Vacation Rentals & Apartments in Longboat Key

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Surprise Yourself With Unforgettable Deluxe Villa w/ Private Pool+Spa+Baby Gears

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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Price per night from

$403

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Price per night from

$403

Treat Yourself and Family to a Deluxe Villa w/ Superb Rooms+Private Hot Tub

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“A good choice for our family” This place was as expected, except that the floors needed mopping. This home is advertised as children friendly, but bare feet and small children soon became dirty by crawling on these floors! We began our stay by double mopping both ground and upper floors, as well as the stairs. Other than that, we were happy with our stay, and would choose this place again!

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Price per night from

$137

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Price per night from

$403

⭐Deluxe Villa+Private Pool+Hot Tub+Theatre Room+Pool with Waterslides⭐

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

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Price per night from

$402

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Price per night from

$114

Look No Further, Be at Ease ✦ Remarkable Value at Modern Private Oasis

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$114

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Price per night from

$403

Family & Friends Unite For Fun✩Amazing Villa w/ Unique Upscale Amenities

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

“Amazing” We had a family of 10 and it was enough space for us. The kids loved the pool and movie room. I liked house to house was so updated and beautiful. We definitely would stay here again.

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Price per night from

$331

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3 Bed Townhome | Disney Area | Pool & Balcony1507s

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Hair dryer

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Price per night from

$97

Make It Easy on Yourself |Great Location+Fabulous High-End Living Space

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Pets allowed, Hair dryer

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Price per night from

$125

Champions Gate #1 - Luxurious 8 Bedroom Pool Villa with Theater

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 of 2 match: Pets allowed, Hair dryer

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Price per night from

$401

Seek Thrills in a Urban Condo w/ Great Value Location+Patio+Premium Resort

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Hair dryer

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Price per night from

$125

1 of 2 match: Pets allowed, Hair dryer

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Price per night from

$137

Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$295

Best Winter Home in Homosassa Florida

Homosassa Springs house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$144

Sunset Suite

St. Pete Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$172

Alembert Estate Miami /Mimo/Wynwood/Design Distrct

Miami Shores house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$247

Perfect for traveling nurse professionals only.....

Brandon apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$67

Florida beautiful house, ready for vacations

Trinity house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 11 minutes

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$115

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$213

1 of 2 match: Hair dryer, Pets allowed

1 of 2 filters match

Price per night from

$114

Sabar Suite 1

Wellington studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$144

Charming Private Studio in Historic Downtown Area

Sarasota studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$258

One Bedroom in Historic Burns Square District downtown

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$316

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$305

Cozy 4-Bed Home - Affordable at Regal Palms!

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$114

Secure, Cozy & Cute Private Sleeping Studio for 2

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$234

Casablanca near to Wynwood Cozy and Relaxing Space

Miami studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Hair dryer, Pets allowed

1 of 2 filters match

Price per night from

$77

Comfortable South Miami Getaway

Miami house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$344

The Vue at Downtown Orlando

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$138

Beautiful 3 Bedrom House In Orange City

Orange City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$516

Modern Studio, Designer Kitchen Walkable Downtown

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$132

Alice's Beach Bungalows Private Oasis #2

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Hair dryer, Pets allowed

1 of 2 filters match

Price per night from

$229

Luxury Sarasota Golf Home

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Hair dryer, Pets allowed

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Price per night from

$368

X Alice's Beach Bungalows 2 bdrm 500' to Beach!

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Hair dryer, Pets allowed

1 of 2 filters match

Price per night from

$373

Beautiful Sunny Front Villa on canal / Steet level

Plantation apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Hair dryer, Pets allowed

1 of 2 filters match

Price per night from

$132

Best Sunrise in Miami..

Miami Lakes house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Hair dryer, Pets allowed

1 of 2 filters match

Price per night from

$344

Viewing 38 of 2,033
rentals in Longboat Key

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