Osprey Vacation Rentals

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Browse Select Osprey Vacation Homes

Room amenity
Siesta Key Island Rentals
3.0 star property
10.0 out of 10, Exceptional, (12)
"15 minute or less walk to everything you need. "
Siesta Key Island Rentals
Beach nearby, beach umbrellas, beach towels
Tropical Villas of Venice Beach
3.5 star property
9.6 out of 10, Exceptional, (191)
"They were so accommodating at Tropical Villas. As part of your stay you had beach chairs, beach umbrella, cooler, coffee pods, sand sifter, beach towels (all in your villa). On-site you have access to use bicycles and washer n dryer at no extra charge. The Elite Villa we stayed in had direct access to the enclosed bug free pool. Our room was extremly clean and reminiscent of old school Florida cottage. The grounds were lush and they even had a sweet little wild brown bunny who wondered around...
Tropical Villas of Venice Beach
House, Lakeside | Private kitchen
Siesta Heron Suites & Villas
3.5 star property
8.4 out of 10, Very good, (26)
"I like everything, thank you so much!!!"
The price is CA $174
CA $565 total
includes taxes & fees
Jun 4 - Jun 5
Siesta Heron Suites & Villas
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Beach nearby, sun loungers, beach towels
Steps From Beach. Private entrance.
9.8 out of 10, Exceptional, (73)
"We had a great time, place was nice, so close to the beach, provided everything we needed for spending a weekend at the beach. We will definitely be back! Thanks so much for letting us stay at your place!"
Steps From Beach. Private entrance.
Beach nearby, sun loungers, beach towels
Sarasota-Indian Beach Zen Home (private-pet friendly)
9.8 out of 10, Exceptional, (13)
"We love the home. It was clean and perfect for us with our Labrador. Good location, close to beaches and main street. Great restaurants close by and we walked down two blocks to each the sunset. Will definitely come back."
Sarasota-Indian Beach Zen Home (private-pet friendly)
Beach nearby, sun loungers, beach towels
Comfy private home In Venice, Florida -Solar Heated Pool, Minutes From the Beach
10.0 out of 10, Exceptional, (110)
"Overall just Fantastic. The house is exactly as advertised. Very clean, very comfortable, all needed amenities. The property is well maintained and taken care of. The location is perfect.... Restaurants and stores within 2 minute drive. Historic Downtown Venice and the beach is within 5-10 minute drive. The neighborhood is very quite and peaceful. Perfect place for family with a dog. We are very pleased and left very relaxed and recovered. Thank you very much to the owners for constant...
Comfy private home In Venice, Florida -Solar Heated Pool, Minutes From the Beach
Beach
Sarasota Paradise 4 Home Near IMG And Siesta Key Beach
9.0 out of 10, Wonderful, (6)
"We had a great time! It was in an area with lots to do for older teens and adults. Shopping, restaurants were close. Communication with property manager was top notch. Easy check in and check out. Not much to do as far as check out. The only negative was noise from the highway but not too bad."
Sarasota Paradise 4 Home Near IMG And Siesta Key Beach
Beach nearby, sun loungers, beach towels
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
9.6 out of 10, Exceptional, (98)
"My wife and I spent four days at the Gull. The location is excellent. Just around the corner and you are on the beach. Just one block walk and you are in Siesta Key old town eating and shopping. The air conditioning is a little different. Utilizing widow units and portable units. The portable unit’s exhaust air causing the bungalow to be in a huge negative. This causes a lot of hot attic air to be drawn in around the pocket door to the master bedroom. Overall we really enjoyed our stay and the...
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Beach towels
LOCATION! Cute & Quiet Venice Villa 2 min walk to direct access to Golden Beach
10.0 out of 10, Exceptional, (69)
"Clean, comfortable, well supplied, quiet neighborhood, steps to beach."
LOCATION! Cute & Quiet Venice Villa 2 min walk to direct access to Golden Beach
Beach nearby
New Luxurious Coastal Resort 3-Beedroom 2 Bath Private Pool
10.0 out of 10, Exceptional, (13)
"We were on a 2 week vacation to relax and rest. Our stay at Octopus Gardens did not disappoint!! Location was minutes from downtown, beaches and shopping!!! Easy drive from airport. The pool and hot tub were a treat if wanted to lounge around, grill and enjoy adult beverages. House was clean and provided all the comforts of being in your own home. Would give this property a 10 if we could!!! The owner was an absolute pleasure to work with and checked in on us to assure all was going well. Highly...
New Luxurious Coastal Resort 3-Beedroom 2 Bath Private Pool
Beach nearby
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -
10.0 out of 10, Exceptional, (164)
"5 of us stayed a week for a 60th birthday celebration ... we had a slight snafu with the door code accessing the property at checkin but it was resolved super fast and everything else was spot on! .. The house is lovely - the location is close to EVERYTHING .. we would stay here again 100% .. Highly recommend!!"
4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool -
Outdoor pool, a heated pool
SeaTurtle 🐢Bayfront w/ heated pool, steps to Beach, Sleeps 10, Pets🐾
9.8 out of 10, Exceptional, (39)
"Loved being on the bay side. Watching the boats. The beach was a short walk away. We enjoyed all the birds that visited throughout the day. Beautiful area. Very friendly."
SeaTurtle 🐢Bayfront w/ heated pool, steps to Beach, Sleeps 10, Pets🐾
Aerial view
Tropical paradise in the City 1mi to Main St, 10 min drive to beach. Walk/Bike
10.0 out of 10, Exceptional, (109)
"I believe that the location is convenient and the amenities offered are satisfactory."
Tropical paradise in the City 1mi to Main St, 10 min drive to beach. Walk/Bike
A heated pool
City Escape near Sarasota Downtown
9.8 out of 10, Exceptional, (17)
"This house was like home for my vacation. I wouldn’t hesitate to stay there again. The pool was fantastic, the beds super comfortable and the bonus electric scooters!!! Thank you CJ"
City Escape near Sarasota Downtown
Beach
Siesta Key Beach House...................steps to main beach!!
Siesta Key Beach House...................steps to main beach!!
Fridge, microwave, oven, stovetop
Chic Downtown Gem - The Cocoanut Hut, newly constructed
10.0 out of 10, Exceptional, (10)
"We came to Sarasota to celebrate my MIL’s 95th birthday. She resides at the Sarasota Bay club which is .6m from the property so it was very convenient. We found the property to clean and in good order. The beds were comfortable, the shower had good water pressure, the AC worked well and the exterior was well lighted at night."
Chic Downtown Gem - The Cocoanut Hut, newly constructed
Fridge, microwave, stovetop, dishwasher
Retreat Half-Mile to Beach/Siesta Key Village
9.0 out of 10, Wonderful, (23)
"There is nothing I can say more about this place. It was absolutely beautiful. It was very well instructed for check in and check out, restaurants that are top favorites, the decor inside was extremely gorgeous. The beds were comfortable, there was plenty of outback space to sit and relax. There is beach ready wagons and chairs if you didn’t bring yours. The host was extremely sweet and friendly with a quick reply. It was walking distance to beach access 5 and restaurants. I couldn’t have asked...
Retreat Half-Mile to Beach/Siesta Key Village
On the beach, sun loungers, beach towels
Private Beach and Incredible Sunsets-Exquisite Home
10.0 out of 10, Exceptional, (2)
"Everything was perfect! House was clean and spacious with a huge living room and dining room. Host was responsive to all questions and concerns."
The price is CA $678
CA $1,383 total
includes taxes & fees
May 23 - May 24
Private Beach and Incredible Sunsets-Exquisite Home
Beach nearby, sun loungers, beach towels
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
9.6 out of 10, Exceptional, (78)
"This was the perfect spot for us. We had everything we needed and Luda was great, helpful, and very communicative. The place was very clean. This was our first time in Lido and we can’t wait to come back!"
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Property grounds
Bianco Sands by Beachside Management
3.5 star property
8.2 out of 10, Very good, (80)
"Very nice and cosy place "
Bianco Sands by Beachside Management
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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.

Other property types in Osprey

Property amenity
Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4350)
"Very easy check in. Friendly staff"
The price is CA $169
CA $221 total
includes taxes & fees
May 23 - May 24
Tropical Beach Resorts
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (1994)
"We ended up staying here because the hotel we originally booked, sent us an email the day before we were leaving to tell us their pool would be undergoing maintenance while we were there (and the only place we wanted to be). We're so glad that happened because we loved the Hibiscus Suites! It exceeded any expectation we may have had. Russ and the rest of the staff was super friendly and accomodating, the rooms were BIG and completely updated, with a small kitchen, and living room, which we were...
The price is CA $185
CA $209 total
includes taxes & fees
May 22 - May 23
Hibiscus Suites - Gateway to Siesta Key
Sports facility
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (159)
"Great property for families! Front desk staff and managers were accommodating when a family emergency took place. Would recommend and will be back. "
The price is CA $607
CA $740 total
includes taxes & fees
May 28 - May 29
The Residences at Siesta Key Beach by Hyatt Vacation Club
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.

Osprey Vacation Homes information

Number of reviews
1,124
Accommodation
2713 Vacation Homes
Lowest Price
CA $174
Highest Price
CA $270

Recent Reviews in Osprey
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