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Upfront pricingWe are not like the others - we include taxes and fees
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Our top choices for Osprey Village condo rentals
1. A Beach Retreat
A Beach RetreatCasey Key
9.2 out of 10, Wonderful, (697 reviews)
"Enjoyed our stay"
Robin
$205 nightly
The price is $231
Dec 6 - Dec 7
Total with taxes and fees
2. Captiva Beach Resort
Captiva Beach ResortSouth Village
9.0 out of 10, Wonderful, (1,332 reviews)
"We liked the clean room, friendly staff, close to the beach and outdoor amenities."
Andriy
$192 nightly
The price is $215
Nov 8 - Nov 9
Total with taxes and fees
3. 4 Mi to Siesta Key Beach: Condo w/ Pool Access
4 Mi to Siesta Key Beach: Condo w/ Pool AccessSarasota
10.0 out of 10, Exceptional, (1 review)
"Remodeled, fresh, clean, assistance 24/7 if needed, a good size pool available. Close to Siesta Key beach, shopping, restaurants, we had a best time on our vacation, it definitely made my future vacation list, not to mention a full size kitchen with all utensils!!! Thank you"
Leo C.
$249 nightly
The price is $280
Nov 6 - Nov 7
Total with taxes and fees
4. Beachside Bliss | 1BR | Pool & Patio
Beachside Bliss | 1BR | Pool & PatioSarasota
$227 nightly
The price is $255
Nov 7 - Nov 8
Total with taxes and fees
5. 5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heated
5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heatedSarasota
10.0 out of 10, Exceptional, (13 reviews)
"Perfect little spot to enjoy Sarasota. We will return."
Helen J.
$326 nightly
The price is $365
Nov 27 - Nov 28
Total with taxes and fees
6. Coastal Chic 1BR Condo Heated Pool Near Siesta
Coastal Chic 1BR Condo Heated Pool Near SiestaSarasota
9.2 out of 10, Wonderful, (7 reviews)
"We had a great stay. The apartment was cleaned and very nice. Host was friendly and very polite. Highly recommended"
Daphne W.
$267 nightly
The price is $299
Nov 7 - Nov 8
Total with taxes and fees
7. The Perfect Shiny Condo
The Perfect Shiny CondoSarasota
9.4 out of 10, Exceptional, (20 reviews)
"The property could probably use some updating but the apartment was clean and had the needed essentials. Close and convenient driving distance to beaches. Good place to stay if you’re in Sarasota."
Janneth A.
$215 nightly
The price is $241
Nov 12 - Nov 13
Total with taxes and fees
8. 5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..
5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..Sarasota
9.4 out of 10, Exceptional, (28 reviews)
"Excellent location and really nice atmosphere"
Eduardo V.
$342 nightly
The price is $385
Nov 6 - Nov 7
Total with taxes and fees
9. Golden Style 2BR Condo , Heated Pool , Near Siesta
Golden Style 2BR Condo , Heated Pool , Near SiestaSarasota
9.8 out of 10, Exceptional, (6 reviews)
"Excellent communication with host, clean updated condo with nice pool nearby."
Christine N.
$327 nightly
The price is $366
Nov 7 - Nov 8
Total with taxes and fees
10. Heated Pool Apartment Near Siesta Key 1BR
Heated Pool Apartment Near Siesta Key 1BRSarasota
9.2 out of 10, Wonderful, (47 reviews)
"The condo is small but it was clean and we had a great time. Short drive to Siesta Key public beach and close to shopping. Doris was a great host and answered any questions we had."
Melissa M.
$275 nightly
The price is $308
Nov 9 - Nov 10
Total with taxes and fees
11. Canalfront Siesta key entire King suite
Canalfront Siesta key entire King suiteBay Isle
10.0 out of 10, Exceptional, (13 reviews)
"Great location, spacious parking, clean."
Norma C.
$260 nightly
The price is $291
Dec 2 - Dec 3
Total with taxes and fees
12. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily RentalsSouth Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
maureen p.
$262 nightly
The price is $294
Nov 8 - Nov 9
Total with taxes and fees
13. Garden Condo w/ Heated Pool Near Siesta Key 1BR
Garden Condo w/ Heated Pool Near Siesta Key 1BRSarasota
7.8 out of 10, Good, (12 reviews)
"Beautiful place. Exactly as described everything so close by and it was so so clean and smelled amazing"
Brittney M.
$275 nightly
The price is $308
Nov 19 - Nov 20
Total with taxes and fees
14. Boho Style 2BR Condo , Heated Pool Near Siesta
Boho Style 2BR Condo , Heated Pool Near SiestaSarasota
8.0 out of 10, Very good, (2 reviews)
"The condo was in great shape with mostly new furniture. The complex could use some work but we definitely enjoyed our overall experience staying here."
Michael B.
$314 nightly
The price is $353
Nov 6 - Nov 7
Total with taxes and fees
15. Modern Garden Condo w/ Heated Pool 1BR
Modern Garden Condo w/ Heated Pool 1BRSarasota
9.4 out of 10, Exceptional, (6 reviews)
"Space was super clean and comfortable. Perfect location, close to the beach and shopping."
Paige T.
$275 nightly
The price is $308
Nov 12 - Nov 13
Total with taxes and fees
16. Great Condo Near Siesta Key Beach
Great Condo Near Siesta Key BeachSarasota
8.8 out of 10, Excellent, (6 reviews)
"We loved our stay here! The interior was comfortable and charmingly decorated. It was an ideal location to go to the dog beach in Venice (30 minutes away) or to the beautiful Siesta Key beach (10 or 15 minutes away). We also really enjoyed the pool and close proximity to grocery, restaurants, and a public park with pickleball courts. "
Gary M.
$290 nightly
The price is $326
Dec 1 - Dec 2
Total with taxes and fees
17. Turtle Nest
Turtle NestSarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great place- relaxed vibe"
zachary p.
$434 nightly
The price is $489
Nov 9 - Nov 10
Total with taxes and fees
18. Sunny 2nd-Floor Condo w/ Heated Pool 1BR
Sunny 2nd-Floor Condo w/ Heated Pool 1BRSarasota
9.0 out of 10, Wonderful, (14 reviews)
"Clean room, pet friendly, 15 minutes drive to the beach"
Alba R.
$275 nightly
The price is $308
Nov 9 - Nov 10
Total with taxes and fees
19. Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated Pool
Lakefront Property on Siesta Key Among Tropical Landscape W/ Heated PoolSiesta Key
9.0 out of 10, Wonderful, (22 reviews)
"This spot was perfect for what we needed. It was clean, cool, and had everything we needed to make it a perfect stay. The host was incredibly responsive and kind. We would definitely return. "
Erin L.
$316 nightly
The price is $352
Dec 1 - Dec 2
Total with taxes and fees
20. 2BR Beach Style w Pool Beach Club Siesta 204C RVA
2BR Beach Style w Pool Beach Club Siesta 204C RVASouth Village
9.0 out of 10, Wonderful, (81 reviews)
"Beautiful place"
Chad
$367 nightly
The price is $411
Nov 6 - Nov 7
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 Village
Check out Siesta Key Beach and Lido Beach—just two of the popular sights around Osprey Village.
