$1,322/night

Captain's Anchor

$1,322/night

Captain's Anchor

Captain's Cove, your 4BR waterfront escape in Marathon, set on a quiet canal with direct ocean access. Designed for unforgettable Keys living for families and boaters alike.

🏊‍♂️ Private backyard pool
⛵ 30’ boat dock + 4 kayaks
🍳 Covered outdoor kitchen & BBQ
🚿 Spa-style rain & jet showers w/ luxury toiletries
🛏️ Ground-level comfort for 8
🐾 Pet & kid friendly

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$2,814/night

Captain's Cove

$2,814/night

Captain's Cove

Welcome to your 5BR/4BA waterfront escape near Sombrero Beach, with 100 feet of private dockage on a deep-water canal! Designed for families and boating crews, this Marathon retreat blends easy Keys adventure with plenty to do at home. Swim in the screened pool, dine under the tiki hut, challenge the family to billiards or shuffleboard, then load the boat with ice and head for the Atlantic.

🏊 Large screened pool for bug-free lounging
⛵ Private 100ft dock with quick Atlantic access
🕹️ Full-size slate pool table, shuffleboard & arcade games
🍹 Two tiki huts, BBQ grill & outdoor dining
🧊 Commercial ice machine + multiple refrigerators for boating days
💻 High-speed Wi-Fi for streaming & remote work
🛏️ 5 themed bedrooms with 4 king beds + spacious bunk room
🐾 Pet friendly & family friendly with Pack ’n Play and high chair

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$1,572/night

Captain's Hideout

$1,572/night

Captain's Hideout

Captain’s Hideout, your 4BR waterfront escape in Marathon’s Little Venice, built for boaters, families, anglers, and easy Keys living with quick access near Vaca Cut to the Gulf.

🏊‍♂️ Private backyard pool
⛵ 28’ dock with fish cleaning table
🌴 Huge tiki hut hangout area
🍳 Outdoor kitchen + dining space
🧊 Commercial ice machine + bait freezer
🛏️ Ground-level comfort for 10
🐾 Pet & kid friendly with pack ’n play + highchair

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$1,911/night

Captain's Landing

$1,911/night

Captain's Landing

Modern 4BR/4.5BA waterfront getaway in Marathon’s Coco Plum, set on a wide open canal with gorgeous water views—perfect for boaters, families, and friend groups. Spend your days in the huge private pool, relax under the gazebo, and come home to a newer, beautifully kept 2012 house designed for easy Keys living.

🏊 Huge private pool + gazebo (with poolside bathroom)
🛶 Kayaks included + big open-canal view
⚓ Pier-style dockage for your boat or rental boat
🌅 Wraparound covered porch for sunrise/sunset lounging
🚴 Peloton Bike for fitness
♾️ Infinity table for fun
🐠 Close to Sombrero Reef by boat + 🎣 world-class fishing nearby
👶 Kid-friendly (Pack ’n Play + high chair) + 🐾 pet-friendly
📶 High-speed Wi‑Fi + easy parking (up to 4 vehicles / 3 + boat trailer)

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$2,432/night

Captain's Quarters

$2,432/night

Captain's Quarters

Captains Quarters, Your 4BR Waterfront Oasis on a deep-water ocean canal. This meticulously remodeled home provides a unique unforgettable Florida Keys experience for your entire family.

🏊‍♂️ Luxury heated pool & spillover spa
⛵ Private 75ft dock with sailing kayaks for ocean adventures
🕹️ Epic game room with Golden Tee, Pack Man, foosball table, Ping Pong & Infinity Game Table
🍳 Outdoor patio with BBQ grill & waterfront dining
💻 High-speed Wi-Fi for streaming & remote work
🛏️ Comfortable beds for a perfect night's rest

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$3,958/night

Captain's Retreat

$3,958/night

Captain's Retreat

Welcome aboard Captain's Retreat, your 6BR/5BA tropical paradise in Marathon with 80 feet of dockage for up to 3 boats! I expanded from our popular Captain's Quarters to create this ultimate family compound with fast ocean access. Cruise the Atlantic on our premium Hobie kayaks, challenge family to shuffleboard by the heated pool, or rack 'em up in the billiards room – there's something for every generation in your crew!

🏊‍♂️ Luxury heated pool & spillover spa
⛵ Private 80ft dock with Hobie pedal kayaks for ocean adventures
🕹️ Epic game room with a pool table & Infinity Game Table
🍳 Outdoor patio with BBQ grill & waterfront dining
💻 High-speed Wi-Fi for streaming & remote work
🛏️ Comfortable beds for a perfect night's rest

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$2,394/night

Captain's Rooftop

$2,394/night

Captain's Rooftop

Welcome aboard Captains Rooftop, Your 4BR Rooftop Deck Hot Tub Oasis on a direct ocean access canal with 75ft of dockage. This three story stilted rooftop home provides a unique unforgettable Florida Keys experience for your entire family.

🏊‍♂️ 2 Luxury jet Hot Tubs (One on the roof, one in the backyard)
⛵ Private 75ft dock surrounded by a mangrove jungle
🕹️ Foosball Table
🍳 Rooftop patio with BBQ grill & open ocean view dining
💻 High-speed Wi-Fi for streaming & remote work
🛏️ Comfortable beds for a perfect night's rest

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