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37 reviews
Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
Wander Sombrero Oasis is a luxurious waterfront retreat offering the perfect blend of island tranquility and world-class amenities. Featuring a 75-foot fishing and boating dock, a saltwater infinity pool, and a rooftop patio with stunning bay views, it’s ideal for relaxation and entertainment. Inside, enjoy a chef’s kitchen, media room, gym, and elegant finishes throughout. Whether you’re here to unwind or celebrate, Wander Sombrero Oasis promises an unforgettable escape.
Bedroom 1
1 queen murphy bed, 1 king bed
Bedroom 2
1 queen murphy bed, 1 king bed
Bedroom 4
1 king bed, 1 queen murphy bed
Bedroom 5
1 queen murphy bed, 1 queen sofa
Bedroom 6
1 queen bed
Bedroom 1
1 queen murphy bed, 1 king bed
Bedroom 2
1 queen murphy bed, 1 king bed
Bedroom 4
1 king bed, 1 queen murphy bed
Bedroom 5
1 queen murphy bed, 1 queen sofa
Bedroom 6
1 queen bed
Jen
•
January 2026
Ken
•
December 2025
Austin
•
October 2025
Marathon, Florida 33050, United States
Marathon, Florida, United StatesIsland Fish Company in Marathon offers fresh, locally inspired seafood and tropical tiki drinks with stunning waterfront views of the Florida Keys, perfect for relaxing while watching sunsets and marine life. The vibrant atmosphere features the longest tiki bar in the Keys and a menu full of island specialties like conch salad and baked oysters.
Burdines Waterfront offers fresh New American coastal cuisine in a relaxed waterfront setting where you can enjoy vibrant vegan options and watch boats drift by. Its casual, friendly atmosphere makes it perfect for unwinding with great food and scenic marina views.
Sunset Grille & Raw Bar offers fresh seafood, steaks, and vibrant drinks in a lively waterfront setting with stunning sunset views and a fun, family-friendly atmosphere. Enjoy diverse dining options from sushi to Caribbean-inspired dishes alongside multiple bars and outdoor decks.
Porky's Bayside Restaurant and Marina in Marathon offers a vibrant island atmosphere with fresh local seafood, smoked BBQ, and sushi served right on the waterfront, complete with live music and stunning ocean views. It's a lively spot to enjoy hearty meals, tropical drinks, and a true taste of the Florida Keys.
Keys Fisheries offers fresh, local Florida Keys seafood served dockside with stunning bay views and vibrant sunsets, featuring signature dishes like the famous Lobster Reuben and a lively upstairs tiki raw bar. It's a must-visit for an authentic Keys dining experience in Marathon.
Castaway Waterfront Restaurant & Sushi Bar in Marathon offers fresh seafood, sushi, and steaks with stunning indoor and outdoor waterfront dining. Enjoy a lively atmosphere with 52 beers on tap and a menu that satisfies from breakfast through dinner every day.
Florida Keys Steak and Lobster House offers a casual yet refined dining experience with expertly stone-grilled Certified Angus steaks and fresh seafood, all served in a relaxed, nautical atmosphere that captures the vibrant spirit of the Florida Keys.
Lazy Days South offers laid-back oceanfront dining with fresh Keys-style seafood, pastas, and steaks, all served in a cozy yet spacious setting overlooking the Atlantic—perfect for enjoying stunning sunsets and daily specials. They also cook your catch and feature a full bar and fabulous desserts.
Sparky's Landing offers fresh seafood and tropical cocktails in a relaxed waterside setting, complete with live music that captures the laid-back Florida Keys vibe. It's a favorite spot for locals and visitors seeking great food and good times by the water.
Irie Island Eats offers a vibrant outdoor farm-to-table dining experience in the Florida Keys, serving fresh, wood-fired island-inspired dishes made from local fruits, vegetables, and herbs in a lush garden setting. The atmosphere feels like an exotic island getaway with friendly service and tropical flavors.
7 Mile Bridge - Vista Point offers stunning panoramic views of the turquoise waters and the iconic bridge itself, making it a perfect stop for photographers, nature lovers, and anyone seeking a peaceful moment in the Florida Keys.
Crane Point Hammock offers a unique blend of nature trails, wildlife encounters, kayaking, and fascinating museum exhibits, perfect for families and outdoor lovers seeking a peaceful day exploring Florida Keys’ natural beauty. Its fish pedicures and butterfly gardens add special touches that delight visitors of all ages.
Experience breathtaking ocean views and vibrant wildlife on the iconic Seven Mile Bridge, a must for scenic drives, cycling, fishing, and history lovers exploring the Florida Keys. Its blend of natural beauty and historic charm appeals to adventurers and photographers alike.
The Turtle Hospital offers a unique 90-minute guided tour where visitors can see real sea turtles being rehabilitated, learn about their biology and conservation, and meet permanent residents—perfect for animal lovers and anyone interested in marine wildlife care.
Porky's Bayside Restaurant and Marina offers a vibrant island vibe with waterfront views, award-winning smoked BBQ, fresh seafood, and live music—perfect for food lovers and anyone wanting a true taste of the Florida Keys. Boat or drive in to enjoy hearty meals, tropical drinks, and laid-back fun.
Sunset Park offers stunning views of New York Harbor and the Statue of Liberty, a large playground, sports courts, and an Olympic-size pool—perfect for families, outdoor lovers, and anyone seeking a vibrant community vibe with nearby Latin American flavors.
Florida Keys Aquarium Encounters offers an immersive, hands-on adventure where visitors of all ages can interact with sharks, rays, tropical fish, and even hand-feed tarpon in a vibrant coral reef setting—perfect for marine life enthusiasts seeking a memorable underwater experience.
The Old Seven Mile Bridge offers stunning panoramic views of the Atlantic and Gulf waters, perfect for walkers, joggers, anglers, and history lovers eager to explore a century-old engineering marvel and visit the charming Pigeon Key island.
Oceanfront Park offers a perfect blend of wide sugar-sand beaches, family-friendly amusement rides, and fun activities like mini golf and waterslides, making it ideal for families and anyone looking to relax or play by the ocean. Enjoy classic boardwalk charm alongside modern attractions in a vibrant seaside setting.
Step back in time on a guided tour of Pigeon Key, where history comes alive among charming old buildings and fascinating stories—perfect for curious travelers, families, and anyone who loves snorkeling or relaxing by the water.
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
14 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
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| Sep 2, 2026 | $2222 | Not Available |
| Sep 3, 2026 | $2222 | Not Available |
| Sep 4, 2026 | $2222 | Not Available |
| Sep 5, 2026 | $2222 | Available |
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| Oct 31, 2026 | $1058 | Available |
| Nov 1, 2026 | $1058 | Not Available |
| Nov 2, 2026 | $2552 | Not Available |
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| Nov 12, 2026 | $2552 | Not Available |
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| Nov 19, 2026 | $2387 | Not Available |
| Nov 20, 2026 | $2552 | Not Available |
| Nov 21, 2026 | $2552 | Not Available |
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| Nov 27, 2026 | $2552 | Available |
| Nov 28, 2026 | $2552 | Available |
| Nov 29, 2026 | $2552 | Available |
| Nov 30, 2026 | $2552 | Available |
| Dec 1, 2026 | $2552 | Available |