Vacation Rentals & House Rentals in Osprey

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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
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Jacuzzi or hot tub
Garden
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DVD player
Grill
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Cot available
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Children's pool
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Cribs
Ceiling Fans
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Table tennis
Shared outdoor pool (heated)
Swing set or jungle gym
Fax machine
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Hair dryer
Stove
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Freezer
Linen provided
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Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
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Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
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Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
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Skiing – property near ski resort
Walking trips
Tennis in town
Nightlife

Water sports
Horse riding
Fishing
Golf course on site or within 15 min walk
Golf within 30mins drive
Waterfront

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13 Houses

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LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

2 bedrooms
2 bathrooms

sleeps 6

Match: Swing set or jungle gym

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Price per night from

$161

Great rentals within 20 miles that match your search

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Swing set or jungle gym

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Price per night from

$178

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Swing set or jungle gym

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Price per night from

$178

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 1 minutes

Match: Swing set or jungle gym

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Price per night from

$266

Luxury All Inclusive Fully Furnished House on the Gulf Coast in Venice Florida

Venice house

3 bedrooms
2 bathrooms

sleeps 2

Responds fast! avg. 54 minutes

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Price per night from

$267

Newly Updated Cozy Condo! 2x Pools~AC~WiFi. Near IMG~Beaches~AMI~Restaurants~SRQ

Bradenton condo

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 11 minutes

Match: Swing set or jungle gym

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Price per night from

$132

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Swing set or jungle gym

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Price per night from

$114

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Swing set or jungle gym

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Price per night from

$117

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom
1 bathroom

sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

Match: Swing set or jungle gym

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Price per night from

$115

GUEST HOUSE

Fruitville guest house

1 bedroom
1 bathroom

sleeps 2

Responds fast! avg. 29 minutes

Match: Swing set or jungle gym

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Price per night from

$107

Florida Ocean Front Condo

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Swing set or jungle gym

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Price per night from

$622

Seaplace Condo - 1975 GMD 104

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

Match: Swing set or jungle gym

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Price per night from

$192

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

3 bedrooms
2 bathrooms

sleeps 8

Match: Swing set or jungle gym

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Price per night from

$745

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Osprey Rentals

Per night

13 Houses

LUX VILLAs close to sparkling Siesta Key Beach.

+++ Clean & Bright +++ Minutes to Anna Maria Island

2 Bedroom, 2 Bathroom condo / Heated pool / 7 minute walk to beach

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Luxury All Inclusive Fully Furnished House on the Gulf Coast in Venice Florida

Newly Updated Cozy Condo! 2x Pools~AC~WiFi. Near IMG~Beaches~AMI~Restaurants~SRQ

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Just Minutes from the White Sandy Siesta Beach

GUEST HOUSE

Florida Ocean Front Condo

Seaplace Condo - 1975 GMD 104

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

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rentals in Osprey

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Osprey Rentals

Per night

13 Houses

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rentals in Osprey