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Home in Islamorada

Islamorada Retreat

7 bedrooms

7 beds

5 bathrooms

15 guests

3150 sq. ft.

Wander Islamorada Retreat

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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: License: 25-0319

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

Amenities

Common Amenities

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

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

  • TV
  • Desk
  • Dining table

Bedroom 1

  • Bed linens
  • TV

Ensuite Bathroom 1

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

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

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

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

Guests love this place

4.8

based on 5 reviews

Overall rating

5
4
3
2
1

Where you’ll be

Islamorada, Florida 33036, United States

Islamorada, Florida, United States
24.9229281-80.6316501
Timezone: America/New_York

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.

Things to know

Cancellation policy

Cancel within 24 hours for a full refund.

Property rules

Pets allowed

No smoking - fees will apply

Events require approval

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

15 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Apr 16, 2026$1595Available
Apr 17, 2026$1595Available
Apr 18, 2026$1595Available
Apr 19, 2026$1595Available
Apr 20, 2026$1595Available
Apr 21, 2026$1595Available
Apr 22, 2026$1595Available
Apr 23, 2026$1595Available
Apr 24, 2026$1595Available
Apr 25, 2026$1595Not Available
Apr 26, 2026$1595Not Available
Apr 27, 2026$1595Not Available
Apr 28, 2026$1595Not Available
Apr 29, 2026$1595Not Available
Apr 30, 2026$1595Not Available
May 1, 2026$1785Not Available
May 2, 2026$1785Available
May 3, 2026$1642Available
May 4, 2026$1642Available
May 5, 2026$1659Available
May 6, 2026$1659Available
May 7, 2026$1659Available
May 8, 2026$1840Available
May 9, 2026$1840Not Available
May 10, 2026$1676Not Available
May 11, 2026$1676Not Available
May 12, 2026$1676Not Available
May 13, 2026$1693Not Available
May 14, 2026$1693Not Available
May 15, 2026$1859Not Available
May 16, 2026$1859Available
May 17, 2026$1693Available
May 18, 2026$1693Available
May 19, 2026$1693Available
May 20, 2026$1693Available
May 21, 2026$1693Available
May 22, 2026$2231Available
May 23, 2026$2231Available
May 24, 2026$2231Available
May 25, 2026$2231Available
May 26, 2026$1693Not Available
May 27, 2026$1693Not Available
May 28, 2026$1693Not Available
May 29, 2026$1859Not Available
May 30, 2026$1859Not Available
May 31, 2026$1693Not Available
Jun 1, 2026$1850Not Available
Jun 2, 2026$1850Not Available
Jun 3, 2026$1850Not Available
Jun 4, 2026$1850Not Available
Jun 5, 2026$2050Not Available
Jun 6, 2026$2050Not Available
Jun 7, 2026$1850Not Available
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Jun 11, 2026$1850Not Available
Jun 12, 2026$2050Not Available
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Jun 14, 2026$1850Not Available
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Jun 16, 2026$1850Not Available
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Jun 18, 2026$1850Not Available
Jun 19, 2026$2050Not Available
Jun 20, 2026$2050Not Available
Jun 21, 2026$1850Not Available
Jun 22, 2026$1850Not Available
Jun 23, 2026$1850Not Available
Jun 24, 2026$1850Not Available
Jun 25, 2026$1850Not Available
Jun 26, 2026$2050Not Available
Jun 27, 2026$2050Available
Jun 28, 2026$1850Available
Jun 29, 2026$1850Available
Jun 30, 2026$1850Available
Jul 1, 2026$1850Available
Jul 2, 2026$2870Available
Jul 3, 2026$2870Available
Jul 4, 2026$2870Available
Jul 5, 2026$2870Available
Jul 6, 2026$1850Available
Jul 7, 2026$1850Available
Jul 8, 2026$1850Available
Jul 9, 2026$1850Available
Jul 10, 2026$2050Available
Jul 11, 2026$2050Available
Jul 12, 2026$1850Available
Jul 13, 2026$1850Available
Jul 14, 2026$1850Available
Jul 15, 2026$1850Available