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Islamorada Retreat
Islamorada, Florida

Wander Islamorada Retreat

Wander Islamorada Retreat

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15 guests
7 beds
5 bathrooms
1/140
Boat dockOcean viewWaterfront
15 guests
7 bedrooms
7 beds
5 bathrooms
3150 sq. ft.
Wander Islamorada Retreat offers an exceptional collection of amenities designed for comfort, entertainment, and relaxation.
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Flexible check-in & out
Check-in after 4:00pm • Check-out before 10:00amPets allowed
Easy cancellation
Cancel within 24 hours for a full refund.
Pristine homes, no to-do lists
Arrive to five star cleaning • No chores at checkout • Just lock up and go

About the property

Wander Islamorada Retreat offers an exceptional collection of amenities designed for comfort, entertainment, and relaxation. Outside, guests can enjoy a stunning heated waterfront pool surrounded by a tropical lounge area and a tiki cabana for shaded relaxation. The property features a 35-foot-wide deep-water dock, perfect for accommodating larger boats—an especially valuable feature for Islamorada travelers looking to explore the Keys by water or enjoy world-class fishing and boating. Guests also have access to two paddleboards and two kayaks for on-the-water adventures, as well as ample parking with dedicated boat trailer space. Additional conveniences include laundry facilities, elegant indoor and outdoor dining areas, and thoughtfully designed spaces that blend island charm with elevated comfort.
Property License: #25-0319
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Hotel-grade amenities

Wander is the best of both worlds. The quality of a luxury hotel with the comfort of a private vacation home just for you and your guests.

Common Amenities

  • Wifi
  • Free parking
  • First aid kit
  • Fire extinguisher
  • Air conditioning
  • Hot water
  • Smoke detector
  • Ocean view
  • Patio
  • Waterfront
  • Kitchen
  • Carbon monoxide detector
  • Balcony

Pool

  • Outdoor pool

Patio

  • Outdoor seating
  • Outdoor dining area
  • BBQ Area
  • BBQ Utensils
  • Fire pit
  • Kayaks
  • Paddle board

Boat Dock

  • Boat dock

Balcony

  • Outdoor seating
  • Outdoor dining area

Living Room

  • TV

Dining Room

  • Dining table

Kitchen

  • Oven
  • Cooking basics
  • Stove
  • Microwave
  • Freezer
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Coffee
  • Kettle
  • Spices
  • Silverware
  • Cleaning supplies
  • Wine glasses

Tv Room

  • Desk
  • Dining table
  • TV

Bedroom 1

  • TV
  • Bed linens

Ensuite Bathroom 1

  • Hair dryer
  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 2

  • Bed linens

Ensuite Bathroom 2

  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 3

  • Kitchenette
  • Bed linens
  • Mini fridge

Ensuite Bathroom 3

  • Hair dryer
  • Ensuite bathroom
  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 4

  • Bed linens
  • TV

Bedroom 5

  • Bed linens

Bedroom 6

  • Bed linens

Bunk Bedroom

  • Bed linens

Bathroom 1

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Hair dryer

Bathroom 2

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Hair dryer

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies
  • Iron
  • Ironing board

Where you’ll sleep

Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
1 king bed
Bedroom 6
1 king bed
Bunk Bedroom
1 twin bunk bed, 1 full bunk bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
1 king bed
Bedroom 6
1 king bed
Bunk Bedroom
1 twin bunk bed, 1 full bunk bed

Where you’ll be

Set in the heart of the Florida Keys, this area offers endless opportunities for relaxation and adventure. Spend your days snorkeling or diving in the crystal-clear waters of the nearby reefs, kayaking through mangrove tunnels, or embarking on a world-class fishing excursion in the sportfishing capital of the world.
Islamorada, Florida, United States
24.9229281-80.6316501
Timezone: America/New_York

Getting there

Florida Keys Marathon International Airport

Florida Keys Marathon International Airport offers convenient general aviation services with a 5,000-foot runway, on-site aircraft maintenance, and a fixed base operator, making it a key gateway for travelers and emergency operations in the Florida Keys. It features free parking, rental cars, and U.S. Customs for international arrivals by appointment.

Restaurants

Lorelei Restaurant & Cabana Bar

Lorelei Restaurant & Cabana Bar offers fresh seafood and American fare in a vibrant waterfront setting with stunning Florida Bay views and nightly live music, perfect for enjoying unforgettable sunsets and a relaxed Keys-casual atmosphere.

Lazy Days Restaurant

Lazy Days Restaurant offers a relaxed oceanfront dining experience with fresh, flavorful Keys-style seafood, steaks, and pasta, complemented by stunning Atlantic views from its indoor and outdoor seating. Its laid-back vibe and scenic setting make it perfect for casual meals or special occasions.

Robbie's of Islamorada

Robbie's of Islamorada is a lively waterfront spot where you can savor fresh seafood, classic burgers, and creative cocktails while watching the famous tarpon feeding frenzy right off the dock—blending laid-back Keys charm with a one-of-a-kind dining experience.

Amara Cay Resort

Enjoy island-inspired cuisine and tropical cocktails at Amara Cay Resort, where every bite comes with a breeze and a view. ReelCatch offers coastal flavors, craft cocktails, and live music under the stars in a relaxed oceanfront setting.

Whale Harbor Seafood Buffet

Whale Harbor Seafood Buffet in Islamorada offers a vast, fresh seafood feast featuring everything from live oysters and crab to carved meats and decadent desserts, all served in a casual setting with beautiful ocean views. It's a beloved local landmark known for its diverse and generous buffet spread.

Square Grouper Islamorada

Square Grouper Islamorada offers a chic waterfront dining experience with fresh, locally sourced seafood, inventive dishes, and craft cocktails in a relaxed yet elegant setting by the marina. It’s a top spot for enjoying quality flavors and great service in the Florida Keys.

Islamorada Brewery & Distillery (Islamorada)

Islamorada Brewery & Distillery offers a vibrant island experience with craft beers and award-winning rums, vodkas, and gins, all served in a lively neon-yellow taproom complemented by tasty Keys-style pub food. It’s a must-visit spot blending local flavors with a laid-back Florida Keys vibe.

Papa Joe's Waterfront

Papa Joe's Waterfront in Islamorada offers a memorable dining experience with fresh, locally inspired seafood and premium steaks, all enjoyed against the backdrop of stunning sunset views over the water. Its relaxed yet upscale ambiance makes it a perfect spot to unwind and savor the flavors of the Florida Keys.

Morada Bay

Morada Bay offers a relaxed waterfront dining experience in Islamorada, blending Caribbean and American flavors with stunning sunset views and a laid-back Keys ambiance right on a palm-lined beach. Live entertainment and fresh local seafood complete the inviting atmosphere.

Hog Heaven Sports Bar and Grill

Hog Heaven Sports Bar and Grill in Islamorada offers hearty BBQ, fresh seafood, and classic American fare in a lively, oceanfront setting with live music and a vibrant atmosphere perfect for casual dining and late-night fun. Signature dishes like brisket deviled eggs and Key Lime pie make it a local favorite.

Attractions

Robbie's of Islamorada

Robbie's of Islamorada offers a unique experience with tarpon feeding and diverse water sports, making it perfect for families and adventure-seekers. Enjoy a day of excitement and relaxation in the beautiful Florida Keys.

Founders Park

Founders Park in Aventura offers a vibrant mix of sports courts, a fitness trail, playgrounds, and a splash pad, perfect for active families and fitness enthusiasts seeking fun and relaxation in a lush, accessible setting. Its scenic bay walk and picnic spots also appeal to nature lovers and casual visitors.

Theater of the Sea

Theater of the Sea offers unforgettable marine animal shows and interactive experiences, including swimming with dolphins, sea lions, and exploring tropical fish and reptiles—perfect for families and animal lovers seeking fun, education, and close-up wildlife encounters in the Florida Keys.

Rain Barrel Village

Rain Barrel Village offers a vibrant mix of tropical gardens, unique local art, and the famous giant Betsy the Lobster sculpture, making it a perfect spot for art lovers, families, and anyone seeking a colorful, laid-back Florida Keys experience.

History of Diving Museum

The History of Diving Museum offers a captivating journey through the evolution of underwater exploration, featuring rare diving helmets, atmospheric suits, and interactive exhibits that intrigue history buffs, diving enthusiasts, and families alike. It’s a unique dive into humanity’s quest to explore the depths.

A1A Watersports & Boat Rentals

A1A Watersports & Boat Rentals offers thrilling jet ski tours, boat rentals, and snorkeling adventures in the stunning Florida Keys, perfect for families and water lovers seeking unforgettable fun and exploration. Enjoy guided rides, fishing, and diving in a vibrant marine paradise.

KeyZ Charters

KeyZ Charters offers private, customizable boat tours in the Florida Keys, perfect for families and nature lovers who want to snorkel, explore historic islands, watch sunsets, or relax on pristine sandbars in an intimate, personalized setting. Ideal for those seeking adventure and tranquility alike.

Lobster Statue

Visit the iconic Lobster Statue, a vibrant tribute to local fishing culture, perfect for families and photographers. This whimsical landmark offers a unique glimpse into maritime heritage and stunning photo opportunities.

Windley Key Fossil Reef Geological State Park

Windley Key Fossil Reef Geological State Park offers a unique chance to explore ancient coral quarries and fossilized reefs along scenic trails, perfect for history buffs, nature lovers, and anyone intrigued by Florida’s geological past. Guided tours and abundant wildlife make it a fascinating outdoor adventure.

Beach Park

Beach Park offers a perfect mix of outdoor fun with biking, hiking, fishing, and swimming along scenic Lake Michigan shores, ideal for families, nature lovers, and adventure seekers looking to relax or explore. Its diverse activities and beautiful landscapes make it a great spot for all ages.

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Wander Guarantee Badge
Guests love Wander
Wander's average ratings
Cleanliness
4.8
Location
4.9
Check-in
4.8
Value
4.8
Concierge Quality
4.8
Wow Factor
4.9

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Things to know

Here are some things which you should know before booking Wander Islamorada Retreat
HOUSE RULES
Check-in: after 4:00 pm
Check-out: before 10:00 am
15 guests maximum
Pets allowed
No smoking - fees will apply
Events require approval
CANCELLATION POLICY
Cancel within 24 hours for a full refund.

Before you book

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Dec 5, 2025$1030Available
Dec 6, 2025$1030Available
Dec 7, 2025$1000Available
Dec 8, 2025$1000Available
Dec 9, 2025$1000Available
Dec 10, 2025$1000Available
Dec 11, 2025$1000Available
Dec 12, 2025$1030Available
Dec 13, 2025$1030Available
Dec 14, 2025$1000Available
Dec 15, 2025$1000Available
Dec 16, 2025$1000Available
Dec 17, 2025$1000Available
Dec 18, 2025$1000Available
Dec 19, 2025$1030Available
Dec 20, 2025$1889Available
Dec 21, 2025$1889Available
Dec 22, 2025$1889Available
Dec 23, 2025$1908Available
Dec 24, 2025$1908Available
Dec 25, 2025$1908Available
Dec 26, 2025$1908Available
Dec 27, 2025$1927Not Available
Dec 28, 2025$2213Not Available
Dec 29, 2025$2213Not Available
Dec 30, 2025$2213Not Available
Dec 31, 2025$2232Not Available
Jan 1, 2026$2106Not Available
Jan 2, 2026$2124Not Available
Jan 3, 2026$2124Available
Jan 4, 2026$1110Available
Jan 5, 2026$1125Available
Jan 6, 2026$1125Available
Jan 7, 2026$1140Available
Jan 8, 2026$1155Available
Jan 9, 2026$1386Available
Jan 10, 2026$1404Available
Jan 11, 2026$1185Available
Jan 12, 2026$1200Available
Jan 13, 2026$1200Available
Jan 14, 2026$1215Available
Jan 15, 2026$1230Available
Jan 16, 2026$1764Available
Jan 17, 2026$1764Available
Jan 18, 2026$1782Available
Jan 19, 2026$1782Available
Jan 20, 2026$1275Available
Jan 21, 2026$1275Available
Jan 22, 2026$1290Available
Jan 23, 2026$1548Available
Jan 24, 2026$1548Not Available
Jan 25, 2026$1305Not Available
Jan 26, 2026$1305Not Available
Jan 27, 2026$1305Not Available
Jan 28, 2026$1305Not Available
Jan 29, 2026$1305Not Available
Jan 30, 2026$1584Not Available
Jan 31, 2026$1584Not Available
Feb 1, 2026$1997Not Available
Feb 2, 2026$1997Not Available
Feb 3, 2026$1997Not Available
Feb 4, 2026$1997Not Available
Feb 5, 2026$1997Not Available
Feb 6, 2026$2157Not Available
Feb 7, 2026$2157Not Available
Feb 8, 2026$1997Not Available
Feb 9, 2026$1997Not Available
Feb 10, 2026$1997Not Available
Feb 11, 2026$1997Not Available
Feb 12, 2026$1997Not Available
Feb 13, 2026$2481Not Available
Feb 14, 2026$2481Not Available
Feb 15, 2026$2481Not Available
Feb 16, 2026$2481Not Available
Feb 17, 2026$1997Not Available
Feb 18, 2026$1997Not Available
Feb 19, 2026$1997Not Available
Feb 20, 2026$2157Not Available
Feb 21, 2026$2157Not Available
Feb 22, 2026$1997Not Available
Feb 23, 2026$1997Not Available
Feb 24, 2026$1997Not Available
Feb 25, 2026$1997Not Available
Feb 26, 2026$1997Not Available
Feb 27, 2026$2157Not Available
Feb 28, 2026$2179Available
Mar 1, 2026$2273Available
Mar 2, 2026$2273Available
Mar 3, 2026$2273Available
Mar 4, 2026$2273Available
Mar 5, 2026$2273Available
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