Search Vacation Homes in Osprey

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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Vacation Homes in Osprey

Siesta Key Island Rentals
Room amenity

Siesta Key Island Rentals

3.0 star property
9.8 out of 10, Exceptional, (33)
"Great vacation stay "
The price is SAR 732
SAR 1,504 total
includes taxes & fees
8 Jun - 9 Jun
Siesta Key Island Rentals
Tropical Villas of Venice Beach
Beach nearby, beach umbrellas, beach towels

Tropical Villas of Venice Beach

3.5 star property
9.6 out of 10, Exceptional, (233)
"The property was in a quiet area and was very pleasant and comfortable. "
Tropical Villas of Venice Beach
Siesta Heron Suites & Villas
Condo, Pool View | Private kitchen | Full-size fridge, microwave, oven, stovetop

Siesta Heron Suites & Villas

3.5 star property
8.4 out of 10, Very Good, (31)
"Just want to provide a few words of advice to future guests: Although there is a coffee maker, its a Keurig so you'll need to buy kcups (we brought ground coffee). Minor issue: you may also need to BYO salt and pepper shakers, but perhaps by the time you are reading this previous guests will have left them behind. To be fair, the list of "what to bring" is clear that nothing is provided, so it might be best to check-in first, then go grocery shopping! "
The price is SAR 437
SAR 1,248 total
includes taxes & fees
6 Jun - 7 Jun
Siesta Heron Suites & Villas
Experience paradise steps away from Siesta Key Beach
Beach nearby, beach towels

Experience paradise steps away from Siesta Key Beach

9.8 out of 10, Exceptional, (198)
"We had a great family beach vacation. The unit is spacious and offers all the beachhead need for a great trip. Short walking distance to a private beach was great."
Experience paradise steps away from Siesta Key Beach
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Beach nearby, sun loungers, beach towels

Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

9.6 out of 10, Exceptional, (102)
"Beautiful property! Host was exceptional. Loved our time here! "
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows
Casa Azul 2Bed/1Bath
Terrace/patio

Casa Azul 2Bed/1Bath

9.4 out of 10, Exceptional, (60)
"Very comfortable and perfect location to the airport! "
The price is SAR 338
SAR 732 total
includes taxes & fees
22 Jun - 23 Jun
Casa Azul 2Bed/1Bath
GORGEOUS 3 Bedroom/2 Bath Home NEAR SIESTA KEY!
Fridge, microwave, oven, stovetop

GORGEOUS 3 Bedroom/2 Bath Home NEAR SIESTA KEY!

9.8 out of 10, Exceptional, (13)
"Our family stayed here for vacation and the property was great! Clean with a beautiful pool."
GORGEOUS 3 Bedroom/2 Bath Home NEAR SIESTA KEY!
3 houses from the Beach! Private Pool, Spa, and Ping Pong Table - Sunset Gulf
Beach

3 houses from the Beach! Private Pool, Spa, and Ping Pong Table - Sunset Gulf

9.6 out of 10, Exceptional, (57)
"Place was great, many rooms with great views. Really exceptional, Beautiful pool and patio, great bedrooms."
3 houses from the Beach! Private Pool, Spa, and Ping Pong Table - Sunset Gulf
Private Heated Pool House 6 miles from the Beach
Beach nearby, sun loungers, beach towels

Private Heated Pool House 6 miles from the Beach

9.8 out of 10, Exceptional, (228)
"Every step for rental went flawlessly. From check-in to condition of property to eminities. Everything was top notch and I would highly recommend this rental. "
Private Heated Pool House 6 miles from the Beach
Comfy private home In Venice, Florida - Heated Pool, Minutes From the Beach
Beach nearby, sun loungers, beach towels

Comfy private home In Venice, Florida - Heated Pool, Minutes From the Beach

9.8 out of 10, Exceptional, (145)
"Wonderful home and host. Just minutes from beaches. Great time had by all. "
Comfy private home In Venice, Florida - Heated Pool, Minutes From the Beach
Updated and Spacious, Minutes to Siesta Key and Downtown Sarasota, 2 Game Rooms
A heated pool

Updated and Spacious, Minutes to Siesta Key and Downtown Sarasota, 2 Game Rooms

10.0 out of 10, Exceptional, (8)
"Absolutely wonderful place to stay in the area. Check in was so smooth, and the hosts were so accommodating when it came to getting us into the home before the bad weather. Would absolutely stay here again!"
Updated and Spacious, Minutes to Siesta Key and Downtown Sarasota, 2 Game Rooms
Walk to Beach: Pet-Friendly Oasis on Manasota Key!
Beach nearby, beach umbrellas

Walk to Beach: Pet-Friendly Oasis on Manasota Key!

2.5 star property
10.0 out of 10, Exceptional, (22)
"Thanks!"
Walk to Beach: Pet-Friendly Oasis on Manasota Key!
Beautiful 3 BR pool home minutes from Siesta Key - Blue Dolphin
Fridge, microwave, oven, stovetop

Beautiful 3 BR pool home minutes from Siesta Key - Blue Dolphin

9.2 out of 10, Wonderful, (17)
"Safe, plenty of kitchen utensils, and excellent communication with the rental company. Everything was excellent, especially the location of the property."
Beautiful 3 BR pool home minutes from Siesta Key - Blue Dolphin
1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!
A heated pool

1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!

9.4 out of 10, Exceptional, (80)
"For a mini vacation you can't ask for more. It's a short drive to several beaches and has a pool. To top it off they offer use of there kayaks to use right off the dock!"
The price is SAR 746
SAR 1,706 total
includes taxes & fees
29 Jun - 30 Jun
1.3 Acres PETS Waterfront FUN! Caged/Heated Pool, 100' Pier, CANOES Kayaks incl!
120 steps to beach! Safely on the beach side of the road!
On the beach, sun loungers, beach towels

120 steps to beach! Safely on the beach side of the road!

9.8 out of 10, Exceptional, (170)
"Wonderful experience and memories for all ages"
The price is SAR 1,031
SAR 2,014 total
includes taxes & fees
28 Jun - 29 Jun
120 steps to beach! Safely on the beach side of the road!
Newly Renovated Large 4BR w/ Pool - Walk to Gated beach
Beach nearby, sun loungers, beach towels

Newly Renovated Large 4BR w/ Pool - Walk to Gated beach

9.4 out of 10, Exceptional, (35)
"This property is excellent!"
Newly Renovated Large 4BR w/ Pool - Walk to Gated beach
4 Bed pool House by Bay! Lido & Siesta Key Beaches very close
Exterior

4 Bed pool House by Bay! Lido & Siesta Key Beaches very close

9.8 out of 10, Exceptional, (108)
"We really enjoyed the property location, which allowed for nightly walks through a charming neighborhood to see the sunset over the beach. It is also convenient to the main thoroughfare and key attractions. Large backyard, plus room to spread out inside the house. Wonderful stay! "
4 Bed pool House by Bay! Lido & Siesta Key Beaches very close
Oceanfront home
Outdoor pool, a heated pool

Oceanfront home

9.6 out of 10, Exceptional, (77)
"Sitting at the dock in the late evening was beautiful!"
Oceanfront home
3 bedroom Home with Pool Near Downtown.
Property grounds

3 bedroom Home with Pool Near Downtown.

9.2 out of 10, Wonderful, (41)
"Really enjoyed our stay at this lovely home. We've been up and down the east coast this year and this place is one of our favorites. Very clean and tasteful interior. Enjoyed sitting on back patio during our down time. We will be back!."
3 bedroom Home with Pool Near Downtown.
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches
Terrace/patio

Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches

7.6 out of 10, Good, (10)
"The home was great, it had everything we needed for our stay. "
The price is SAR 591
SAR 1,759 total
includes taxes & fees
6 Jun - 7 Jun
Updated Large Pool Home w/Game Room W/Pool Table & Darts Only 1/2 Mile Beaches
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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