Clearwater, FL Vacation Rentals

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1,162 beach rentals

Beautiful Downtown Miami Room with a View!

Miami apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: $85 Staffed property

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Price per night from

$63

Private Studio 1 bed & 1 bath Quiet & Relaxing

Brandon studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 55 minutes

Match: $85 Staffed property

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Price per night from

$55

Family-friendly 2-bedroom resort condo

Kissimmee condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: $85 Staffed property

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Price per night from

$68

NEW Private relaxing modern studio close to everything

Brandon studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 55 minutes

Match: $85 Staffed property

All filters match

Price per night from

$55

Deluxe King suite. 2, king rooms no tub also available Feb 23 and 24

Four Corners condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: $85 Staffed property

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Price per night from

$79

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Queen Bed Room at Palm Grove Inn Downtown St Pete

St. Petersburg hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$343

Cozy Enchanted Oaks Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$100

Serenity at Paradise Lakes

Lutz condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Staffed property

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Price per night from

$97

Best location! beautiful Penthhouse near Disney

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$227

Luxury for Eight

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$229

Awesome 3 Bedroom Home, Near Disney free Parking, Free Wi-Fi Shared Pool

Kissimmee townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$223

The Best Location in Cocoa Beach

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$154

ONCE UPON A TIDE Beautiful Getaway in Sanibel

Sanibel Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 1 match: Staffed property

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Price per night from

$343

Cape Comfort Suite

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Staffed property

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Price per night from

$206

Three Sisters - Pelican

Crystal River apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$12,549

Shorewalk waterfront Condo Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.

Responds fast! avg. 2 hours 1 minutes

1 of 1 match: Staffed property

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Price per night from

$95

Wyndham Bonnet Creek Resort

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 39 minutes

1 of 1 match: Staffed property

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Price per night from

$337

Sleeping Room, Private Entrance and use of RV Park Bathrooms, Beach and Marina

Key Largo private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 37 minutes

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$143

Comfortable South Miami Getaway

Miami house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$343

Christmas and New Year's Eve in Orlando, FL, 2- 8 people, 12/25-1/1

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$270

502 Beach Place top floor condo view of bridge, water/John's Pass

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$377

Spring Break at Silver Lake

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$202

Doorstep of Disney! 2-Bedroom Condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$274

THE FOUNTAINS

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$172

Beachfront Luxury 2 Bedroom - Sun Fun Paradise

Marco Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$132

Motel Room #2, Private Entrance, Beach and Marina

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 37 minutes

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$211

Family 4 BR Town home-gated resort-Disney World

Orlando townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 16 minutes

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$193

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$445

Orlando 1 BD Bonnet Creek inside Gates of Disney World Florida

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$314

Ocean front condo at Vistana Beach Club

Jensen Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$514

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$1,113

4 Bedroom Near Disney, Free Parking & Wi-Fi, Shared Heated Pool & Hot Tub

Celebration townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 53 minutes

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$246

Tuscany Village

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$343

🏝Paradise on the Sarasota Bay, Close to Gulf Beaches🏝 (Sarasota)

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$193

Anglers Inn Floating Suite 1 - Luxury Houseboat - World Class Inshore Fishing

Crystal River houseboat

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$421

Entire 4BD Home/Near Disney/BBQ/Parking/Wi-Fi/Shared Pool Heated/Great Layout

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$246

Florida Landscape

Williamsburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$125

Design district, great apartment

Miami apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 1 match: Staffed property

1 of 1 filters match

Price per night from

$193

Viewing 38 of 1,162
rentals in Clearwater

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