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Have a Fling in the Florida Keys

The Florida Keys are a little wilder, a little bit beyond the typical Florida scene and perhaps a little closer to what you’re looking for in a romantic - yet not too distant - escape. You don’t have to worry about passports or language barriers down here; these islands may feel far away but they have a way of feeling like home, too. Thanks to the abundance of Florida Keys vacation rentals scattered about like so many conch shells, you can truly have it all as you finally treat yourself to a getaway built for two.


In Islamorada, Key Largo, Marathon and Key West (that’s just for starters) there are beach houses, condos, villas and cottages for everyone. You and your partner in crime (not that it should be deemed illegal to steal a long weekend and just enjoy yourselves) can take your pick from among luxury digs and modest love nests alike; head for a stretch of shoreline hopping with clubs and tiki bars or hide away on your own little island – literally.


Weigh your options, talk it over with your lucky companion and see how the scenario develops. Activities will range from diving and snorkeling to drinking and dancing, nodding off on the beach to nodding off next to your private pool…you set the schedule and itinerary as you please. You won’t be able to control the time of the sunset – or your amazement at its brilliance – but other than that the strings are yours to pull.


A popular place for weddings, honeymoons and lovey-dovey rendezvous, you’ll soon feel the good vibes for yourself. Maybe it’s the island culture, maybe it’s the chance to have the whole house to yourself; the point is, this trip will be good for you both.

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  1. Executive Bay Club Islamorada
    Charming and Cozy Townhouse in the Fl Keys with Pool and Beach Access — Property 201354

    Vacation Townhome rental in Florida Keys area
    • Townhome
    • 2 bedrooms , sleeps 8
    • 2 bathrooms
    • beach, village
    • pool
    Rates (shown in USD)
    $1000 - $1200 per property per week

  2. Luxury Townhome with Boat Slip in the Beautiful Florida Keys — Property 221228

    Vacation Townhome rental in Marathon area
    • Townhome
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • 1 half bathroom
    • waterfront
    • pool
    Rates (shown in USD)
    $2000 per property per week

  3. Oceanfront Beach Resort - Hawaiian Island Style Setting — Property 130780

    Vacation Townhome rental in Key Largo area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • 1 half bathroom
    • beach, resort
    • tennis court
    Rates (shown in USD)
    $800 - $1400 per property per week

  4. Oceanfront Beach Resort & Marina - Waterfront Town home — Property 132539

    Vacation Townhome rental in Key Largo area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • beach, waterfront
    • tennis court
    Rates (shown in USD)
    $900 - $1800 per property per week

  5. Kawama Oceanside Townhouse 2bed/2bath — Property 218285

    Vacation Townhome rental in Key Largo area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • pool
    Rates (shown in USD)

  6. Luxury home in gated community
    “CONCH-by-the-POOL' 2BR 2.5BA Luxury Townhome @ Key West Golf Club — Property 230819

    Vacation Townhome rental in Key West area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • 1 half bathroom
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $700 - $1050 per property per week

  7. Luxury home, resort style pool
    'SIMPLY IRRESISTIBLE' @ The Pool: 2BR 2.5BA Luxurious Poolside Townhome — Property 206279

    Vacation Townhome rental in Key West area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • 1 half bathroom
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $900 - $1250 per property per week

  8. Unit 16, Key Largo Yacht Club
    Ocean front — Property 265591

    Vacation Townhome rental in Key Largo area
    • Townhome
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • near the ocean, resort
    • pool
    Rates (shown in USD)
    $625 per property per week

  9. Villa Soleil-Enjoy America's Caribbean with Style and Comfort — Property 141421

    Vacation Townhome rental in Key West area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • 1 half bathroom
    • near the ocean, town
    • garden
    Rates (shown in USD)
    $1350 - $2500 per property per week

  10. Our Kozy Key
    Nov 9-15 on Sale! ! Save up to $55 per night. — Property 177656

    Vacation Townhome rental in Key Largo area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • 1 half bathroom
    • beach, near the ocean
    • pool
    Rates (shown in USD)
    $700 - $950 per property per week

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