- Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
- OneKeyCashEarn OneKeyCash on all your eligible bookings
- Upfront pricingWe are not like the others - we include taxes and fees
Find vacation rentals that suit your style

Cabins

Apartments
Our top choices for Osprey apartments

1. Casey Key Resort
Casey Key ResortCasey Key
8.4 out of 10, Very good, (288 reviews)
$215 nightly
The price is $240
Dec 10 - Dec 11
Total with taxes and fees

2. 2 Bedroom/2 Bath Villa (Second Level) - Unit 14/D
2 Bedroom/2 Bath Villa (Second Level) - Unit 14/DCasey Key
10.0 out of 10, Exceptional, (1 review)
$304 nightly
The price is $340
Nov 30 - Dec 1
Total with taxes and fees

3. Bright & Beachy–Beach Club Siesta Key 100A by RVA
Bright & Beachy–Beach Club Siesta Key 100A by RVASouth Village
9.0 out of 10, Wonderful, (119 reviews)
$265 nightly
The price is $296
Nov 12 - Nov 13
Total with taxes and fees

4. Tiny House Calypso with 1st floor sleeping
Tiny House Calypso with 1st floor sleepingSarasota
9.0 out of 10, Wonderful, (11 reviews)
$157 nightly
The price is $176
Nov 12 - Nov 13
Total with taxes and fees

5. Tiny House Seashell - tiny living at the beach
Tiny House Seashell - tiny living at the beachSarasota
8.6 out of 10, Excellent, (10 reviews)
$144 nightly
The price is $161
Nov 12 - Nov 13
Total with taxes and fees

6. Couple’s Escape-Beach Club at Siesta Key 106C by RVA
Couple’s Escape-Beach Club at Siesta Key 106C by RVASouth Village
9.4 out of 10, Exceptional, (105 reviews)
$258 nightly
The price is $289
Nov 12 - Nov 13
Total with taxes and fees

7. Siesta Key, Sea Horse Villa, Pool. Daily rentals
Siesta Key, Sea Horse Villa, Pool. Daily rentalsSouth Village
9.4 out of 10, Exceptional, (55 reviews)
$222 nightly
The price is $249
Nov 12 - Nov 13
Total with taxes and fees

8. Updated Old Florida Studio Apartment Getaway in Central Sarasota
Updated Old Florida Studio Apartment Getaway in Central SarasotaSouth Gate Ridge
9.4 out of 10, Exceptional, (3 reviews)
$167 nightly
The price is $187
Nov 16 - Nov 17
Total with taxes and fees

9. Tiny Coral Oasis- beachy tiny house for your getaway
Tiny Coral Oasis- beachy tiny house for your getawaySarasota
9.0 out of 10, Wonderful, (20 reviews)
$161 nightly
The price is $181
Nov 12 - Nov 13
Total with taxes and fees

10. VILLA 4, Siesta Key, Walk to Beach. Pool. Daily Rentals
VILLA 4, Siesta Key, Walk to Beach. Pool. Daily RentalsSarasota
9.4 out of 10, Exceptional, (50 reviews)
$228 nightly
The price is $255
Nov 12 - Nov 13
Total with taxes and fees

11. Tiny House Green Lifeguard Stand - sleeps 5
Tiny House Green Lifeguard Stand - sleeps 5Sarasota
9.4 out of 10, Exceptional, (33 reviews)
$164 nightly
The price is $184
Nov 12 - Nov 13
Total with taxes and fees

12. Beachside Bliss- 1 mi to the beach w/ heated pool
Beachside Bliss- 1 mi to the beach w/ heated poolSarasota
9.0 out of 10, Wonderful, (7 reviews)
$234 nightly
The price is $262
Nov 12 - Nov 13
Total with taxes and fees

13. [Sunny in Siesta] king bed + walk to beach
[Sunny in Siesta] king bed + walk to beachSouth Village
9.6 out of 10, Exceptional, (15 reviews)
$238 nightly
The price is $243
Nov 12 - Nov 13
Total with taxes and fees

14. VILLA 3 · Pool view. Walk to beach. Daily rentals
VILLA 3 · Pool view. Walk to beach. Daily rentalsSarasota
9.6 out of 10, Exceptional, (48 reviews)
$228 nightly
The price is $255
Nov 12 - Nov 13
Total with taxes and fees

15. Red Lifeguard Stand - pet freindly
Red Lifeguard Stand - pet freindlySarasota
9.4 out of 10, Exceptional, (26 reviews)
$161 nightly
The price is $181
Nov 12 - Nov 13
Total with taxes and fees

16. Stylish Gray 2nd-Floor Condo w/ Heated Pool 1BR
Stylish Gray 2nd-Floor Condo w/ Heated Pool 1BRSarasota
9.2 out of 10, Wonderful, (16 reviews)
$254 nightly
The price is $285
Nov 15 - Nov 16
Total with taxes and fees

17. 3BR Garden Condo, Fully Fenced | Near Siesta
3BR Garden Condo, Fully Fenced | Near SiestaSarasota
9.6 out of 10, Exceptional, (21 reviews)
$349 nightly
The price is $391
Nov 14 - Nov 15
Total with taxes and fees

18. Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.
Sand Dollar Studio, King bed, Pool. Daily Rentals, Walk to Beach.South Village
9.8 out of 10, Exceptional, (34 reviews)
$196 nightly
The price is $219
Nov 17 - Nov 18
Total with taxes and fees

19. Glam Style 1BR Condo , Heated Pool Near Siesta
Glam Style 1BR Condo , Heated Pool Near SiestaSarasota
9.6 out of 10, Exceptional, (4 reviews)
$254 nightly
The price is $285
Nov 12 - Nov 13
Total with taxes and fees
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.
Learn more about Osprey
Paddle through Oscar Scherer State Park's serene waterways where you might spot eagles, turtles, and alligators along the way. Nearby Sarasota's white-sand beaches and Myakka River State Park offer perfect day trips from this peaceful Gulf Coast community.






























































