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12 guests
6 beds
5 bathrooms
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.

Book with confidence. Read more.
Check-in after 4:00pm • Check-out before 10:00am • Pets allowed
Cancel within 24 hours for a full refund.
Arrive to five star cleaning • No chores at checkout • Just lock up and go
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.
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
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.
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.
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.
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!
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.
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.
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.
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.
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 .
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.
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.
Choose your check-in & check-out dates

based on 35 reviews
Guests love the pool, private beach and kayaks, along with the fire pit and cabana. They praise the beachfront location and stunning ocean views, note the spotless well maintained home and responsive concierge, and say it’s perfect for families and memorable getaways.
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Here are some things which you should know before booking Wander Islamorada Beach
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
Cancel within 24 hours for a full refund.
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
This Wander is located next to a main road, so you may hear road noise throughout the day, especially during the peak tourist season.
While Wander Islamorada Beach is conveniently located by the main road, the property is thoughtfully designed to maintain a private atmosphere for our guests.
Since tides affect swimming, fishing, and beachcombing, it’s always best to check the tide schedule before heading out.
Up-to-date tide times are available at:
Tide Forecast
tide-forecast.com
US Harbors
usharbors.com
WillyWeather
tides.willyweather.com
Real-time water (tide / gauge) data can also be checked at:
NOAA Tides & Currents
tidesandcurrents.noaa.gov
Due to local permitting laws, we can only accommodate bookings that are 7 days or more.
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Dec 21, 2025 | $2195 | Not Available |
| Dec 22, 2025 | $2195 | Not Available |
| Dec 23, 2025 | $2195 | Not Available |
| Dec 24, 2025 | $2195 | Not Available |
| Dec 25, 2025 | $2195 | Not Available |
| Dec 26, 2025 | $2195 | Not Available |
| Dec 27, 2025 | $2195 | Not Available |
| Dec 28, 2025 | $2195 | Not Available |
| Dec 29, 2025 | $2195 | Not Available |
| Dec 30, 2025 | $2195 | Not Available |
| Dec 31, 2025 | $2195 | Not Available |
| Jan 1, 2026 | $2195 | Available |
| Jan 2, 2026 | $2195 | Available |
| Jan 3, 2026 | $2195 | Available |
| Jan 4, 2026 | $2195 | Available |
| Jan 5, 2026 | $2195 | Available |
| Jan 6, 2026 | $2195 | Available |
| Jan 7, 2026 | $2195 | Available |
| Jan 8, 2026 | $2195 | Available |
| Jan 9, 2026 | $2195 | Available |
| Jan 10, 2026 | $2195 | Available |
| Jan 11, 2026 | $2195 | Available |
| Jan 12, 2026 | $2195 | Available |
| Jan 13, 2026 | $2195 | Available |
| Jan 14, 2026 | $2195 | Available |
| Jan 15, 2026 | $2195 | Available |
| Jan 16, 2026 | $2195 | Not Available |
| Jan 17, 2026 | $2195 | Not Available |
| Jan 18, 2026 | $2195 | Not Available |
| Jan 19, 2026 | $2195 | Not Available |
| Jan 20, 2026 | $2195 | Not Available |
| Jan 21, 2026 | $2195 | Not Available |
| Jan 22, 2026 | $2195 | Not Available |
| Jan 23, 2026 | $2195 | Available |
| Jan 24, 2026 | $2195 | Available |
| Jan 25, 2026 | $2195 | Available |
| Jan 26, 2026 | $2195 | Available |
| Jan 27, 2026 | $2195 | Available |
| Jan 28, 2026 | $2195 | Available |
| Jan 29, 2026 | $2195 | Available |
| Jan 30, 2026 | $2195 | Available |
| Jan 31, 2026 | $2195 | Available |
| Feb 1, 2026 | $2195 | Available |
| Feb 2, 2026 | $2195 | Available |
| Feb 3, 2026 | $2195 | Available |
| Feb 4, 2026 | $2195 | Available |
| Feb 5, 2026 | $2195 | Available |
| Feb 6, 2026 | $2195 | Available |
| Feb 7, 2026 | $2195 | Not Available |
| Feb 8, 2026 | $2195 | Not Available |
| Feb 9, 2026 | $2195 | Not Available |
| Feb 10, 2026 | $2195 | Not Available |
| Feb 11, 2026 | $2195 | Not Available |
| Feb 12, 2026 | $2195 | Not Available |
| Feb 13, 2026 | $2195 | Not Available |
| Feb 14, 2026 | $2195 | Not Available |
| Feb 15, 2026 | $2195 | Not Available |
| Feb 16, 2026 | $2195 | Not Available |
| Feb 17, 2026 | $2195 | Not Available |
| Feb 18, 2026 | $2195 | Not Available |
| Feb 19, 2026 | $2195 | Not Available |
| Feb 20, 2026 | $2195 | Not Available |
| Feb 21, 2026 | $2195 | Not Available |
| Feb 22, 2026 | $2195 | Available |
| Feb 23, 2026 | $2195 | Available |
| Feb 24, 2026 | $2195 | Available |
| Feb 25, 2026 | $2195 | Available |
| Feb 26, 2026 | $2195 | Available |
| Feb 27, 2026 | $2195 | Available |
| Feb 28, 2026 | $2195 | Available |
| Mar 1, 2026 | $2195 | Available |
| Mar 2, 2026 | $2195 | Available |
| Mar 3, 2026 | $2195 | Available |
| Mar 4, 2026 | $2195 | Available |
| Mar 5, 2026 | $2195 | Available |
| Mar 6, 2026 | $2195 | Available |
| Mar 7, 2026 | $2195 | Available |
| Mar 8, 2026 | $2195 | Available |
| Mar 9, 2026 | $2195 | Available |
| Mar 10, 2026 | $2195 | Available |
| Mar 11, 2026 | $2195 | Available |
| Mar 12, 2026 | $2195 | Available |
| Mar 13, 2026 | $2195 | Available |
| Mar 14, 2026 | $2195 | Not Available |
| Mar 15, 2026 | $2195 | Not Available |
| Mar 16, 2026 | $2195 | Not Available |
| Mar 17, 2026 | $2195 | Not Available |
| Mar 18, 2026 | $2195 | Not Available |
| Mar 19, 2026 | $2195 | Not Available |
| Mar 20, 2026 | $2195 | Not Available |
| Mar 21, 2026 | $2195 | Available |