Find Vacation Rentals in Osprey Village

We have 568 properties to choose from
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Popular Osprey Village Vacation Rentals

Find the perfect Osprey Village vacation rental

Cottage Osprey Village
from $143 per night
Cottage ∙ 2 guests ∙ 1 bedroom

70 m² Cottage

5.0
Outstanding(42 ratings)
Osprey Village, Osprey, Florida, United States
Vrbo
Details
Condo Osprey Village
from $318 per night
Condo ∙ 8 guests ∙ 4 bedrooms

131 m² Condo

4.9
Outstanding(94 ratings)
Osprey Village, Osprey, Florida, United States
Vrbo
Details
Cottage Osprey Village
from $240 per night
6 guests ∙ 3 bedrooms

Cottage

Osprey Village, Osprey, Florida, United States
Vrbo
Details
Condo Osprey Village
from $294 per night
Condo ∙ 5 guests ∙ 2 bedrooms

118 m² Condo

4.8
Outstanding(81 ratings)
Osprey Village, Osprey, Florida, United States
Vrbo
Details
House Osprey Village
from $212 per night
6 guests ∙ 3 bedrooms

House

5.0
Outstanding(51 ratings)
Osprey Village, Osprey, Florida, United States
Vrbo
Details
Condo Osprey Village
from $158 per night
Condo ∙ 4 guests ∙ 2 bedrooms

86 m² Condo

4.6
Excellent(10 ratings)
Osprey Village, Osprey, Florida, United States
Vrbo
Details
House Osprey Village
from $143 per night
10 guests ∙ 3 bedrooms

House

Osprey Village, Osprey, Florida, United States
Vrbo
Details
House Osprey Village
from $130 per night
4 guests ∙ 2 bedrooms

House

Osprey Village, Osprey, Florida, United States
Vrbo
Details
Apartment Osprey Village
from $271 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

114 m² Apartment

Osprey Village, Osprey, Florida, United States
HomeToGo
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Vacation rentals with a balcony

Condo  Osprey Village
from $370 per night
Condo ∙ 6 guests ∙ 3 bedrooms

80 m² Condo

4.7
Excellent(6 ratings)
Osprey Village, Osprey, Florida, United States
Balcony
Vrbo
Details
Condo  Osprey Village
from $208 per night
6 guests ∙ 2 bedrooms

Condo

4.7
Excellent(19 ratings)
Osprey Village, Osprey, Florida, United States
Balcony
Vrbo
Details
Condo  Osprey Village
from $177 per night
Condo ∙ 4 guests ∙ 2 bedrooms

59 m² Condo

4.9
Outstanding(12 ratings)
Osprey Village, Osprey, Florida, United States
Balcony
Vrbo
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Recommended Rentals With Pools

Apartment  Osprey Village
from $333 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

108 m² Apartment

Osprey Village, Osprey, Florida, United States
Pool
HomeToGo
Details
Condo  Osprey Village
from $118 per night
Condo ∙ 4 guests ∙ 1 bedroom

86 m² Condo

4.9
Outstanding(18 ratings)
Osprey Village, Osprey, Florida, United States
Pool
Vrbo
Details
Condo  Osprey Village
from $283 per night
Condo ∙ 6 guests ∙ 3 bedrooms

177 m² Condo

5.0
Outstanding(8 ratings)
Osprey Village, Osprey, Florida, United States
Pool
Vrbo
Details
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Pet-Friendly Homes and Apartments

House  Osprey Village
from $182 per night
House ∙ 6 guests ∙ 2 bedrooms

121 m² House

5.0
Outstanding(22 ratings)
Osprey Village, Osprey, Florida, United States
Pet-friendly
Vrbo
Details
House  Osprey Village
from $170 per night
House ∙ 6 guests ∙ 3 bedrooms

88 m² House

5.0
Outstanding(2 ratings)
Osprey Village, Osprey, Florida, United States
Pet-friendly
Vrbo
Details
House  Osprey Village
from $858 per night
House ∙ 10 guests ∙ 4 bedrooms

249 m² House

4.3
Very good(16 ratings)
Osprey Village, Osprey, Florida, United States
Pet-friendly
Vrbo
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in Osprey Village?

Usually, a stay in Osprey Village starts at $116 per night.

Is it possible to compare multiple vacation rentals in Osprey Village?

At the moment there are 568 vacation rentals available for you to choose from.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Osprey

Looking for the perfect vacation rental for your Osprey getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Osprey offers 147 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 134 properties with high-speed WiFi Internet, 107 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $4440 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Osprey has 147 gorgeous homes with 44 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 6 vacation rental sites in Osprey where the top providers in that area are HomeAway, TripAdvisor, and Expedia. There are 123 HomeAway rentals, 7 TripAdvisor short term rentals and 7 Expedia vacation rentals.

Popular Day Trips Near Osprey Village

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