Vacation Rentals in Osprey, FL

28 rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Osprey, FL

Book a vacation rental in Osprey that has the highest visitor rating. Here are 6 of the best vacation rentals in Osprey.
2BR/2BA 1st Floor Condo in Stoneybrook Golf & Country Club
10

Excellent

·
Stoneybrook Golf and Country Club
·
2 br
·
Sleeps 4
·
Residents Lounge · Pool · Elevator ·
From
$81/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Residents Lounge
Pool
Elevator
Fitness Center
Furnished
Oven
Hot Tub
Air Conditioning
Other spaces
Outdoor Space, Kitchen
Stoneybrook Golf & CC
10

Excellent

·
Stoneybrook Golf and Country Club
·
2 br
·
Sleeps 4
·
Air Conditioning · Hot Tub · Furnished ·
From
$82/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Air Conditioning
Hot Tub
Furnished
Dishwasher
Swimming Pool
Wifi
Beach
Pool
Other spaces
Kitchen, Outdoor Space
Beautiful Resort Style Condo in Sunny Florida, Enjoy Golfing, Tennis/Pickleball
10

Excellent

·
Stoneybrook Golf and Country Club
·
2 br
·
Sleeps 4
·
Air Conditioning · Hot Tub · Outdoor Space ·
From
$116/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Air Conditioning
Hot Tub
Pool
Dishwasher
In Unit Laundry
Elevator
Wifi
Fitness Center
Other spaces
Balcony, Kitchen
Beautiful home on an 18 holes golf course
10

Excellent

·
Stoneybrook Golf and Country Club
·
4 br
·
Sleeps 8
·
Dishwasher · Private Pool · Swimming Pool ·
From
$343/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Dishwasher
Private Pool
Swimming Pool
Residents Lounge
Furnished
Fitness Center
Air Conditioning
Hot Tub
Other spaces
Kitchen, Outdoor Space
Corner 2-bed / 2-bath Unit #926, in the Stoneybrook Golf and Country Club
10

Excellent

·
Stoneybrook Golf and Country Club
·
2 br
·
Sleeps 6
·
Kitchen · In Unit Laundry · Pool ·
From
$108/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
In Unit Laundry
Pool
Dishwasher
Wifi
Air Conditioning
Swimming Pool
Garage Parking
Fitness Center
Other spaces
Kitchen, Walk In Closets
Amazing 2 bedroom unit located on golf course near Siesta Key Beaches
10

Excellent

·
Stoneybrook Golf and Country Club
·
2 br
·
Sleeps 4
·
Kitchen · Furnished · In Unit Laundry ·
From
$98/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Furnished
In Unit Laundry
Fitness Center
Dishwasher
Air Conditioning
Pool
Wifi
Swimming Pool
Other spaces
Kitchen, Outdoor Space

Our Recommended Vacation Rentals in Osprey, FL

We analyzed vacation rentals in Osprey from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Osprey to help you find a deal for your next trip.
Cozy 2BR Florida Home Near the Shore!

No rating

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Sarabay Acres
·
2 br
·
Sleeps 6
·
Central Heat · Air Conditioning · Outdoor Space ·
From
$216/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Central Heat
Air Conditioning
In Unit Laundry
Microwave
Free Parking
Business Center
Dishwasher
Tv
Other spaces
Outdoor Space, Kitchen
King Bed & Patio, Minutes to the Beach

No rating

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Sarabay Acres
·
2 br
·
Sleeps 6
·
Outdoor Space · Air Conditioning · Workspace ·
From
$305/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Air Conditioning
Business Center
Oven
Tv
Microwave
In Unit Laundry
Free Parking
Central Heat
Other spaces
Workspace, Kitchen, Garden
Available in 2024-Quiet spacious condo in Osprey

No rating

·
Osprey
·
2 br
·
Microwave · Fitness Center · On Site Laundry ·
From
$70/night
Min stay: 30 nights
Property
Condo · 2 Beds · 2 baths
Amenities
Microwave
Fitness Center
On Site Laundry
Dishwasher
In Unit Laundry
Swimming Pool
Assigned Parking
High Ceilings

Budget-Friendly Vacation Rentals in Osprey, FL

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Osprey starting at $65. Use the price filter at the top of the page to search for more specific prices.
Stoneybrook Golf Community. 1st floor. 2bed2bath.

No rating

·
Stoneybrook Golf and Country Club
·
2 br
·
Sleeps 4
·
Furnished · Workspace · Kitchen ·
From
$65/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Furnished
Dishwasher
Pool
Air Conditioning
Assigned Parking
On Site Laundry
Residents Lounge
In Unit Laundry
Other spaces
Workspace, Kitchen, Walk In Closets, Outdoor Space
Sarasota Stoneybrook Golf Condo near Siesta Key
10

Excellent

·
Stoneybrook Golf and Country Club
·
Studio
·
Sleeps 6
·
Elevator · Residents Lounge · Balcony ·
From
$92/night
Check availability
Property
Condo · Studio · 2 baths
Amenities
Elevator
Residents Lounge
Furnished
Wifi
In Unit Laundry
Dishwasher
Air Conditioning
Pool
Other spaces
Balcony, Kitchen
Completely Renovated 2 BR + Den condo @ Stoneybrook CC

No rating

·
Stoneybrook Golf and Country Club
·
2 br
·
Sleeps 6
·
Furnished · Kitchen · Hot Tub ·
From
$93/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Furnished
Hot Tub
Residents Lounge
Swimming Pool
Oven
In Unit Laundry
Pool
Air Conditioning
Other spaces
Kitchen, Balcony
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Updated: February 23, 2024