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Featured Villas in Osprey and around

Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
9.8 out of 10, Exceptional, (86)
"Original description made it sound like the pool was in close proximity to the unit along with being able to watch the sunrise. Not so. While the walk and crossing the street to get to the pool was not a huge distance, it was further than we wanted to walk. The Gulf was beautiful, the sand was HOT and rough walking on it barefoot. All in all we had a wonderful time. Weather cooperated and we returned home to a 25° temperature difference. We are already talking about next year."
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach.
9.8 out of 10, Exceptional, (77)
"Location was great to the beach and village. We even had fresh flowers upon arrival."
Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach.
Direct Beachfront Gulf with Amazing Views
9.8 out of 10, Exceptional, (84)
"we had a great stay , the view was fantastic from the unit and the sunsets was amazing. It was just as it was listed. The amenities was great in the unit. and very comfortable. Had an issue with ac but it was addressed and fixed right away"
Direct Beachfront Gulf with Amazing Views
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Venice Island / Venice Beach Luxury Villa
9.4 out of 10, Exceptional, (98)
"The place is nice, but in need of some upgrades. Nice sofa-bed in living room."
Venice Island / Venice Beach Luxury Villa
Luxury home 3 King suites,private setting, pool,1 mile to beach wi-fi,games room
9.6 out of 10, Exceptional, (64)
"This property looked exactly like it was presented on the website. Very clean! Great pool. Good location. Only complaint we had was the grill needs updated . We will definitely stay here again!"
Luxury home 3 King suites,private setting, pool,1 mile to beach wi-fi,games room
Luxurious Private Villa,Heated pool, 1 mile to beach, 3 King suites,Free wi fi
9.6 out of 10, Exceptional, (89)
"The house was perfect for our family vacation during spring break! We had 4 adults and 3 children. The house was perfect and the pool was a big hit for our kids. Great location with a short drive to different beaches and attractions. Would highly recommend!"
Luxurious Private Villa,Heated pool, 1 mile to beach, 3 King suites,Free wi fi
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Charming 3 bd 2 ba villa in cool Bradenton. WiFi AC laundry lanai community pool
Paradise with a pool, pier and private beach area
9.0 out of 10, Wonderful, (18)
"The location of this house is spectacular! Beautiful view of the Intercostal ! I was so excited to share this house with friends and family. There were several things that were not what I would have expected to encounter in a home of this stature. There were at least 3 chairs and a sofa that were badly soiled. Drawers in the kitchen were dirty with someone else’s crumbs. I have a dog and I know how important it is to pick up after her but upon my arrival, I was checking things out and noticed...
Paradise with a pool, pier and private beach area
Ground Floor Luxury Villa Steps From Venice Beach
9.2 out of 10, Wonderful, (93)
"Location is top shelf. We're coming back."
Ground Floor Luxury Villa Steps From Venice Beach
House in Venice Gardens, New Pool Enclosure, Heated Pool, Wi-Fi, Waterfront
9.2 out of 10, Wonderful, (64)
"Property is in a great location to downtown Venice, shopping,restaurants, and beaches. We really enjoyed the Lanai and heated pool. Had a great time watching the birds and wild life."
House in Venice Gardens, New Pool Enclosure, Heated Pool, Wi-Fi, Waterfront
Luxury Villa steps from Venice Beach Children friendly
9.4 out of 10, Exceptional, (91)
"Pleased with design-openess, light, full kitchen. Good air conditionng and dehumidification system. Very adequate grill and beach accessories.. Negative-thin walls, unfiltered water. Stairway and balcony could be cleaner. Bathroom window needs sun shade."
Luxury Villa steps from Venice Beach Children friendly
Waterfront Paradise Bay
10.0 out of 10, Exceptional, (72)
"Beautiful location and wonderful room!"
Waterfront Paradise Bay
Beautiful 3 Bedroom 2 Bath, With A Quick Walk to Siesta Beach!
Beautiful 3 Bedroom 2 Bath, With A Quick Walk to Siesta Beach!
2 Minute Walk to Siesta Beach (really!!) Great value, great location !!!
9.8 out of 10, Exceptional, (54)
"This is a great place to stay close to the beach and local shops. Owner was great to deal with and everything was clean. Had a great stay, only wish it was longer!"
2 Minute Walk to Siesta Beach (really!!) Great value, great location !!!
Private, modern, luxury villa with heated pool & spa- 6 min to beach
10.0 out of 10, Exceptional, (38)
"The property was very clean, outfitted with everything you would need for your stay. A beautiful home with a great outdoor pool and patio. Really enjoyed our stay."
Private, modern, luxury villa with heated pool & spa- 6 min to beach
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
10.0 out of 10, Exceptional, (6)
"Absolutely loved our stay. Beautiful place. Tons of room, well furnished, close to beach and restaurants. Excellent communication with the host of you need anything."
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
10.0 out of 10, Exceptional, (121)
"This is a beautiful and spacious house. Less than a half mile to the beach, so we walked each time. This gave us the opportunity to see a lot of wildlife along the intercostal. The house had everything we needed for the week. We would definitely stay here again."
Top Rated Villa For Rent! Short Walk To Beach. Swimming Pool. Family-Friendly
2 Miles from Siesta Key - Modern Apartment w/ hot tub
9.6 out of 10, Exceptional, (19)
"Stay went well. Nice to have met Shannon in person, was helpful getting situated upon arrival! Suggestions: had some difficulty accessing wi/fi. Instruction folder in unit with information on wi/fi access and how to use tv settings maybe helpful! Shade on side door glass would enhance privacy! Overall very quiet setting and comfortable bed to sleep in!"
2 Miles from Siesta Key - Modern Apartment w/ hot tub
Walk to the Beach and Village - Dolphin Villa
9.4 out of 10, Exceptional, (9)
"Cute unit. Nice pool. Close to town and beach. TV in MB didn’t work. Internet sketchy. Roku tv. We didn’t need the tv so much, as we were out most of the time."
Walk to the Beach and Village - Dolphin Villa
Cozy Condo on Siesta Key with Beach and Pool Access!
Cozy Condo on Siesta Key with Beach and Pool Access!
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See all available properties in Osprey
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

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (4364)
"EXCELENT PLACE FOR VACATION "
The price is €207
per night
6 Jun - 7 Jun
Tropical Beach Resorts
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2003)
"Great price and cleanliness. Would stay again. "
The price is €148
per night
2 Jun - 3 Jun
Hibiscus Suites - Gateway to Siesta Key
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (164)
"The units are very spacious, clean and tastefully decorated. The pool is underwhelming as is the hot tub. Access to the beach was as advertised but losing the lounge chairs and umbrellas by 5:00 p.m.,hours before sunset is not ideal, especially for those with mobility issues who want to remain for the sunset, a highlight of the day. My children looked forward to paddle boarding and kayaking (as advertised) and inquired several times during our multiple day stay but were told none were available....
The price is €636
per night
19 Jun - 20 Jun
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.

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