Search for vacation rental homes on the Florida Keys

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. Florida Keys Beach Home Heated pool Docks — Property 306629

    Vacation Townhome rental in Florida Keys area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, waterfront
    • accept credit card
    Florida Keys Fall 2/2 Villa beach pool
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $918 - $1732 per property per week

  2. Beautiful Key Colony Beach Duplex (JULY GAS CREDIT w/ RENTAL) — Property 182991

    Vacation Townhome rental in Key Colony Beach area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • 1 half bathroom
    • waterfront
    • accept credit card
    Rates (shown in USD)
    $1360 - $1900 per property per week

  3. Tropical Paradise at Executive Bay Club — Property 167412

    Vacation Townhome rental in Islamorada area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • beach, near the ocean
    • swimming pool
    Rates (shown in USD)
    $700 - $750 per property per week

  4. 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
    • accept credit card
    Rates (shown in USD)

  5. Hemingway's Hideaway Truman Annex Key West — Property 195479

    Vacation Townhome rental in Key West area
    • Townhome
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • 1 half bathroom
    • beach, downtown
    • swimming pool
    Rates (shown in USD)
    $1500 - $2800 per property per week

  6. 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
    • swimming pool
    Rates (shown in USD)

  7. 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
    • swimming pool
    Rates (shown in USD)

  8. Key West Tropical Townhouse — Property 120270

    Vacation Townhome rental in Key West area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • beach, near the ocean
    • accept credit card
    Rates (shown in USD)

  9. Welcome to Key Largo and Enjoy the Beautiful Blue Ocean — Property 314711

    Vacation Townhome rental in Key Largo area
    • Townhome
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • 1 half bathroom
    • beach, near the ocean
    • accept credit card
    Rates (shown in USD)
    $900 - $1200 per property per week

  10. 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
    • accept credit card
    Rates (shown in USD)
    $613 - $1150 per property per week

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