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Islamorada Beach
Islamorada, Florida

Wander Islamorada Beach

Wander Islamorada Beach

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12 guests
6 beds
5 bathrooms
1/119
Outdoor poolKayaksBeachfront
12 guests
6 bedrooms
6 beds
5 bathrooms
3079 sq. ft.
Welcome to Wander Islamorada Beach, a luxurious oceanfront retreat nestled in a beautiful cove with a rare natural beach.
4.8
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

Welcome to Wander Islamorada Beach, a luxurious oceanfront retreat nestled in a beautiful cove with a rare natural beach. This elegant home features three spacious living rooms, a social room, a beachfront terrace, and a stunning third-story oceanfront terrace, perfect for taking in the panoramic views. Guests can relax by the private pool, gather around the cozy firepit, or enjoy beachfront access just steps away. For recreation, the property includes a shuffleboard court, two paddle boards, and two kayaks, offering a perfect blend of comfort, coastal adventure, and relaxation.
Property License: Lic. #24-4034
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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

  • Ocean view
  • Kayaks
  • Air conditioning
  • BBQ Utensils
  • Waterfront
  • Heating
  • Hot water
  • Carbon monoxide detector
  • Smoke detector
  • Shuffleboard
  • Wifi
  • Dedicated workspace

Exterior

  • Fire pit
  • Free parking
  • Outdoor pool
  • Outdoor seating
  • Beachfront
  • Beach access

Pool

  • Outdoor pool
  • Outdoor seating
  • Outdoor dining area

Patio

  • Fire pit
  • Outdoor seating

Living Room 1

  • Books
  • Board games

Kitchen

  • Dishwasher
  • Freezer
  • Cooking basics
  • Blender
  • Coffee maker
  • Coffee
  • Children dinnerware
  • Wine glasses
  • Pots and pans
  • Microwave
  • Fridge
  • Toaster
  • Stove
  • Oven
  • Silverware
  • Dishes
  • Tea
  • Spices

Dining Room

  • Dining table

Living Room 2

  • TV

Bedroom 1

  • Bed linens
  • Balcony

Ensuite Bathroom 1

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

Balcony

  • Outdoor seating

Bedroom 2

  • Bed linens

Ensuite Bathroom 2

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

Bedroom 3

  • TV
  • Bed linens

Ensuite Bathroom 3

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

Bedroom 4

  • Bed linens

Ensuite Bathroom 4

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

Bedroom 5

  • Bed linens

Ensuite Bathroom 5

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

Bedroom 6

  • Bed linens

Common Area

  • TV
  • Board games

Laundry Room

  • Iron
  • Ironing board
  • Washer
  • Dryer

Where you’ll sleep

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

Where you’ll be

Located in the heart of Islamorada, Florida, known as the "Village of Islands," it's renowned for its vibrant arts scene, unique galleries, boutique shops, and delectable dining options. The island's pristine waters provide endless opportunities for boating, fishing, and other water activities.
Islamorada, Florida, United States
24.9353267-80.61446850000002
Timezone: America/New_York

Restaurants

Payfair Supermarket

A quaint grocery store mainly known for their steak selection and fresh subs. Open 11 AM - 7 PM daily.

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. 

The Trading Post

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

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. 

Publix Super Market at Islamorada

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

Pierre's Restaurant

An upscale Colonial-style eatery on the beach offering French Fusion cuisine and tropical views. Reservations are recommended. Dress code is “Casual Elegance”; no jackets or ties are required. Open 5 PM - 9:30 PM daily. Fun fact: Zagat’s noted Pierre’s as “one of the top all-around dining experiences” in the Florida Keys!

Attractions

Wild Dolphin Tours

A boat tour operator located at Amara Cay Resort offering shared and private charters, snorkeling and sandbar tours, and equipment rentals. Bookings can be made directly through their website. Open 8 AM - 5 PM daily.

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.

Keys History & Discovery Center

A 7,500-square-foot museum and learning center at the Islander Resort featuring exhibits on Native Americans, pirates, and Spanish treasure fleets. The first floor focuses on the Keys’ anthropological history while the second floor serves as an adaptable space that hosts touring exhibits along with the Jerry Wilkinson Research Library here and a 35-seat theater screening informative documentary films. Open 10 AM - 5 PM, Tuesday-Sunday; closed Monday.

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. 

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 .

A1A Watersports & Boat Rentals

An established rental provider offering center console and deck boats ideal for fishing, snorkeling, or exploring the Florida Keys’ sandbars. Boats are available for half-day to monthly rentals and include charts, gear, and safety instruction. Open 8 AM - 5 PM, Monday - Sunday.

Robbie's of Islamorada

A well-known marina offering a range of self-operated and captained boats for fishing, snorkeling, or exploring nearby reefs and islands. Rentals include safety briefings, and the marina provides easy access to both the Atlantic Ocean and Florida Bay. Open 7 AM - 9 PM, Monday - Sunday.

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4.8
Guests love this place

Guests love the Outdoor pool, Kayaks, Beachfront and more.
This is our second year coming back to this oasis. Breathtaking views, multiple living areas, spectacular private beach, kayaks and pool… paradise.
anastasiyaarina
Stayed in Nov 2025
12/10 stay! Incredible property, super clean and extremely cozy beds. The entire premise felt very taken care of and well maintained. At the end of the trip everyone noted that this will truly be a memorable experience and we are excited to do it again in a year!
Matt K
Stayed in Oct 2025
Highlight of our stay was just relaxing by the pool and enjoying the beautiful sunshine
Luke B
Stayed in Oct 2025
We had a wonderful time and are already planning our next Wander vacation!
Carolina P
Stayed in Oct 2025
We absolutely loved this house! The perfect place to stay with our family! We cannot wait to stay again!
Alison P
Stayed in Oct 2025
A beautiful ocean for kayaking right outside our windows! The location was spectacular!
Mark K
Stayed in Oct 2025

Have a question?

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Things to know

Here are some things which you should know before booking Wander Islamorada Beach
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 18, 2025$2000Not Available
Nov 19, 2025$2000Not Available
Nov 20, 2025$2000Not Available
Nov 21, 2025$2180Not Available
Nov 22, 2025$2180Not Available
Nov 23, 2025$2180Not Available
Nov 24, 2025$2180Not Available
Nov 25, 2025$2180Not Available
Nov 26, 2025$2180Not Available
Nov 27, 2025$2180Not Available
Nov 28, 2025$2180Not Available
Nov 29, 2025$2180Not Available
Nov 30, 2025$2180Not Available
Dec 1, 2025$1840Not Available
Dec 2, 2025$1840Not Available
Dec 3, 2025$2040Not Available
Dec 4, 2025$1840Not Available
Dec 5, 2025$2120Not Available
Dec 6, 2025$2120Not Available
Dec 7, 2025$1840Not Available
Dec 8, 2025$1840Not Available
Dec 9, 2025$1840Not Available
Dec 10, 2025$1840Not Available
Dec 11, 2025$1840Not Available
Dec 12, 2025$2120Not Available
Dec 13, 2025$2120Not Available
Dec 14, 2025$2040Not Available
Dec 15, 2025$2040Not Available
Dec 16, 2025$2040Not Available
Dec 17, 2025$2040Not Available
Dec 18, 2025$2040Not Available
Dec 19, 2025$2120Not Available
Dec 20, 2025$2195Not Available
Dec 21, 2025$2195Not Available
Dec 22, 2025$2195Not Available
Dec 23, 2025$2195Not Available
Dec 24, 2025$2195Not Available
Dec 25, 2025$2195Not Available
Dec 26, 2025$2195Not Available
Dec 27, 2025$2195Not Available
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Dec 30, 2025$2195Not Available
Dec 31, 2025$2195Not Available
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Feb 1, 2026$2195Available
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Feb 5, 2026$2195Available
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Feb 7, 2026$2195Not Available
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Feb 16, 2026$2195Not Available
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