Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Osprey
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Osprey
Over 1,000 homes in Osprey
Top guest favourite
Guest favourite
Home in Osprey
Sarasota vacation Home!
3 bedrooms
,
·
5 beds
,
·
2.5 private bathrooms
25–30 Aug
25–30 Aug
$1,682 SGD
Show price breakdown
for 5 nights
$1,682 SGD for 5 nights
,
·
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Top guest favourite
Guest favourite
Home in Osprey
Charming Florida Cottage - Kayaks Included
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$2,043 SGD
Show price breakdown
for 5 nights
$2,043 SGD for 5 nights
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Top guest favourite
Guest favourite
Home in Osprey
Nokomis & Siesta Key Sand Dollar Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,312 SGD
Show price breakdown
for 5 nights
$1,312 SGD for 5 nights
4.94 out of 5 average rating, 33 reviews
4.94 (33)
Guest favourite
Guest favourite
Flat in Osprey
Windsor Lodge Unit #18, studio
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,346 SGD
$1,113 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Home in Nokomis
Coastal Studio Getaway|5 Min to Beach|Pool
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$1,301 SGD
Show price breakdown
for 5 nights
$1,301 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$1,337 SGD
Show price breakdown
for 5 nights
$1,337 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Home in Nokomis
Close to Beaches~ Downtown Venice~Bike Trail~Park
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$1,068 SGD
Show price breakdown
for 5 nights
$1,068 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 46 reviews
5.0 (46)
Flat in Sarasota
Exclusive Living in Sarasota near Siesta Keys
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$984 SGD
Show price breakdown
for 5 nights
$984 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Guest house in Osprey
Our Paradise Place in Osprey
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$1,012 SGD
Show price breakdown
for 5 nights
$1,012 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
27 Aug – 1 Sept
27 Aug – 1 Sept
$1,034 SGD
$918 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 137 reviews
4.99 (137)
Top guest favourite
Guest favourite
Cottage in Sarasota
Bee Keepers Cottage
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
22–27 Aug
22–27 Aug
$1,664 SGD
$1,484 SGD
Show price breakdown
for 5 nights
Free cancellation
4.97 out of 5 average rating, 72 reviews
4.97 (72)
Top guest favourite
Guest favourite
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
18–23 Aug
18–23 Aug
$1,144 SGD
$981 SGD
Show price breakdown
for 5 nights
Free cancellation
4.95 out of 5 average rating, 59 reviews
4.95 (59)
Top guest favourite
Guest favourite
Apartment in Nokomis
Private Studio (entire space)
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
15–20 Sept
15–20 Sept
$899 SGD
Show price breakdown
for 5 nights
$899 SGD for 5 nights
5.0 out of 5 average rating, 61 reviews
5.0 (61)
Top guest favourite
Guest favourite
Home in Sarasota
The Palms Away
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–12 Sept
7–12 Sept
$2,156 SGD
$1,874 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 37 reviews
5.0 (37)
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$950 SGD
$822 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Flat in Sarasota
Cozy Stay Near Siesta Key & Downtown +Free Parking
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$640 SGD
$592 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest favourite
Guest favourite
Home in Nokomis
Front Unit Renovated Beach Duplex
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,217 SGD
$1,089 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 45 reviews
4.89 (45)
Top guest favourite
Guest favourite
Guest house in Sarasota
Coastal Hideaway: Guest House 5 min to NBP & UTC!
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,088 SGD
$971 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 46 reviews
4.98 (46)
Top guest favourite
Guest favourite
Home in Nokomis
Cool ranch home w/heated pool near beach
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
18–23 Aug
18–23 Aug
$1,057 SGD
$954 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
1
2
3
4
…
15