Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
Wander Islamorada Retreat offers an exceptional collection of amenities designed for comfort, entertainment, and relaxation. Outside, guests can enjoy a stunning heated waterfront pool surrounded by a tropical lounge area and a tiki cabana for shaded relaxation. The property features a 35-foot-wide deep-water dock, perfect for accommodating larger boats—an especially valuable feature for Islamorada travelers looking to explore the Keys by water or enjoy world-class fishing and boating. Guests also have access to two paddleboards and two kayaks for on-the-water adventures, as well as ample parking with dedicated boat trailer space. Additional conveniences include laundry facilities, elegant indoor and outdoor dining areas, and thoughtfully designed spaces that blend island charm with elevated comfort.
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
1 king bed
Bedroom 6
1 king bed
Bunk Bedroom
1 twin bunk bed, 1 full bunk bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
1 king bed
Bedroom 5
1 king bed
Bedroom 6
1 king bed
Bunk Bedroom
1 twin bunk bed, 1 full bunk bed
Islamorada, Florida 33036, United States
Islamorada, Florida, United StatesLorelei Restaurant & Cabana Bar offers fresh seafood and American fare in a vibrant waterfront setting with stunning Florida Bay views and nightly live music, perfect for enjoying unforgettable sunsets and a relaxed Keys-casual atmosphere.
Lazy Days Restaurant offers a relaxed oceanfront dining experience with fresh, flavorful Keys-style seafood, steaks, and pasta, complemented by stunning Atlantic views from its indoor and outdoor seating. Its laid-back vibe and scenic setting make it perfect for casual meals or special occasions.
Robbie's of Islamorada is a lively waterfront spot where you can savor fresh seafood, classic burgers, and creative cocktails while watching the famous tarpon feeding frenzy right off the dock—blending laid-back Keys charm with a one-of-a-kind dining experience.
Enjoy island-inspired cuisine and tropical cocktails at Amara Cay Resort, where every bite comes with a breeze and a view. ReelCatch offers coastal flavors, craft cocktails, and live music under the stars in a relaxed oceanfront setting.
Whale Harbor Seafood Buffet in Islamorada offers a vast, fresh seafood feast featuring everything from live oysters and crab to carved meats and decadent desserts, all served in a casual setting with beautiful ocean views. It's a beloved local landmark known for its diverse and generous buffet spread.
Square Grouper Islamorada offers a chic waterfront dining experience with fresh, locally sourced seafood, inventive dishes, and craft cocktails in a relaxed yet elegant setting by the marina. It’s a top spot for enjoying quality flavors and great service in the Florida Keys.
Islamorada Brewery & Distillery offers a vibrant island experience with craft beers and award-winning rums, vodkas, and gins, all served in a lively neon-yellow taproom complemented by tasty Keys-style pub food. It’s a must-visit spot blending local flavors with a laid-back Florida Keys vibe.
Papa Joe's Waterfront in Islamorada offers a memorable dining experience with fresh, locally inspired seafood and premium steaks, all enjoyed against the backdrop of stunning sunset views over the water. Its relaxed yet upscale ambiance makes it a perfect spot to unwind and savor the flavors of the Florida Keys.
Morada Bay offers a relaxed waterfront dining experience in Islamorada, blending Caribbean and American flavors with stunning sunset views and a laid-back Keys ambiance right on a palm-lined beach. Live entertainment and fresh local seafood complete the inviting atmosphere.
Hog Heaven Sports Bar and Grill in Islamorada offers hearty BBQ, fresh seafood, and classic American fare in a lively, oceanfront setting with live music and a vibrant atmosphere perfect for casual dining and late-night fun. Signature dishes like brisket deviled eggs and Key Lime pie make it a local favorite.
Robbie's of Islamorada offers a unique experience with tarpon feeding and diverse water sports, making it perfect for families and adventure-seekers. Enjoy a day of excitement and relaxation in the beautiful Florida Keys.
Founders Park in Aventura offers a vibrant mix of sports courts, a fitness trail, playgrounds, and a splash pad, perfect for active families and fitness enthusiasts seeking fun and relaxation in a lush, accessible setting. Its scenic bay walk and picnic spots also appeal to nature lovers and casual visitors.
Theater of the Sea offers unforgettable marine animal shows and interactive experiences, including swimming with dolphins, sea lions, and exploring tropical fish and reptiles—perfect for families and animal lovers seeking fun, education, and close-up wildlife encounters in the Florida Keys.
Rain Barrel Village offers a vibrant mix of tropical gardens, unique local art, and the famous giant Betsy the Lobster sculpture, making it a perfect spot for art lovers, families, and anyone seeking a colorful, laid-back Florida Keys experience.
The History of Diving Museum offers a captivating journey through the evolution of underwater exploration, featuring rare diving helmets, atmospheric suits, and interactive exhibits that intrigue history buffs, diving enthusiasts, and families alike. It’s a unique dive into humanity’s quest to explore the depths.
A1A Watersports & Boat Rentals offers thrilling jet ski tours, boat rentals, and snorkeling adventures in the stunning Florida Keys, perfect for families and water lovers seeking unforgettable fun and exploration. Enjoy guided rides, fishing, and diving in a vibrant marine paradise.
KeyZ Charters offers private, customizable boat tours in the Florida Keys, perfect for families and nature lovers who want to snorkel, explore historic islands, watch sunsets, or relax on pristine sandbars in an intimate, personalized setting. Ideal for those seeking adventure and tranquility alike.
Visit the iconic Lobster Statue, a vibrant tribute to local fishing culture, perfect for families and photographers. This whimsical landmark offers a unique glimpse into maritime heritage and stunning photo opportunities.
Windley Key Fossil Reef Geological State Park offers a unique chance to explore ancient coral quarries and fossilized reefs along scenic trails, perfect for history buffs, nature lovers, and anyone intrigued by Florida’s geological past. Guided tours and abundant wildlife make it a fascinating outdoor adventure.
Beach Park offers a perfect mix of outdoor fun with biking, hiking, fishing, and swimming along scenic Lake Michigan shores, ideal for families, nature lovers, and adventure seekers looking to relax or explore. Its diverse activities and beautiful landscapes make it a great spot for all ages.
Free cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
15 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 17, 2026 | $1599 | Not Available |
| Jul 18, 2026 | $1599 | Not Available |
| Jul 19, 2026 | $1443 | Not Available |
| Jul 20, 2026 | $1443 | Not Available |
| Jul 21, 2026 | $1443 | Not Available |
| Jul 22, 2026 | $1443 | Not Available |
| Jul 23, 2026 | $1443 | Not Available |
| Jul 24, 2026 | $1599 | Not Available |
| Jul 25, 2026 | $1599 | Not Available |
| Jul 26, 2026 | $1443 | Not Available |
| Jul 27, 2026 | $1443 | Not Available |
| Jul 28, 2026 | $1443 | Not Available |
| Jul 29, 2026 | $1443 | Not Available |
| Jul 30, 2026 | $1443 | Not Available |
| Jul 31, 2026 | $1599 | Not Available |
| Aug 1, 2026 | $1316 | Not Available |
| Aug 2, 2026 | $1212 | Not Available |
| Aug 3, 2026 | $1212 | Not Available |
| Aug 4, 2026 | $1228 | Not Available |
| Aug 5, 2026 | $1228 | Not Available |
| Aug 6, 2026 | $1228 | Not Available |
| Aug 7, 2026 | $1334 | Not Available |
| Aug 8, 2026 | $1352 | Available |
| Aug 9, 2026 | $1245 | Available |
| Aug 10, 2026 | $1245 | Available |
| Aug 11, 2026 | $1245 | Available |
| Aug 12, 2026 | $1262 | Available |
| Aug 13, 2026 | $1262 | Available |
| Aug 14, 2026 | $1388 | Available |
| Aug 15, 2026 | $1388 | Available |
| Aug 16, 2026 | $1295 | Available |
| Aug 17, 2026 | $1311 | Available |
| Aug 18, 2026 | $1145 | Available |
| Aug 19, 2026 | $1162 | Available |
| Aug 20, 2026 | $1179 | Available |
| Aug 21, 2026 | $1460 | Available |
| Aug 22, 2026 | $1298 | Available |
| Aug 23, 2026 | $1212 | Available |
| Aug 24, 2026 | $1228 | Available |
| Aug 25, 2026 | $1228 | Available |
| Aug 26, 2026 | $1245 | Available |
| Aug 27, 2026 | $1262 | Available |
| Aug 28, 2026 | $1388 | Available |
| Aug 29, 2026 | $1388 | Available |
| Aug 30, 2026 | $1295 | Available |
| Aug 31, 2026 | $1461 | Available |
| Sep 1, 2026 | $1385 | Available |
| Sep 2, 2026 | $1385 | Available |
| Sep 3, 2026 | $1400 | Available |
| Sep 4, 2026 | $1997 | Available |
| Sep 5, 2026 | $1997 | Available |
| Sep 6, 2026 | $2013 | Available |
| Sep 7, 2026 | $2013 | Available |
| Sep 8, 2026 | $1416 | Available |
| Sep 9, 2026 | $1416 | Available |
| Sep 10, 2026 | $1416 | Available |
| Sep 11, 2026 | $1531 | Available |
| Sep 12, 2026 | $1531 | Available |
| Sep 13, 2026 | $1432 | Available |
| Sep 14, 2026 | $1432 | Available |
| Sep 15, 2026 | $1432 | Available |
| Sep 16, 2026 | $1432 | Available |
| Sep 17, 2026 | $1432 | Available |
| Sep 18, 2026 | $1531 | Available |
| Sep 19, 2026 | $1531 | Available |
| Sep 20, 2026 | $1432 | Available |
| Sep 21, 2026 | $1432 | Available |
| Sep 22, 2026 | $1432 | Available |
| Sep 23, 2026 | $1432 | Available |
| Sep 24, 2026 | $1432 | Available |
| Sep 25, 2026 | $1531 | Available |
| Sep 26, 2026 | $1531 | Available |
| Sep 27, 2026 | $1432 | Available |
| Sep 28, 2026 | $1432 | Available |
| Sep 29, 2026 | $1432 | Available |
| Sep 30, 2026 | $1432 | Available |
| Oct 1, 2026 | $1404 | Available |
| Oct 2, 2026 | $1523 | Available |
| Oct 3, 2026 | $1523 | Available |
| Oct 4, 2026 | $1404 | Available |
| Oct 5, 2026 | $1404 | Available |
| Oct 6, 2026 | $1404 | Available |
| Oct 7, 2026 | $1404 | Available |
| Oct 8, 2026 | $1404 | Available |
| Oct 9, 2026 | $1523 | Available |
| Oct 10, 2026 | $1523 | Available |
| Oct 11, 2026 | $1404 | Available |
| Oct 12, 2026 | $1404 | Available |
| Oct 13, 2026 | $1404 | Available |
| Oct 14, 2026 | $1404 | Available |
| Oct 15, 2026 | $1404 | Available |