort Villas & Marina by KeysCaribbean : 11600 1st Ave. Gulf 11600 1st Ave. Gulf, Marathon, FL 33050 Call ~28.52 miles west of Islamorada
  • 4-star Resort hotel
  • 67 suites in property
From£220
Very good 4.0 /5 Read Reviews Call BookMore Details
Siesta Motel : 7425 Overseas Highway 7425 Overseas Highway, Marathon, FL 33050 Call ~30.40 miles west of Islamorada
  • 3 star Suburban hotel
  • Check-in: 10am to 4pm
From£73
Average 3.0 /5 Reviews Call BookMore Details
Coconut Cay Resort & Marina in Marathon 7196 Overseas Highway, Marathon, FL 33050 Call ~30.51 miles west of Islamorada
  • Cheap Resort hotel
  • Check-in: 3:00 PM
From£72
Very good 4.0 /5 Latest Reviews Call BookMore Details
Sea Dell Motel - Marathon 5000 Overseas Highway, Marathon, FL 33050 Call ~31.66 miles west of Islamorada
  • Low-priced Resort hotel
From£65
Very good 4.0 /5 Recent Reviews Call BookMore Details
Skipjack Resort & Marina in Marathon 19 Sombrero Blvd., Marathon, FL 33050 Call ~31.79 miles west of Islamorada
  • Midscale Resort property
  • 60 rooms in property
From£102
Very good 4.0 /5 Hotel Reviews Call BookMore Details

Next: See My Islamorada Hotels with Pricing

When to Visit Islamorada, Florida

The Florida Keys offer warm, comfortable weather year-round. The average highs range from the mid-70s in winter to the upper 80s in summer. Lows dip into the mid-60s in winter and rise into the upper 70s by summer. Winters are the driest season with monthly precipitation around 2 inches. Hurricane season in the Keys lasts from June through November. This is also the wettest part of the year with daily rains in the afternoon.

If you're a fan of festivals, spring is the best time to visit the keys. Islamorada's Seafood Festival takes place in March, highlighting the fresh, delicious fare in the area. The Islamorada Island Fest follows in April. Around 100 artists gather to show their works. Live music, food, and classic cars add additional excitement to the event.

If you're looking for the lowest rates of the season, plan your visit for late autumn. September, October, and November mark the tail end of hurricane season and occur well after most children have gone back to school. If you don't mind the occasional storm, you can enjoy tasty nearby events like the Key West Brewfest in September or the Key Largo Stone Crab & Seafood Festival in November.

Best Discounts in Islamorada, Florida

Check out the latest promotions at your favorite Islamorada hotel before booking a room. Though chain destinations are sparse here, the local accommodations often run seasonal specials or creative packages. At Pelican Cove, you can book the midweek “Hook'N'Cook” package. With this deal, you can bring in your catch and the hotel's café will serve it up with two sides and a dessert.

The Amara Cay Resort has a sweet spot for locals. Florida residents can save 20 percent on their stay here. This hotel also offers special packages designed for a girlfriends' getaway, romantic escape, or affordable midweek retreat.

The Chesapeake Beach Resort offers seasonal specials with discounted rates during the slowest days of the season. If you have a flexible calendar, it's easy to enjoy a discounted stay at this hotel. At the La Siesta Resort & Marina, you can save on midweek stays. Florida residents enjoy special rates here as well.

Best Value Options in Islamorada, Florida

For maximum value, try a midpriced hotel like the Drop Anchor Resort and Marina. Dockage and a boat ramp are available for guests' convenience. Standard rooms include complimentary Wi-Fi, cable television with HBO, a minifridge, and a coffee maker. Select rooms have a full kitchen for added convenience. If you have a larger party, look for one of the spacious rooms with a sofa bed to accommodate more people.

The Postcard Inn Beach Resort & Marina bills itself as “Islamorada's Favorite Oceanfront Playground.” Its beachfront location is perfect for swimming and sunning. Fishing charters take off from the hotel's marina. The rooms are breezy and beachy, with hard floors and a simple ocean-inspired color palette. Amenities include a minifridge, coffee maker, and Wi-Fi. Select rooms offer marina and ocean views. On-site dining is available at the Tiki Bar and Jaws Raw Bar.

The La Siesta Resort & Marina is an all-suite resort that's ideal for an extended stay in the keys. The accommodations feature spacious living and dining areas, kitchenettes, and cozy sleeping spaces. Bikes, kayaks, paddleboards, and fishing equipment are available for resort guests. The hotel also offers a private beach and heated pool. A resort fee of $25 is added to your stay and includes all rentals as well as a continental poolside breakfast.

Fishing in Islamorada, Florida

Islamorada is best known for its fishing and offers enticing catches in nearly every season. In winter, you'll find sailfish, king mackerel, black fin tuna, snapper, grouper, amberjack, swordfish, and African pompano. By spring, you'll begin to see mahi-mahi, cobia, and swordfish along with many of the same catches as winter. Summer brings marlin and fall dolphin into the mix.

You need a Florida fishing license to take to the waters in Islamorada, but this is easy to obtain. You can purchase your license from the Florida Fish and Wildlife Commission or at many local sporting goods retailers.

A saltwater shoreline license is free to obtain. Other licenses come at a moderate cost. A nonresident three-day saltwater or freshwater fishing license is $17, and a seven-day license is $30. If you plan to return later in the year, you may want to invest in an annual license. An annual fishing license is $47 for a nonresident and $17 for Florida residents.

Islamorada is a stunning tropical escape that's ideal for anyone who wants to get away to a peaceful locale with soft sandy beaches, clear waters, and ample outdoor recreation. While you won't find the bustle of major Floridian cities like Miami or Orlando, you will find a laid-back destination where your worries can drift away.

Verified reviews of the city: Islamorada, FL

Below are reviews of the city of Islamorada, FL from an actual visitor's perspective.

"It’s laid back"
Score 4.0 / 5

It's laid back, many restaurant choices.

Todd O., from 10-Jan-2026
"Location Nearby, Easy Access"
Score 4.0 / 5

Restaurant were nearby in the area and easy access to them.

Veronica S., from 05-Nov-2025
"Amazing Restaurants and Sunrises & Sunsets!"
Score 4.0 / 5

We love Islamorada. We have vacationed here for years. Awesome restaurants1 We stay on the Atlantic side for amazing sunrises and dine on the gulf side for beautiful sunsets!

Denita Y., from 18-Sep-2025
"My Happy Place!"
Score 4.0 / 5

This is my happy place and each time we come down, it's harder to leave.

Erin N., from 01-Sep-2025
"Square Grouper and Lazy Days restaurants are the BEST!!!"
Score 5.0 / 5

Square Grouper and Lazy Days restaurants are the BEST!!!

Catherine C., from 26-Aug-2025
"Very Nice"
Score 5.0 / 5

James C., from 25-Jul-2025
"Great location"
Score 5.0 / 5

We did eat at restaurants off the premises that could accommodate us.

Christopher B., from 23-Apr-2025
"Favorite Destination in The Keys!"
Score 4.0 / 5

Islamorada was great! I have stayed in Key West and Lower Sugar Loaf Key and Islamorada had a great vibe and is my favorite area in the Keys. I love the Keys and this place has great food, great resorts and is beautiful.

Kim P., from 07-Apr-2025
"Great Tarpon Fishing!"
Score 5.0 / 5

Great Tarpon fishing!

Jan L., from 12-Feb-2025
"Near The Lovely Oasis Wedding Venue"
Score 4.0 / 5

Did not get out too much. Wedding at The Oasis- very chilly but lovely!

Jill J., from 27-Jan-2025
"Islamarada and Marathon were great!"
Score 5.0 / 5

Islamarada and Marathon were great!

Robert A., from 10-Jun-2024
"Restaurants, marinas, music and sunsets!"
Score 4.0 / 5

Restaurants and marinas, woohoo! Lorelei for sunset with music and a magician! Lazy Days!

Nicole D., from 23-Jan-2024
"Clean Facility"
Score 5.0 / 5

Courteous staff and clean facility.

Leonor M., from 06-Dec-2023
"Fishing & Shopping!"
Score 5.0 / 5

Went fishing and shopping!

John R., from 27-Nov-2023
"Lots to do plus good restaurants!"
Score 4.0 / 5

Lots to do plus good restaurants!

Gerald W., from 25-Oct-2023
"Lots of cute places to visit nearby."
Score 4.0 / 5

Lots of cute places to visit nearby.

Kaitlyn S., from 05-Oct-2023
"The BEST Fishing!"
Score 5.0 / 5

We love to fish so Islandmorada is the Best!

Tobias B., from 25-Sep-2023
"Cute shops, cute eateries, pretty beach."
Score 4.0 / 5

Cute shops, cute eateries. Pretty beach on one side of the island.

Robyn W., from 19-Sep-2023
"When we come to The Keys we stay here!"
Score 4.0 / 5

When we come to The Keys we stay here!

Greg K., from 16-Jul-2023
"Cute shops and eateries & a pretty beach."
Score 4.0 / 5

Cute shops, cute eateries. Pretty beach on one side of island.

Robyn W., from 20-Jun-2023
"Boating Access"
Score 5.0 / 5

I like the access to boating. The water was beautiful!

Marci N., from 12-Jun-2023
"Beautiful Place!"
Score 4.0 / 5

If I ever come into money, I could live there, just beautiful and friendly people 😊✌️

Katherine L., from 30-May-2023
"Entertainment"
Score 4.0 / 5

I love Islamorada. A lot of entertainment.

Roxana S., from 03-May-2023
"Beautiful City With Lots to Do and See!"
Score 4.0 / 5

It is a beautiful city and there is a lot to do and see the area.

Susan K., from 23-Apr-2023
"Tons of Great Restaurants & Beautiful Sunsets!"
Score 4.0 / 5

The sunsets were beautiful! Tons of great restaurants. Plenty of things to do.

Oleg F., from 23-Mar-2023
"Snorkling, Scuba, Jetski Tours, Fishing, Etc!"
Score 4.0 / 5

For those who enjoy being on/near the water, there are an abundance of activities to do. Snorkeling/scuba, jetski tours, parasailing, fishing, etc. As a boy who grew up on the coast, I thoughly enjoyed myself.

Gary B., from 22-Mar-2023
"Lots of Shopping & Dining Options!"
Score 5.0 / 5

Laid back vibe. Lots of shops and dining options.

Cassandra W., from 14-Jan-2023
"Hotel is close to Robbie's Marina and Lorelei!"
Score 4.0 / 5

Robbie's Marina and Lorelei was close by hotel!

Queenie H., from 08-Jan-2023
"Calm & Quiet Island!"
Score 5.0 / 5

Islamorada was a calm and quiet island which made a perfect relaxing and rejuvenating vacation spot!

Alli S., from 27-Dec-2022
"We have been vacationing in Islamorada for over 35 years!"
Score 5.0 / 5

We have been vacationing in Islamorada for over 35 years. Best town in the Keys.

William W., from 24-Sep-2022
"Beautiful fishing village!"
Score 4.0 / 5

Beautiful fishing village that our whole family has been visiting every summer for more than 30 years.

William W., from 18-Sep-2022
"Islamorada is wonderful!"
Score 5.0 / 5

Islamorada is wonderful!

Allison R., from 08-Sep-2022
"Scuba diving and restaurants!"
Score 5.0 / 5

Scuba diving and restaurants!

Jane B., from 16-Feb-2022
"Great"
Score 5.0 / 5

the weather!

Debbie N., from 05-Nov-2019
"Enjoyable Visit"
Score 4.0 / 5

Nice small town and laid back with many places to see.

Joseph S., from 03-Dec-2014
"All Around Fun"
Score 5.0 / 5

We really enjoyed the city and found a lot of great restaurants there!!! The fishing was fantastic!

Eric K., from 24-Aug-2014
"Ahhhh!"
Score 5.0 / 5

Islamorada is laid back and peaceful.

Catherine P., from 01-May-2014
"Highly recommend"
Score 4.0 / 5

Great 2 night location when touring the Keys.

Jim T., from 08-Nov-2013
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