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Islamorada, Florida

Wander Islamorada Retreat

Wander Islamorada Retreat

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15 guests

7 beds

5 bathrooms

1/142

BBQ AreaOutdoor poolFire pit

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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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

  • 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

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

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
4.8
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
Mar 5, 2026$1845Not Available
Mar 6, 2026$1845Not Available
Mar 7, 2026$1845Not Available
Mar 8, 2026$1845Not Available
Mar 9, 2026$1845Not Available
Mar 10, 2026$1845Not Available
Mar 11, 2026$1845Not Available
Mar 12, 2026$1845Not Available
Mar 13, 2026$1845Not Available
Mar 14, 2026$1868Not Available
Mar 15, 2026$1868Not Available
Mar 16, 2026$1868Not Available
Mar 17, 2026$1868Not Available
Mar 18, 2026$1890Not Available
Mar 19, 2026$1890Not Available
Mar 20, 2026$1890Not Available
Mar 21, 2026$1890Not Available
Mar 22, 2026$1913Not Available
Mar 23, 2026$1913Not Available
Mar 24, 2026$1935Not Available
Mar 25, 2026$1935Not Available
Mar 26, 2026$1958Not Available
Mar 27, 2026$1980Not Available
Mar 28, 2026$1980Not Available
Mar 29, 2026$2003Not Available
Mar 30, 2026$2025Not Available
Mar 31, 2026$2025Not Available
Apr 1, 2026$1866Not Available
Apr 2, 2026$1886Not Available
Apr 3, 2026$1907Not Available
Apr 4, 2026$1907Not Available
Apr 5, 2026$1927Not Available
Apr 6, 2026$1948Not Available
Apr 7, 2026$1968Not Available
Apr 8, 2026$1968Not Available
Apr 9, 2026$1989Not Available
Apr 10, 2026$1989Not Available
Apr 11, 2026$2009Available
Apr 12, 2026$2009Available
Apr 13, 2026$2030Available
Apr 14, 2026$2030Available
Apr 15, 2026$2030Available
Apr 16, 2026$2050Available
Apr 17, 2026$2050Available
Apr 18, 2026$2050Available
Apr 19, 2026$2050Available
Apr 20, 2026$2050Available
Apr 21, 2026$2071Available
Apr 22, 2026$2071Available
Apr 23, 2026$2071Available
Apr 24, 2026$2071Available
Apr 25, 2026$2050Not Available
Apr 26, 2026$1862Not Available
Apr 27, 2026$1862Not Available
Apr 28, 2026$1862Not Available
Apr 29, 2026$1862Not Available
Apr 30, 2026$1862Not Available
May 1, 2026$1859Not Available
May 2, 2026$1859Available
May 3, 2026$1693Available
May 4, 2026$1693Available
May 5, 2026$1693Available
May 6, 2026$1693Available
May 7, 2026$1693Available
May 8, 2026$1859Available
May 9, 2026$1859Not Available
May 10, 2026$1693Not Available
May 11, 2026$1693Not Available
May 12, 2026$1693Not 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