Vacation rentals, and vacation rentals by owner in Osprey, condos, townhomes, vacation home rentals, and other vacation rentals in Osprey
Find your dream vacation rental home in Osprey. Make your vacation to a perfect one by finding a home away from home. To find the perfect vacation rental home in Osprey it is important to first define your criteria of what is important to you. Refine your search to include your ideal price range, size, or use the keyword search to include “near the beach” to find the vacation rental that will best suit you needs. Find your perfect vacation rental home in Osprey and inquire today.
This updated second floor condo is bright & cherry with a western exposure and pond view from the lanai.
2 bedroom, 2 baths with washer/dryer, carport parking all the amenities in the popular community of Mission Lakes.
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Mission Lakes 430J - 1 Month Min
Venice, FL
United States
(9.12 Miles)
Condo
Ad Score: 21
$4,000.00 USD / Month
Bedrooms: 2
Bathrooms: 2 Sleeps 4
Mission Lakes 430J - 1 Month Min
This 2 bedroom 2 bath is located on the 2nd floor at Mission Lakes. Includes lanai looking over a lake and washer & dryer.
Mission Lakes offers 3 heated pools and is near shopping, golf and restaurants.
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Villa Le Grand 607
Venice, FL
United States
(7.21 Miles)
Villa ( Adventure )
Ad Score: 19
$4,400.00 USD / Month
Bedrooms: 2
Bathrooms: 2 Sleeps 4
Villa Le Grand 607
Beautiful villa located in Villa Le Grand. 2 bedroom 2 bath, with lanai, garage and washer/dryer. Community heated pool. Close to Venice Island, beach and shopping.
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Beachplace Rental on Longboat Key
Longboat Key, FL
United States
(12.51 Miles)
Condo ( Beach )
Ad Score: 24
$5,500.00 - $12,000.00
Bedrooms: 2
Bathrooms: 2 Sleeps 4
Beachplace Rental on Longboat Key
Beautiful beachfront unit on the 2nd floor with lake view and partial Gulf. This is a beautifully appointed 2 bedroom, 2 bath unit with many modern upgrades. It just feels like home. It was decorated by Anne Folsom Smith. It has many custom featu...
905 Cumberland Rd - 1 Month Min
Venice, FL
United States
(10.95 Miles)
Single Family House ( Adventure )
Ad Score: 22
$5,000.00 USD / Month
Bedrooms: 2
Bathrooms: 2 Sleeps 4
905 Cumberland Rd - 1 Month Min
This beautifully renovated home can be your escape from the winters. It is a 2 bedroom and 2 bath home located in South Venice. Open yard with a nicely manicured outdoor patio, and a beautiful Florida room. This home will give you that home away from...
Live The Golf Lakes Lifestyle
Bradenton, FL
United States
(18.40 Miles)
Single Family House ( Golf )
Ad Score: 29
$2,200.00 - $2,400.00 USD / Month
Bedrooms: 2
Bathrooms: 2 Sleeps 4
Live The Golf Lakes Lifestyle
Now renting for winter 2024. Association requires 3 month minimum. Vacation in beautiful,amenity filled Golf Lakes with a 3 month minimum! This gated, 55+ community has it all! Beautiful 40' x 60' heated pool, Jacuzzi spa, Par 3 9 hole golf course,...
Waterside Village 408 Laurel Lake Dr. #203 - 3 Month Min
Venice, FL
United States
(9.43 Miles)
Condo
Ad Score: 20
$4,200.00 USD / Month
Bedrooms: 2
Bathrooms: 2 Sleeps 4
Waterside Village 408 Laurel Lake Dr. #203 - 3 Month Mi...
2 bedroom 2 bath, eat in kitchen, W/D, lanai, 2nd floor overlooking a lake. Nice light and bright unit. Internet service. Waterside Village is off Jacaranda Blvd., heated pool, club house and tennis courts. Near shopping, golf courses and easy access...
Plantation - 433 Cerromar Lane #338 - 1 Month Min
Venice, FL
United States
(12.50 Miles)
Condo ( Golf )
Ad Score: 23
$4,400.00 USD / Month
Bedrooms: 2
Bathrooms: 2 Sleeps 4
Plantation - 433 Cerromar Lane #338 - 1 Month Min
This 1st floor, corner unit, 2 bedroom, 2 bath condo is located in Plantation - Farmington Vista. Has a view of the golf course.
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Willow Springs-3004 Community Center Dr- 3 Month Min
Venice, FL
United States
(10.74 Miles)
Single Family House
Ad Score: 21
$5,200.00 USD / Month
Bedrooms: 2
Bathrooms: 2 Sleeps 4
Willow Springs-3004 Community Center Dr- 3 Month Min
This is 2 bedrrom, 2 bath home with den. Includes, lake view, garage, Florida room and lanai. Willow Springs community has a pool and clubhouse.
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*Tropical Paradise* 2 Bed 2 bath Condo in Wildewood Springs
Bradenton, FL
United States
(18.99 Miles)
Condo ( Beach )
Ad Score: 29
$2,800.00 - $3,200.00 USD / Month
Bedrooms: 2
Bathrooms: 2 Sleeps 4
*Tropical Paradise* 2 Bed 2 bath Condo in Wildewood Spr...
AVAILABLE April 1, 2023 with a 3 month minimum. Reserved 01/01/2024 through 03/31/2024. Rent this lovely second floor walkup 2-bedroom 2 bath condominium home, located in a beautifully lush, landscaped setting.
Less than 6 miles to Anna Maria Is...
Woodlake 2072 Oakridge - 1 Month Min
Venice, FL
United States
(11.07 Miles)
Condo
Ad Score: 21
$4,200.00 USD / Night
Bedrooms: 2
Bathrooms: 2 Sleeps 4
Woodlake 2072 Oakridge - 1 Month Min
This 1st floor 2 bedroom 2 bath, Includes, 1-car garage, king size bed, lanai, washer & dryer and gas grill. Community heated pool, near shopping and golf, easy access to I-75
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Bayshore On The Lake
Bradenton, FL
United States
(19.68 Miles)
Condo ( Beach )
Ad Score: 29
$2,450.00 - $2,650.00 USD / Month
Bedrooms: 2
Bathrooms: 2 Sleeps 4
Bayshore On The Lake
Available for high season 2024 - 2025 with a 3 month minimum. Bayshore on the Lake is a 55 plus community located in West Bradenton. This complex is located close to shopping, restaurants and is an easy drive to some of Florida's most beautiful Gulf ...
Lakewood National Home with Private Heated Saltwater Pool!
Lakewood Ranch, FL
United States
(18.63 Miles)
Single Family House ( Golf )
Ad Score: 27
$4,900.00 USD / Month
Bedrooms: 3
Bathrooms: 2 Sleeps 6
Lakewood National Home with Private Heated Saltwater Po...
Reserved 10/29/2023 through 04/30/2024. Available May 2024 through October 2024 at only $4900 per month plus taxes and fees! What a great deal to enjoy Florida living at its best! This stunning 3-bedroom, 2 bathroom plus den executive style home fe...
Pool Home in Stoneybrook at Heritage Harbour
Bradenton, FL
United States
(21.10 Miles)
Single Family House ( Golf )
Ad Score: 29
$5,000.00 - $6,800.00 USD / Month
Bedrooms: 3
Bathrooms: 2 Sleeps 6
Pool Home in Stoneybrook at Heritage Harbour
Reserved Jan 5th 2024 through April 5th 2024. Located in the gated community of Stoneybrook at Heritage Harbour this 3 bedroom 2 bath home features an outstanding golf course view! The large screen lanai and pool area overlooks the 11th hole where ...
348 Dorchester Dr.-1 Month Min
Venice, FL
United States
(11.44 Miles)
Single Family House
Ad Score: 19
$5,500.00 USD / Month
Bedrooms: 2
Bathrooms: 1.5 Sleeps 4
348 Dorchester Dr.-1 Month Min
This is a 2 bedroom 1 1/2 bath single family home located in Venice East. Pet negotiable and heated pool.
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Mission Lakes- 360 Three Lakes Lane L-1-Month Min
