Big Pine Key Classified Ad Listings

Avg / night: $399. Oceanfront house with dock, kayaks, deck, fast WiFi, central AC & washer/dryer | Located in Marathon, FL | 2.75 Stars | 2 Bed, 2 Bath | No Pets. No pets. Max 6 guests. Oceanfront Oasis | Private Dock, Kayaks, Sunset Deck, Bikes, AC & Luxe Comfort Welcome to Isla Bella Villa, where endless ocean views, salty breezes, and sun-drenched days collide in a coastal masterpiece built...

22950 SHARP LANE. Build your Florida Keys getaway on Cudjoe Key! This approximately 6,906 SF vacant residential lot at 22950 Sharp Ln offers an opportunity to create your own piece of the Florida Keys. Located in an established residential area surrounded by existing homes, this property provides a great setting for a future residence or investment. Enjoy the laid-back island lifestyle with boa...

Avg / night: $208. Green Pineapple | Condo in Marathon with pool access | Located in Marathon, FL | 4.56 Stars | 1 Bed, 1.5 Bath | No Pets. No pets. Max 4 guests. Located in the lovely Ocean Isles Community, this updated condo showcases waterfront living at its finest! The warm Florida sunshine will highlight your favorite memories created alongside the shared pool. When you aren't taking invig...

Avg / night: $254. Cozy home with private pool, BBQ, central AC, private dock | Located in Little Torch Key, FL | 5.0 Stars | 3 Bed, 2 Bath | Pet-friendly. Dog-friendly. Max 8 guests. Perched on Little Torch Key, this charming house offers breathtaking views of Pine Channel, creating a serene backdrop for your vacation. With a BBQ area and a private dock, you can enjoy outdoor dining while watc...

Avg / night: $311. Second Floor Condo with Shared Pool, Shared Dock, Central AC, and WiFi | Located in Marathon, FL | 4.5 Stars | 2 Bed, 2.5 Bath | No Pets. No pets. Max 4 guests. Two floors of wraparound balconies means two floors of stunning views from this peaceful condo. And that's just the beginning - guests can enjoy access to a shared pool (visible from the balconies!) and the use of a s...

Avg / night: $631. Dog-Friendly Home on the Water w/ Dock, Boat Access, Private Pool, & Free WiFi | Located in Marathon, FL | 4.49 Stars | 4 Bed, 2.5 Bath | Pet-friendly. Dog-friendly. Max 8 guests. What's better than a Marathon getaway when it comes to coastal adventures and dreamy days of sweet sunshine? Treat yourself to a perfect getaway and make this stunning retreat your home base today, ...

Avg / night: $357. Private pool, boat dock, water view, canal front, fully equipped kitchen | Located in Marathon, FL | 4.71 Stars | 2 Bed, 2 Bath | No Pets. No pets. Max 6 guests. Located in Marathon, FL, this spacious house is the perfect retreat for families or groups looking to enjoy the beauty of the Florida Keys. With a private pool, patio furniture, and a gas grill, the outdoor space is ...

Avg / night: $555. Waterfront home with ocean views, dock, & private outdoor pool | Located in Marathon, FL | 4.74 Stars | 3 Bed, 3 Bath | No Pets. No pets. Max 8 guests. This spacious home offers a great ocean view and is located on a canal with a dock and room for a boat up to 24 feet in length. Spread out over two levels, this spacious getaway features a full kitchen, a lower-level kitchenet...

Avg / night: $292. Dazzling Bayfront Home w/ 2 Boat Docks, Huge Deck, 1 Kayak, Pool Table -1 Dog OK | Located in Cudjoe Key, FL | 4.33 Stars | 3 Bed, 2.5 Bath | Pet-friendly. Dog-friendly. Max 6 guests. You'll be wowed by the incredible, 180-degree views of Cudjoe Bay at this three-bedroom home in Cudjoe Key. Completely remodeled inside and out, this high-end home boasts an expansive wrap-aroun...

Avg / night: $480. Waterfront hideaway with dock, pool & inviting patio - walk to Sombrero Beach | Located in Marathon, FL | 4.17 Stars | 2 Bed, 2 Bath | Pet-friendly. Dog-friendly. Max 4 guests. A treasure trove of tropical delights awaits at this breezy, two-bedroom Keys hideaway. Located on Marathon's quiet, Boot Key, you'll be within walking distance of popular Sombrero Beach and enjoy ocea...

Welcome to Your Private Oasis in the Heart of the Florida Keys! Discover this hidden gem, a secluded gated estate nestled amidst the stunning landscape of the Florida Keys. Located directly on the sparkling waters of the Atlantic Ocean with 120' of protected deep-water dockage on canal, this property is perfect for boating enthusiasts. This half-acre estate exudes charm and casual elegance, wit...

Avg / night: $316. Waterfront coastal duplex w/ balcony views, gas grill, washer & dryer, WiFi | Located in Marathon, FL | 4.75 Stars | 2 Bed, 1 Bath | No Pets. No pets. Max 6 guests. Nestled in the heart of Marathon, FL, this charming waterfront duplex offers the perfect blend of comfort, convenience, and coastal beauty. With two bedrooms and one bathroom, the thoughtfully designed sleeping ar...

Avg / night: $352. Pristine Waterfront Charmer - Outdoor Living & Dining, Dock, AC - Snowbirds OK | Located in Big Pine Key, FL | 2 Bed, 2 Bath | No Pets. No pets. Max 6 guests. Nestled directly on a canal with prime water access, this charming family home has been completely renovated to meet your every vacation need. The stunning interior offers an open layout with wood floors, vaulted ceilin...

Avg / night: $633. Ocean-view snowbird retreat with private pool, rooftop, lanais, kayak & bikes | Located in Cudjoe Key, FL | 4.0 Stars | 4 Bed, 4 Bath | No Pets. No pets. Max 10 guests. Welcome to The Mermaid Manor your private slice of paradise in the Florida Keys! Wake up to breathtaking ocean views, spend your days on the water, and unwind each evening with unforgettable sunsets from your ...

27346 Martinique Ln Unit 27346. Welcome to your private slice of paradise in the Florida Keys. This fully remodeled, exquisitely furnished 2-bedroom, 1-bathroom waterfront home is a true island escape. Where turquoise waters, swaying palms, and golden sunsets become your everyday view. Enjoy direct ocean access from your private dock, no bridges to slow you down. Lounge by the heated pool, dine...

Avg / night: $327. Snowbird-friendly townhouse with ocean view, heated pool, central AC, & deck | Located in Marathon, FL | 5.0 Stars | 2 Bed, 2.5 Bath | No Pets. No pets. Max 6 guests. This gorgeous townhouse in the Florida Keys is the perfect paradise vacation for those wanting to experience true serenity. With unbeatable views, beach/dock access, a pool with a view, and a comfortable atmosph...

Your florida keys getaway awaits! Welcome to your slice of paradise in the heart of Marathon! This beautifully updated 3-bedroom, 2-bath concrete home sits on an oversized lot and offers the ideal combination of modern comfort, durability, and exceptional outdoor living. Step inside and you'll find a move-in-ready home with no projects to tackle. The thoughtfully updated interior features tile ...

Avg / night: $299. Cozy home with water access, full kitchen, internet, AC | Located in Marathon, FL | 4.71 Stars | 1 Bed, 1 Bath | No Pets. No pets. Max 3 guests. Waterfront Florida Keys Getaway in Marathon Escape to the laid-back beauty of the Florida Keys and enjoy a relaxing waterfront getaway in Marathon. Whether you're coming for a fishing trip, boating adventure, or simply want to slow d...

Avg / night: $881. Elegant waterfront home with private pools, hot tub, & dock - walk to beach | Located in Marathon, FL | 4.72 Stars | 4 Bed, 4.5 Bath | Pet-friendly. Dog-friendly. Max 8 guests. This gorgeous canal-front home boasts views of the water, a dock that can accommodate a 25-foot boat, and two private pools - one with a swim-up bar. The elegant decor and grand kitchen will make you n...

Ideal opportunity for a buyer looking to build in desirable Duck Key. This 9,491 sq. ft. corner lot is located directly across the street from the open ocean and is already in the Monroe County ROGO system with 42 points. Buyer to verify current ROGO status, ranking, allocation timing, zoning, permitting, utilities, and development potential with Monroe County.. Corner Lot