Book Luxury Short Stay Rentals in Monroe County

We selected the best homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights

Wonderland Mansion

Wonderland Mansion

  • 18 guests

  • 6 bedrooms

Polk County, Florida

This mansion is the perfect holiday villa for big groups and families. You're just minutes from Disney and Orlando's best attractions – but there's plenty inside to keep everyone entertained, too.

Sunshine Ranch

Sunshine Ranch

  • 13 guests

  • 5 bedrooms

Osceola County, Florida

This brand new 5-bedroom, 4-bathroom vacation rental with a pool is located in the Storey Lake Resort, providing an unforgettable vacation. The bedrooms consist of two king bedrooms, one king suite, one bedroom with a full and twin bed, and one bedroom with a bunk bed twin over full with a twin trundle bed.

Your Patch of Paradise

Your Patch of Paradise

  • 20 guests

  • 8 bedrooms

Manatee County, Florida

Generally reserved for golfing enthusiasts and beach lovers, this Florida home caters to both, but not without its own charm. A little paradise with a 'beach' for a backyard, volleyball and pickleball courts, a private swimming pool with fountains, ping pong and table football, and more, boredom is unlikely.

Floridian Retreat

Floridian Retreat

  • 16 guests

  • 6 bedrooms

Urban Estates, Vineyards

Lying just outside of the sunny city of Naples on Florida’s west coast, this sprawling villa has plenty to offer for those looking for a relaxing getaway. Whether it’s the pickleball court, private gym or half basketball court beckoning you in, or the enticing pool or sauna catching your eye, this house has something for everyone.


We selected the top 3% holiday homes in Monroe County Short Stay Rentals

Explore the 2 most perfect homes in our collection

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Most popular homes

Beach Bliss Retreat

Beach Bliss Retreat

  • 10 guests

  • 4 bedrooms

Fort Walton Beach, Okaloosa County

Coastal Outlook

Coastal Outlook

  • 8 guests

  • 3 bedrooms

Fort Walton Beach, Okaloosa County

Cocktails on the Beach

Cocktails on the Beach

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Sunshine Magic

Sunshine Magic

  • 16 guests

  • 8 bedrooms

Coral Ridge, Fort Lauderdale

A Florida Place to call Home

A Florida Place to call Home

  • 10 guests

  • 4 bedrooms

Lake County, Florida

Oyster & Pearl

Oyster & Pearl

  • 8 guests

  • 3 bedrooms

Hilton Head Island, Beaufort County

Bergamot & Sunshine

Bergamot & Sunshine

  • 6 guests

  • 2 bedrooms

Hollywood South Central Beach, Hollywood

Octopus' Garden

Octopus' Garden

  • 6 guests

  • 3 bedrooms

Orange Beach, Baldwin County

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Check upcoming rates & availability for Monroe County Short Stay Rentals


Frequently asked questions

Browse our curated collection of Short Stay Rentals in Monroe County, Florida, United States. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Monroe County luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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