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Islamorada Island
Islamorada, Florida

Wander Islamorada Island

Wander Islamorada Island

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12 guests
6 beds
6 bathrooms
1/78
BeachfrontHot tubTennis court
12 guests
6 bedrooms
6 beds
6 bathrooms
3104 sq. ft.
Wander Islamorada Island is an extraordinary private oasis nestled in the Florida Keys.
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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 Island is an extraordinary private oasis nestled in the Florida Keys. This gated Caribbean-style retreat spans over 15 acres of lush tropical landscape surrounded by the mesmerizing blue-green waters of the Atlantic Ocean. Featuring modern utilities, a sparkling pool, private dockage, a tennis court, and a pool house, Wander Islamorada Island offers an unparalleled luxury experience.
Property License: Lic. #24-0057
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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

  • Beach access
  • Wifi
  • Beachfront
  • Hot water
  • BBQ Area
  • Ocean view

Exterior 1

  • Street parking
  • Outdoor pool
  • Hot tub
  • Tennis court
  • Basketball Court
  • Guest house

Pool

  • Outdoor pool

Living Room

  • TV

Dining Room

  • Wine cooler
  • Wine glasses
  • Dining table

Kitchen

  • Stove
  • Oven
  • Blender
  • Dishwasher
  • Coffee
  • Tea
  • Spices
  • Cooking basics
  • Fridge
  • Freezer
  • Toaster
  • Kettle
  • Pots and pans
  • Dishes
  • Silverware
  • Coffee maker

Bedroom 1

  • TV
  • Bed linens
  • Closet
  • Hangers
  • Balcony

Ensuite Bathroom 1

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

Bedroom 2

  • Closet
  • Hangers
  • Ceiling fan
  • Bed linens

Ensuite Bathroom 2

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

Bedroom 3

  • Bed linens
  • Ceiling fan
  • Closet
  • Hangers

Ensuite Bathroom 3

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

Bedroom 4

  • Bed linens
  • Ceiling fan
  • Closet
  • Hangers

Ensuite Bathroom 4

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

Bedroom 5

  • Bed linens
  • Ceiling fan
  • Closet
  • Hangers

Laundry Room

  • Board games
  • Life Jacket
  • Washer
  • Dryer
  • Cleaning supplies

Pool House 1

  • Ensuite bathroom

Bedroom 6

  • Bed linens
  • Closet
  • Air conditioning

Ensuite Bathroom 5

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

Bathroom

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

Where you’ll sleep

Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
1 queen bed
Bedroom 5
1 queen bed
Pool House 1
1 queen bed
Bedroom 6
1 queen bed
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
1 queen bed
Bedroom 5
1 queen bed
Pool House 1
1 queen bed
Bedroom 6
1 queen bed

Where you’ll be

Situated in the heart of Islamorada, Wander Islamorada Island offers the best of the Florida Keys lifestyle. This exclusive retreat is moments away from world-class fishing, vibrant coral reefs, and pristine beaches.
Islamorada, Florida, United States
24.893777-80.659646
Timezone: America/New_York

Restaurants

SHIMA

An intimate and cozy fine dining experience downtown featuring unique sushi dishes from signature dragon rolls to fusion-style poke bowls. Expertly crafted cocktails are also available. Tip: The team is happy to provide recommendations based on your preferences. Open 5 PM - 9 PM, Sunday-Thursday; 5 PM - 10 PM, Friday-Saturday.

Chef Michael's

An upscale island-style restaurant serving fresh seafood, New American entrees, decadent desserts, wine and beer, plus Sunday brunch. Menu highlights include their tuna tataki, conch and shrimp fritters, grilled prime NY strip, key lime pie, and salted caramel cheesecake brûlée. Reservations and special events may be accommodated. Open for dinner service 5 PM - 10 PM, Monday-Saturday; closed Sunday. 

Square Grouper Islamorada 

A relaxed waterfront dining experience known for their fresh, locally sourced seafood, craft cocktails, and wine selection. Signature dishes include the Square Grouper Seafood Stew, truffled lobster mac, and almond encrusted grouper. Open 11 AM - 2:30 PM and 5 PM - 10 PM, Wednesday-Sunday; closed Monday-Tuesday. Tip: Since the “To Be Seated” line can get long, ensure to join the outside line prior to 4:50 PM. 

Off the Hook Churrascaria - Islamorada 

A Brazilian fusion steakhouse serving the finest meats. Their menu also features burgers, tacos, soups and salads, and a kids’ menu and a selection of hand-selected wines. Open 12 PM - 9 PM, Sunday-Thursday; 12 PM - 10 PM, Friday-Saturday.

Italian Food Company

An Italian restaurant serving regional Neapolitan and Roman pizzas, pasta, entrees and appetizers, desserts, and more plus a fine selection of wines. Reservations can be made through OpenTable; inquiries for private events may be submitted through their website. Open 5 PM - 10 PM, Wednesday-Monday; closed Tuesday.

Attractions

Clearly Unique Charters

A boat tour agency offering snorkeling, sandbar, and sunset trips led by expert guides. Family-friendly and private charter options, paddle boards, and complimentary drinks (on select trips) are available. Bookings can be made directly through their website. Open 8 AM - 7 PM daily.

Robbie's of Islamorada

Home of the world-famous tarpon feeding. Other activities include boat fishing, sunset cruising, touring through mangrove tunnels, kayaking and boating, snorkeling, and more. Visitors can also explore local shops, enjoy fresh seafood and signature cocktails, and watch the tarpon feeding frenzy from the waterfront deck. Open 7 AM - 9 PM daily.

Dolphin Connection

A premier marine-life educational facility offering interactive dolphin conservation programs and day camp, making it a must-visit destination for those passionate about marine life. Visitors can choose from seven unique programs, including shallow water interactions, deep water adventures, and even a “Trainer for a Day” experience. Open 9 AM - 4PM daily.

History of Diving Museum

An independent, non-profit organization dedicated to the preservation, education and exhibition of the History of Diving, with emphasis on the contributions of South Florida and the Florida Keys. Information on ticket pricing, group tours, and current exhibits can be found on their website. Open 10 AM - 5 PM daily. 

Florida Keys Brewing Co

A microbrewery where visitors can enjoy a tasting flight, pint, or growler fill in the taproom designed with bottle caps and local artwork. The spacious beer garden with games and live music is also the perfect spot for laidback days or evenings. Open 11 AM - 10 PM daily. Tip: For other distillery options in the area, check out Islamorada Brewery & Distillery.

Theater of the Sea 

A popular marine park destination offering immersive experiences with dolphins, sea lions, sea turtles, and more. Visitors can enjoy interactive shows, a bottomless boat ride, a lagoon-side beach, and various animal encounter programs, including swimming with dolphins, snorkeling with rays, and meeting sea turtles and parrots. Open 9:30 AM - 5 PM daily.

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Wander Guarantee Badge
4.5
based on 6 reviews
AI Summary

Guests love the beachfront location, immaculate cleanliness, and exceptional concierge service. They praise the home's one of a kind design and thoughtful Wander touches that create a memorable, high end experience.

5
4
3
2
1
Cleanliness
4.5
Location
4.5
Check-in
4.5
Value
4.6
Concierge Quality
4.5
Wow Factor
4.5

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Things to know

Here are some things which you should know before booking Wander Islamorada Island
HOUSE RULES
Check-in: after 4:00 pm
Check-out: before 10:00 am
12 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

Travel Guides

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Nov 27, 2025$5150Not Available
Nov 28, 2025$5150Not Available
Nov 29, 2025$5150Not Available
Nov 30, 2025$5150Not Available
Dec 1, 2025$2200Not Available
Dec 2, 2025$2200Not Available
Dec 3, 2025$2200Not Available
Dec 4, 2025$2200Not Available
Dec 5, 2025$2272Not Available
Dec 6, 2025$2272Not Available
Dec 7, 2025$2200Not Available
Dec 8, 2025$2200Not Available
Dec 9, 2025$2200Not Available
Dec 10, 2025$2200Not Available
Dec 11, 2025$2200Not Available
Dec 12, 2025$2272Not Available
Dec 13, 2025$2272Available
Dec 14, 2025$2200Available
Dec 15, 2025$2200Available
Dec 16, 2025$2200Available
Dec 17, 2025$2200Available
Dec 18, 2025$2200Available
Dec 19, 2025$2304Available
Dec 20, 2025$5150Not Available
Dec 21, 2025$5150Not Available
Dec 22, 2025$5150Not Available
Dec 23, 2025$5150Not Available
Dec 24, 2025$5150Not Available
Dec 25, 2025$5150Not Available
Dec 26, 2025$5150Not Available
Dec 27, 2025$5150Not Available
Dec 28, 2025$5150Not Available
Dec 29, 2025$5150Not Available
Dec 30, 2025$5150Not Available
Dec 31, 2025$5150Not Available
Jan 1, 2026$5150Not Available
Jan 2, 2026$5150Not Available
Jan 3, 2026$5150Available
Jan 4, 2026$2400Available
Jan 5, 2026$2400Available
Jan 6, 2026$2400Available
Jan 7, 2026$2400Available
Jan 8, 2026$2400Available
Jan 9, 2026$2560Available
Jan 10, 2026$2560Available
Jan 11, 2026$2400Available
Jan 12, 2026$2400Available
Jan 13, 2026$2400Available
Jan 14, 2026$2400Available
Jan 15, 2026$2400Available
Jan 16, 2026$3040Not Available
Jan 17, 2026$3040Not Available
Jan 18, 2026$3040Not Available
Jan 19, 2026$3040Not Available
Jan 20, 2026$2400Not Available
Jan 21, 2026$2400Not Available
Jan 22, 2026$2400Not Available
Jan 23, 2026$2560Not Available
Jan 24, 2026$2560Not Available
Jan 25, 2026$2400Not Available
Jan 26, 2026$2400Not Available
Jan 27, 2026$2400Not Available
Jan 28, 2026$2400Not Available
Jan 29, 2026$2400Not Available
Jan 30, 2026$2560Not Available
Jan 31, 2026$2560Available
Feb 1, 2026$2560Available
Feb 2, 2026$2560Available
Feb 3, 2026$2560Available
Feb 4, 2026$2560Available
Feb 5, 2026$2560Available
Feb 6, 2026$2720Available
Feb 7, 2026$2720Available
Feb 8, 2026$2560Available
Feb 9, 2026$2560Available
Feb 10, 2026$2560Available
Feb 11, 2026$2560Available
Feb 12, 2026$2560Available
Feb 13, 2026$3200Available
Feb 14, 2026$3200Not Available
Feb 15, 2026$3200Not Available
Feb 16, 2026$3200Not Available
Feb 17, 2026$2560Not Available
Feb 18, 2026$2560Not Available
Feb 19, 2026$2560Not Available
Feb 20, 2026$2720Not Available
Feb 21, 2026$2720Not Available
Feb 22, 2026$2560Not Available
Feb 23, 2026$2560Not Available
Feb 24, 2026$2560Not Available
Feb 25, 2026$2560Not Available
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