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Search results; Over 1,000 places in Osprey

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Guest favourite
Home in Osprey
Heated Pool | 3 Beds | Near Beaches and parks
Professional Host
24–29 Apr
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Osprey
Sand Dollar Cottage - 15m to Siesta / Casey Key
3 beds
21–26 Apr
4.91 out of 5 average rating, 32 reviews
Guest favourite
Home in Osprey
Sarasota vacation Home!
Individual Host
22–27 Apr
4.97 out of 5 average rating, 33 reviews
Guest favourite
Place to stay in Osprey
Beach time studio private comfy and cozy
Individual Host
5–10 May
4.88 out of 5 average rating, 107 reviews
Guest favourite
Home in Osprey
Shoreland Hideaway 4BR/2BA Heated Pool/Spa
Individual Host
28 Apr – 3 May
4.86 out of 5 average rating, 14 reviews
Guest favourite
Home in Osprey
LIME ON GREEN Osprey, Florida 34229
Individual Host
22–27 Apr
4.8 out of 5 average rating, 46 reviews
Home in Osprey
Smart Home Sarasota Family Getaway
4 beds
21–26 Apr
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Osprey
Private house with loft
3 beds
21–26 Apr
4.92 out of 5 average rating, 38 reviews
Guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
2 king beds
22–27 Apr
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Nokomis
April-May Specials - 3/2 Modern Venice Beach House
Individual Host
21–26 Apr
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Nokomis
Incredible location! Beach Getaway!
Individual Host
1–6 May
4.88 out of 5 average rating, 17 reviews
Guest favourite
Home in Nokomis
Tropical Pool Paradise - Minutes from the Beach!
Individual Host
13–18 May
4.96 out of 5 average rating, 27 reviews
Home in Nokomis
Casey Key Island House!
7–12 May
4.57 out of 5 average rating, 7 reviews
Guest favourite
Home in Nokomis
The Nautilus Hacienda
Individual Host
20–25 May
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Osprey
Bayview House - Osprey - 1 block to Bay!
4 beds
29 Sep – 4 Oct
4.98 out of 5 average rating, 42 reviews
Guest favourite
Place to stay in Sarasota
King bed, private studio with a private entrance
24–29 Apr
5.0 out of 5 average rating, 54 reviews
Guest favourite
Home in Nokomis
Tiki Oasis 3bed on .6 acre paradise 5 min to Beach
5 beds
27 Apr – 2 May
4.98 out of 5 average rating, 54 reviews
Guest favourite
Home in Nokomis
Peaceful Getaway just minutes from the beach
5 beds
22–27 Jul
4.99 out of 5 average rating, 70 reviews