Houses Osprey

/ Home
/ Vacation Rentals
/ United States
/ Florida
/ Osprey
Book with confidence.

Updating...

age 0-16
251 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

251 houses

Why am I receiving these results?

Dunmore

Osprey house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$218

CKBH (Casey Key Beach House)

Osprey house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$655

Great rentals within 20 miles that match your search

Seaside Vacation Home w/office

South Venice house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$211

Captiva Paradise Home close to IMG Academy & Siesta Key Beach

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 9 minutes

Match: Rental types

All filters match

Price per night from

$373

Lakefront Oasis 3 Bdrm House with Heated Pool minutes from village and beach

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types

All filters match

Price per night from

$689

North Port Country Home - Close to Mineral Springs

North Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$259

Another Day in Paradise

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 1 minutes

Match: Rental types

All filters match

Price per night from

$545

Match: Rental types

All filters match

Price per night from

$132

Venice Immaculate RemodeledHome-2 Bdr/2 Bath-Pool-WIFl&CABLE-2 Miles to Beach

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$172

Tiny House Siesta - Tiny House Amy

Siesta Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Rental types

All filters match

Price per night from

$378

Tiny House Siesta - Red Lifeguard Stand

Siesta Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Rental types

All filters match

Price per night from

$443

Seasonal Rental

Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$293

Peaceful, Private, Paradise in Englewood. House with heated pool

Englewood house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$259

Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Rental types

All filters match

Price per night from

$295

4 minute flip flop walk to the beach! Starfish 2/2

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$339

Near Img And Siesta Key Beach Paradise Home

Oneco house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$362

NEAR IMG ACADEMY AND SIESTA KEY BEACH PARADISE

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 9 minutes

Match: Rental types

All filters match

Price per night from

$431

#1 EXCLUSIVE Siesta Key Beach House /3 payments

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types

All filters match

Price per night from

$259

Florida Paradise Near Img Academy and Beach

Oneco house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$408

Beach house for rent in siesta key beach.

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Responds fast! avg. 1 hour 59 minutes

Match: Rental types

All filters match

Price per night from

$1,004

Venice Pool Home Centrally Located, Just Waiting For You

Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$276

University Park Country Club Property

Lakewood Ranch house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types

All filters match

Price per night from

$482

Venice Pool Home

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$224

Tiny House - Green Lifeguard Stand

Gulf Gate Branch house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Rental types

All filters match

Price per night from

$465

Tiny House - Blue Lifeguard Stand

Gulf Gate Branch house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Rental types

All filters match

Price per night from

$423

Tiny House - Margarita

Gulf Gate Branch house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$471

Tiny House - Seashell

Gulf Gate Branch house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types

All filters match

Price per night from

$315

Tiny House - Flamingo

Gulf Gate Branch house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Rental types

All filters match

Price per night from

$400

Tiny House - The Siesta

Gulf Gate Branch house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types

All filters match

Price per night from

$374

Great location, quiet, peaceful, and comfortable

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$46

Paradise 3 Bedroom Pool Home Close to Siesta Key Beach and IMG Academy

Braden River house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 9 minutes

Match: Rental types

All filters match

Price per night from

$373

The Suite Retreat Room at The Breathing Space Wellness House

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Rental types

All filters match

Price per night from

$345

Dream villa in a quiet location with private pool, private beach and Wi-Fi

South Venice house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$345

Beautiful house for rent at siesta key beach with pool, theater and game room

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

Responds fast! avg. 1 hour 59 minutes

Match: Rental types

All filters match

Price per night from

$2,856

New York Avenue Rancher

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types

All filters match

Price per night from

$446

BeautifulHome with Pool - 3 miles from Siesta Key Beach

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 38 minutes

Match: Rental types

All filters match

Price per night from

$241

"Lido Lookout" Beach Paradise Private Home on Lido Key

Lido Key house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Rental types

All filters match

Price per night from

$2,983

Almost Heaven

Englewood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types

All filters match

Price per night from

$287

Viewing 38 of 251
houses in Osprey

×

Also consider