Home in Islamorada, Florida
7 reviews
Guests love the beachfront, hot tub, tennis court and more.
Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
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.
Where you’ll sleep
Amenities
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
4.5 · 7 reviews
Shannon D.
February 2026
Meredith H.
March 2025
Brittany G.
June 2025
Where you’ll be
Islamorada, Florida 33036, United States
Islamorada, Florida, United StatesRestaurants
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.
Islamorada Luxury Carts
Explore the area in style with a colorful fleet of street-legal luxury carts, equipped with upgraded seating, lifted suspension, LED lighting, Bluetooth speakers, extended-range lithium-ion batteries, and backup cameras. Flexible rental options allow guests to choose convenient self-service pick-up and return or opt for round-trip delivery for a seamless experience. Check pricing and availability through their website.
Things to know
Cancellation policy
Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.
Property rules
Pets allowed
No smoking - fees will apply
Events not allowed
Safety & security
Check-in after 4:00 pm
Check-out before 10:00 am
12 guests maximum
Travel Guides
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Aug 20, 2026 | $3200 | Available |
| Aug 21, 2026 | $3360 | Available |
| Aug 22, 2026 | $3360 | Available |
| Aug 23, 2026 | $3200 | Available |
| Aug 24, 2026 | $3200 | Available |
| Aug 25, 2026 | $3200 | Available |
| Aug 26, 2026 | $3200 | Available |
| Aug 27, 2026 | $3200 | Available |
| Aug 28, 2026 | $3360 | Not Available |
| Aug 29, 2026 | $3360 | Not Available |
| Aug 30, 2026 | $3200 | Available |
| Aug 31, 2026 | $3200 | Available |
| Sep 1, 2026 | $3200 | Available |
| Sep 2, 2026 | $3200 | Available |
| Sep 3, 2026 | $3200 | Available |
| Sep 4, 2026 | $4320 | Available |
| Sep 5, 2026 | $4320 | Available |
| Sep 6, 2026 | $4320 | Available |
| Sep 7, 2026 | $4320 | Available |
| Sep 8, 2026 | $3200 | Available |
| Sep 9, 2026 | $3200 | Available |
| Sep 10, 2026 | $3200 | Available |
| Sep 11, 2026 | $3360 | Not Available |
| Sep 12, 2026 | $3360 | Not Available |
| Sep 13, 2026 | $3200 | Available |
| Sep 14, 2026 | $3200 | Available |
| Sep 15, 2026 | $3200 | Available |
| Sep 16, 2026 | $3200 | Available |
| Sep 17, 2026 | $3200 | Available |
| Sep 18, 2026 | $3360 | Available |
| Sep 19, 2026 | $3360 | Available |
| Sep 20, 2026 | $3200 | Available |
| Sep 21, 2026 | $3200 | Available |
| Sep 22, 2026 | $3200 | Available |
| Sep 23, 2026 | $3200 | Available |
| Sep 24, 2026 | $3200 | Available |
| Sep 25, 2026 | $3360 | Available |
| Sep 26, 2026 | $3360 | Available |
| Sep 27, 2026 | $3200 | Available |
| Sep 28, 2026 | $3200 | Available |
| Sep 29, 2026 | $3200 | Available |
| Sep 30, 2026 | $3200 | Available |
| Oct 1, 2026 | $3200 | Available |
| Oct 2, 2026 | $3360 | Available |
| Oct 3, 2026 | $3360 | Available |
| Oct 4, 2026 | $3200 | Available |
| Oct 5, 2026 | $3200 | Available |
| Oct 6, 2026 | $3200 | Available |
| Oct 7, 2026 | $3200 | Available |
| Oct 8, 2026 | $3200 | Available |
| Oct 9, 2026 | $3360 | Available |
| Oct 10, 2026 | $3360 | Available |
| Oct 11, 2026 | $3200 | Available |
| Oct 12, 2026 | $3200 | Available |
| Oct 13, 2026 | $3200 | Available |
| Oct 14, 2026 | $3200 | Available |
| Oct 15, 2026 | $3200 | Available |
| Oct 16, 2026 | $3360 | Available |
| Oct 17, 2026 | $3360 | Not Available |
| Oct 18, 2026 | $3200 | Available |
| Oct 19, 2026 | $3200 | Available |
| Oct 20, 2026 | $3200 | Available |
| Oct 21, 2026 | $3200 | Available |
| Oct 22, 2026 | $3200 | Available |
| Oct 23, 2026 | $3360 | Available |
| Oct 24, 2026 | $3360 | Available |
| Oct 25, 2026 | $3200 | Available |
| Oct 26, 2026 | $3200 | Available |
| Oct 27, 2026 | $3200 | Available |
| Oct 28, 2026 | $3200 | Available |
| Oct 29, 2026 | $3200 | Available |
| Oct 30, 2026 | $3360 | Available |
| Oct 31, 2026 | $3360 | Available |
| Nov 1, 2026 | $2560 | Available |
| Nov 2, 2026 | $2560 | Available |
| Nov 3, 2026 | $2560 | Available |
| Nov 4, 2026 | $2560 | Available |
| Nov 5, 2026 | $2560 | Available |
| Nov 6, 2026 | $2720 | Available |
| Nov 7, 2026 | $2720 | Available |
| Nov 8, 2026 | $2560 | Available |
| Nov 9, 2026 | $2560 | Available |
| Nov 10, 2026 | $2560 | Available |
| Nov 11, 2026 | $2560 | Available |
| Nov 12, 2026 | $2560 | Available |
| Nov 13, 2026 | $2720 | Available |
| Nov 14, 2026 | $2720 | Available |
| Nov 15, 2026 | $2560 | Available |
| Nov 16, 2026 | $2560 | Available |
| Nov 17, 2026 | $2560 | Not Available |
| Nov 18, 2026 | $2560 | Available |