The 10 best villas in Osprey, USA | Booking.com
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Villas in Osprey

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The best villas in Osprey

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Poolside Paradise Near Siesta Key Beach

Sarasota (Near Osprey)

Poolside Paradise Near Siesta Key Beach is located in Sarasota, 13 km from Marina Jack Restaurant And Marina, 13 km from Sarasota Opera, as well as 15 km from Sarasota County Visitor Information...

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews
Price from
US$392.32
1 night, 2 adults
Check availability

2bed/2bath Condo next to Siesta Key ~A Hidden Gem

Sarasota (Near Osprey)

Situated in Sarasota, 2bed/2bath Condo next to Siesta Key ~A Hidden Gem offers accommodation with a private pool. This property offers access to a balcony, free private parking and free WiFi.

C
Carrera
From
Netherlands
Beautiful villa! Great atmosphere, clean, great facilities and a great location
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 27 reviews
Price from
US$148.50
1 night, 2 adults
Check availability

5min from the beach 8 min from Siesta Key

Sarasota (Near Osprey)

Located in Sarasota in the Florida region, 5min from the beach 8 min from Siesta Key features a patio.

h
huanhua
From
China
i dont know, i was asked if i can cancel, she told, can not cancel. and i have no time to go there in the end, so i did not check in and live in here at all
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 20 reviews
Price from
US$198
1 night, 2 adults
Check availability

Pool Home on Gulf Gate 5min away from Siesta Key

Sarasota (Near Osprey)

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Pool Home on Gulf Gate 5min away from Siesta Key is located in Sarasota.

H
Helen
From
United Kingdom
We all thoroughly enjoyed our stay here. I have been many times to Sarasota and this was the best house that we have stayed in. It is close to the beach and all the shops.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews
Price from
US$3,000
1 night, 2 adults
Check availability

Tiny House Siesta

Sarasota (Near Osprey)

Tiny House Siesta offers self-catering tiny houses in Sarasota, Florida. Features include a kitchenette, TV, and free WiFi. Siesta Key is less than 1 km away and Siesta Key Beach is 1.6 km away.

R
REGINA
From
United States
I loved the location, the size of "The Starfish" was amazing! The house was very clean. Plenty of hot water :)
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 634 reviews
Price from
US$101
1 night, 2 adults
Check availability

Sunny Oasis Getaway -Heated Pool-Mini Golf-Near Beach

Nokomis (Near Osprey)

Featuring a garden, private pool and garden views, Sunny Oasis Getaway -Heated Pool-Mini Golf-Near Beach is set in Nokomis.

Z
Zuzana
From
Slovakia
Beautifull house with everything needed for the family stay. Can inly reccomend, very good communication with the owner. Thanks for all
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 20 reviews
Price from
US$264.34
1 night, 2 adults
Check availability

Sarasota Updated pool home, Near Siesta Key

Sarasota (Near Osprey)

Featuring air-conditioned accommodation with a private pool, garden view and a balcony, Sarasota Updated pool home, Near Siesta Key is located in Sarasota.

R
Rulo
From
United States
Location was good, home was nicely updated inside and overall comfortable.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 10 reviews
Price from
US$546.70
1 night, 2 adults
Check availability

Beautiful property on Siesta Key

Siesta Key (Near Osprey)

Featuring air-conditioned accommodation with a private pool, garden view and a patio, Beautiful property on Siesta Key is located in Siesta Key.

O
Olaf
From
Germany
We stayed at Derby Lane for the third time and had a great time once again. It is a cozy place in a quiet tropical neighborhood. We loved the pool and the short walk to Crrescent Beach. Mira and Deno are wonderful hosts.
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 53 reviews
Price from
US$200
1 night, 2 adults
Check availability

Siesta Key Beachside Villas

Sarasota (Near Osprey)

Siesta Key Beachside Villas is located in the heart of Siesta Key. It features an outdoor pool and free WiFi. Beach access is a 2 minutes' walk from the property.

a
andrea
From
United Kingdom
Spotlessly clean and perfect for relaxing in comfort
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 397 reviews
Price from
US$228.33
1 night, 2 adults
Check availability

Siesta Key Beach Resort and Suites

Sarasota (Near Osprey)

Located just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool. Guests can also enjoy access to free WiFi in common areas.

L
Leigh
From
United Kingdom
The location was amazing, walking distance from the beach and bars/restaurants. They also catered for everything you need to enjoy a day at the beach like the beach wagon, cool bag which they would fill with ice and waters if needed. The staff were very friendly and helpful. Our apartment was quite small but catered for our needs.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 684 reviews
Price from
US$286.25
1 night, 2 adults
Check availability
All villas in Osprey

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Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas in Osprey and surroundings in the past month

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Villas with swimming pools in Osprey and nearby

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 202 reviews

    Situated within 20 km of The John And Mable Ringling Museum Of Art and 14 km of Sarasota Opera, Siesta Heron Suites & Villas features rooms with air conditioning and a private bathroom in Siesta Key.

    From US$417.23 per night
  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 45 reviews

    Situated in Vamo, LUX VILLAs on beautiful Palmer Ranch offers a balcony with lake and pool views, as well as a year-round outdoor pool, hot tub and fitness centre.

    From US$356.50 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 23 reviews

    Crescent Beach 1011 #1, a property with an outdoor swimming pool, is located in Sarasota, 18 km from The John And Mable Ringling Museum Of Art, 20 km from Sarasota International Convention Center, as...

    From US$357.38 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 6 reviews

    Featuring air-conditioned accommodation with a private pool, pool view and a patio, Pool Home on Gulf Gate 5min away from Siesta Key is located in Sarasota.

    From US$3,640 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 30 reviews

    Set in Sarasota, Bernice 3bd2bth With Heated Pool Near Siesta Key! offers accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$487.24 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 10 reviews

    Featuring air-conditioned accommodation with a private pool, garden view and a balcony, Sarasota Updated pool home, Near Siesta Key is located in Sarasota.

    From US$578 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Featuring air-conditioned accommodation with a private pool, Sarasota - Dunmore 8730 is located in Sarasota. The 4-star holiday home is 21 km from The John And Mable Ringling Museum Of Art.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Featuring air-conditioned accommodation with a patio, Bayside Escape-Condo w Dock Pool and Near Beach is set in Sarasota.

Travelling by car? These villas in Osprey and nearby offer free parking

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Set 21 km from John And Mable Ringling Museum Of Art, Cute 3/2 Siesta home steps from Siesta waters offers accommodation with free WiFi and free private parking.

    From US$357.81 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Set in Sarasota, 19 km from John And Mable Ringling Museum Of Art and 19 km from The John And Mable Ringling Museum Of Art, Sarasota 15 min from Siesta offers a garden and air conditioning.

    From US$415.06 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Situated in Nokomis in the Florida region, Peaceful Nokomis Escape 5 Mins to Beach 55 features accommodation with free WiFi and free private parking.

    From US$251.87 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 634 reviews

    Tiny House Siesta offers self-catering tiny houses in Sarasota, Florida. Features include a kitchenette, TV, and free WiFi. Siesta Key is less than 1 km away and Siesta Key Beach is 1.6 km away.

    From US$167.24 per night

  • Boasting a hot tub, Midcentury Modern Beach Home - 8 min to the beach is set in Sarasota.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 8 reviews

    House by Siesta Key, a property with a garden, is set in Sarasota, 11 km from Marina Jack Restaurant And Marina, 13 km from Sarasota County Visitor Information Center And History Museum, as well as 15...

    From US$321.17 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 20 reviews

    Located in Sarasota in the Florida region, 5min from the beach 8 min from Siesta Key features a patio.

    From US$352.09 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 5 reviews

    Poolside Paradise Near Siesta Key Beach is located in Sarasota, 13 km from Marina Jack Restaurant And Marina, 13 km from Sarasota Opera, as well as 15 km from Sarasota County Visitor Information...

    From US$542.15 per night

Enjoy breakfast in Osprey and nearby

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in Sarasota in the Florida region, 5 Mi to Beach Family Retreat in Sarasota! has a patio. Free WiFi is offered throughout the property and private parking is available on site.

  • 8730 Dunmore Dr

    Vamo
    Breakfast options

    Set in Vamo, 21 km from John And Mable Ringling Museum Of Art and 21 km from The John And Mable Ringling Museum Of Art, 8730 Dunmore Dr offers spacious air-conditioned accommodation with a patio and...

  • Situated in Sarasota, 21 km from John And Mable Ringling Museum Of Art and 21 km from The John And Mable Ringling Museum Of Art, Tropical Shores Retreat-10 Min to Siesta Key Beach offers air...

  • Boasting a spa bath, Pinestone Condo On Palmer Ranch is situated in Sarasota.

  • Scored out of 10, guest rating 1.0
    Bad - What previous guests thought, 1 review

    Boasting air-conditioned accommodation with a private pool, Siesta Key Marvel Pool SPA Deeded Beach Access is situated in Sarasota. This holiday home features accommodation with a patio.

  • Lakefront Escape

    Vamo
    Breakfast options

    Set in Vamo in the Florida region, Lakefront Escape has a patio. The property is around 22 km from The John And Mable Ringling Museum Of Art, 23 km from Sarasota International Convention Center and 16...

  • Waterview Dream

    Vamo
    Breakfast options

    Situated in Vamo, 21 km from John And Mable Ringling Museum Of Art and 22 km from The John And Mable Ringling Museum Of Art, Waterview Dream offers air conditioning.

  • Playing Hooky

    Siesta Key
    Breakfast options

    Located in Siesta Key, Playing Hooky features accommodation with an outdoor pool, massage services and a garden.

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