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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Browse Select Osprey Village Condo Rentals

Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA
On the beach

Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA

8.8 out of 10, Excellent, (84)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
The price is CA $195
CA $438 total
includes taxes & fees
Sep 1 - Sep 2
Oceanfront Bliss - The Beach on Longboat Key #106 Resort by RVA
Cozy beach house! Just steps away from the world-class Manasota beach
Sun loungers, beach towels

Cozy beach house! Just steps away from the world-class Manasota beach

3.5 star property
9.8 out of 10, Exceptional, (6)
"Great place. "
The price is CA $148
CA $579 total
includes taxes & fees
Sep 1 - Sep 2
Cozy beach house! Just steps away from the world-class Manasota beach
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
Property grounds

Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key

9.0 out of 10, Wonderful, (40)
"Perfect location for a winter getaway. Can walk or bike to Turtle Beach or Crescent Beach. The place was clean and modern with excellent wifi and all the beach items we needed (chairs, towels, umbrella). "
The price is CA $224
CA $480 total
includes taxes & fees
Sep 4 - Sep 5
Hidden Paradise on Lakefront Property Among Tropical Landscape on Siesta Key
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Terrace/patio

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

9.8 out of 10, Exceptional, (55)
"quaint, close to great dining options."
The price is CA $103
CA $206 total
includes taxes & fees
Sep 5 - Sep 6
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Captiva Beach Resort
Front of property - evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1125)
"2nd time and excellent as always..close to the beach and great surroundings "
The price is CA $212
CA $263 total
includes taxes & fees
Sep 1 - Sep 2
Captiva Beach Resort
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
Outdoor pool, a heated pool

Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!

9.2 out of 10, Wonderful, (49)
"We liked the room. It was clean and very reasonable for the price. The live music was done by 10pm and great view of the water. Definitely a nice little getaway. "
The price is CA $147
CA $288 total
includes taxes & fees
Sep 1 - Sep 2
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Smart TV, books

Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach

9.8 out of 10, Exceptional, (95)
"Lovely unit and the perfect location. Short walk to the beach and easy to get to the shopping/eating areas. "
The price is CA $216
CA $557 total
includes taxes & fees
Sep 1 - Sep 2
Clean, modern and newly RENOVATED condo on US #1 Private Siesta Key Beach
Casa Azul 2Bed/1Bath
Terrace/patio

Casa Azul 2Bed/1Bath

9.4 out of 10, Exceptional, (63)
"Very comfortable and perfect location to the airport! "
The price is CA $124
CA $271 total
includes taxes & fees
Sep 1 - Sep 2
Casa Azul 2Bed/1Bath
Coastal Comfort – Walk to Beach | Beach Castle #26 by RVA
Interior

Coastal Comfort – Walk to Beach | Beach Castle #26 by RVA

9.4 out of 10, Exceptional, (40)
"We had a great time and the place was beautiful "
The price is CA $290
CA $526 total
includes taxes & fees
Sep 1 - Sep 2
Coastal Comfort – Walk to Beach | Beach Castle #26 by RVA
Charming Longboat Key Bungalow with beach access minutes away…
Sun loungers

Charming Longboat Key Bungalow with beach access minutes away…

2.0 star property
9.4 out of 10, Exceptional, (12)
"Very cute place. It was in a great spot for easy access to the beach and restaurants. "
The price is CA $184
CA $548 total
includes taxes & fees
Sep 1 - Sep 2
Charming Longboat Key Bungalow with beach access minutes away…
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Property grounds

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

9.4 out of 10, Exceptional, (130)
"Loved how close it is to siesta key beach"
The price is CA $166
CA $512 total
includes taxes & fees
Sep 12 - Sep 13
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
2nd Floor Retreat Overlooking the Pool & Gulf Silver Sands #251 Resort by RVA
A heated pool

2nd Floor Retreat Overlooking the Pool & Gulf Silver Sands #251 Resort by RVA

8.6 out of 10, Excellent, (41)
"Beautiful place with a private beach and a really nice clean condo. Had everything we needed for a relaxing weekend. Will definitely come back! Thank you."
The price is CA $280
CA $553 total
includes taxes & fees
Sep 1 - Sep 2
2nd Floor Retreat Overlooking the Pool & Gulf Silver Sands #251 Resort by RVA
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
Fridge, microwave, oven, stovetop

Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool

9.4 out of 10, Exceptional, (95)
"A very pleasant and comfortable experience in a beautiful location."
The price is CA $298
CA $582 total
includes taxes & fees
Sep 1 - Sep 2
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
Riverside Oasis 1Bed/1Bath
Exterior detail

Riverside Oasis 1Bed/1Bath

9.4 out of 10, Exceptional, (34)
"Perfect little place for a couple days. Clean and conveniently located just a short drive away from everything you need. Host was responsive and accommodating. We would definitely stay here again. "
The price is CA $69
CA $159 total
includes taxes & fees
Sep 1 - Sep 2
Riverside Oasis 1Bed/1Bath
5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..
Sun loungers, beach towels

5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..

9.6 out of 10, Exceptional, (27)
"Excellent location and really nice atmosphere"
The price is CA $151
CA $577 total
includes taxes & fees
Sep 12 - Sep 13
5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..
5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heated
Beach towels

5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heated

10.0 out of 10, Exceptional, (12)
"Perfect little spot to enjoy Sarasota. We will return."
The price is CA $137
CA $419 total
includes taxes & fees
Sep 12 - Sep 13
5 minutes drive to nr Siesta Key 1/1 Large condo. The pool heated
Best views of the beach from your balcony Unit 301
Interior

Best views of the beach from your balcony Unit 301

9.8 out of 10, Exceptional, (85)
"This condo is fantastic! The views are unbeatable. Great location for a family vacation. We would highly recommend it! "
The price is CA $213
CA $524 total
includes taxes & fees
Sep 19 - Sep 20
Best views of the beach from your balcony Unit 301
*Charming 2bed 2 bath 6 mins from IMG*
Beach nearby

*Charming 2bed 2 bath 6 mins from IMG*

9.6 out of 10, Exceptional, (21)
"Great place, spacious for 6 adults, clean, comfortable, organized with all the amenities one would need. Everything was simple from check in to check out. The queen-size air mattress fits seamlessly in the living room's common area and comes equipped with all necessary bedding to ensure a comfortable and restful experience.​ I would stay again!"
The price is CA $158
CA $491 total
includes taxes & fees
Sep 4 - Sep 5
*Charming 2bed 2 bath 6 mins from IMG*
Coastal Comfort – Silver Sands Gulf Beach Resort #233 by RVA
A heated pool

Coastal Comfort – Silver Sands Gulf Beach Resort #233 by RVA

8.8 out of 10, Excellent, (31)
"Everything was great. Ready for more of our favorite restaurants to finish rebuilding. "
Coastal Comfort – Silver Sands Gulf Beach Resort #233 by RVA
Modern Coastal 2/2 condo w/pool 6 mins to IMG
Beach nearby

Modern Coastal 2/2 condo w/pool 6 mins to IMG

10.0 out of 10, Exceptional, (25)
"Had a great time and the pool are was super fun!"
The price is CA $158
CA $493 total
includes taxes & fees
Sep 4 - Sep 5
Modern Coastal 2/2 condo w/pool 6 mins to IMG
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.
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Top Osprey Village Hotel Reviews

Find out more about Osprey Village

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Osprey Village Condo Rentals information

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