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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.
4.58
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

Publix Super Market at Islamorada

A supermarket with a wide selection of groceries plus deli and bakery departments. Open 6 AM - 10 PM daily.

Payfair Supermarket

A grocery store with a variety of food products and household essentials. Open 11 AM - 7 PM daily.

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.

The Trading Post

A family-owned full-service deli and grocery store. Open 24 hours.

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. 

Florida Keys Farmers Market

A farmers market located in the parking lot of Islamorada Gardens Plaza. Open 10 AM - 3 PM every Sunday.

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.

4.58
Guests love this place
Guests love the Beachfront, Hot tub, Tennis court and more.
"Wander offers accommodations a cut above the rest. The home we stayed in was not only beautiful but incredibly comfortable. The customer service was top-notch, addressing our every need promptly."
Sarah from Miami, FL
Sarah from Miami, FL
Stayed in Jul 2024
"Wander made our family vacation unforgettable. The home was spacious enough for everyone, with plenty of high-end amenities to keep us entertained. The breathtaking views from our rental were the cherry on top."
Rachel from Nashville, TN
Rachel from Nashville, TN
Stayed in Jul 2024
Wander exceeded all our expectations. The home's amenities were state-of-the-art and easy to use. We particularly enjoyed the outdoor space, which was beautifully landscaped and perfect for relaxing."
Mark from Phoenix, AZ
Mark from Phoenix, AZ
Stayed in Jul 2024
Have a question?
24/7 Concierge
Talk with the concierge to ask any question you might have
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
Oct 16, 2025$2752Not Available
Oct 17, 2025$2912Not Available
Oct 18, 2025$2912Not Available
Oct 19, 2025$2752Available
Oct 20, 2025$2752Available
Oct 21, 2025$2752Available
Oct 22, 2025$2752Available
Oct 23, 2025$2752Available
Oct 24, 2025$2912Available
Oct 25, 2025$2912Available
Oct 26, 2025$2752Available
Oct 27, 2025$2752Not Available
Oct 28, 2025$2752Not Available
Oct 29, 2025$2752Not Available
Oct 30, 2025$2752Not Available
Oct 31, 2025$2912Not Available
Nov 1, 2025$2272Not Available
Nov 2, 2025$2200Not Available
Nov 3, 2025$2200Available
Nov 4, 2025$2200Available
Nov 5, 2025$2200Available
Nov 6, 2025$2200Available
Nov 7, 2025$2304Available
Nov 8, 2025$2336Available
Nov 9, 2025$2200Available
Nov 10, 2025$2200Available
Nov 11, 2025$2200Available
Nov 12, 2025$2208Available
Nov 13, 2025$2208Available
Nov 14, 2025$2400Not Available
Nov 15, 2025$2400Not Available
Nov 16, 2025$2272Not Available
Nov 17, 2025$2272Not Available
Nov 18, 2025$2304Not Available
Nov 19, 2025$2304Not Available
Nov 20, 2025$2336Not Available
Nov 21, 2025$5150Not Available
Nov 22, 2025$5150Not Available
Nov 23, 2025$5150Not Available
Nov 24, 2025$5150Not Available
Nov 25, 2025$5150Not Available
Nov 26, 2025$5150Not Available
Nov 27, 2025$5150Not Available
Nov 28, 2025$5150Not Available
Nov 29, 2025$5150Not Available
Nov 30, 2025$5150Not Available
Dec 1, 2025$2560Not Available
Dec 2, 2025$2560Not Available
Dec 3, 2025$2560Not Available
Dec 4, 2025$2560Not Available
Dec 5, 2025$2720Not Available
Dec 6, 2025$2720Not Available
Dec 7, 2025$2560Not Available
Dec 8, 2025$2560Not Available
Dec 9, 2025$2560Not Available
Dec 10, 2025$2560Not Available
Dec 11, 2025$2560Not Available
Dec 12, 2025$2720Not Available
Dec 13, 2025$2720Available
Dec 14, 2025$2560Available
Dec 15, 2025$2560Available
Dec 16, 2025$2560Available
Dec 17, 2025$2560Available
Dec 18, 2025$2560Available
Dec 19, 2025$2720Available
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
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