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Our top choices for Osprey condo rentals

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.6 out of 10, Exceptional, (19 reviews)
"Great place and location "
United States
Cathy
The price is AU$751
includes taxes & fees
28 May - 29 May
Chadwick Cove Resort & Marina

Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN

Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN
Bradenton
10.0 out of 10, Exceptional, (12 reviews)
"The place is cozy and conveniently located to IMG Academy. New appliances and very clean. There are chairs for the beach which is helpful; Coquina Beach is 20 mins away."
United States
Jen
The price is AU$461
includes taxes & fees
18 May - 19 May
Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN

Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches

Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
Bradenton
9.8 out of 10, Exceptional, (70 reviews)
"Excellent stay. Great place that was nice, clean and quiet. "
United States
David S.
The price is AU$528
includes taxes & fees
16 May - 17 May
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (120 reviews)
"Perfect spot and host "
United States
Dee B.
The price is AU$431
includes taxes & fees
1 June - 2 June
Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs

Casa Azul By the River

Casa Azul By the River
Bayou Oaks
9.6 out of 10, Exceptional, (77 reviews)
"Wonderful stay! Would definitely book again if in the Sarasota area."
United States
Jessica
The price is AU$321
includes taxes & fees
8 June - 9 June
Casa Azul By the River

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (85 reviews)
"Beautiful condo!! The owner was very responsive and attentive. We will definitely recommend this place to anyone!"
United States
Kay C.
The price is AU$599
includes taxes & fees
18 May - 19 May
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG

Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG
South Bradenton
The price is AU$704
includes taxes & fees
19 May - 20 May
Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG

Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (113 reviews)
"The host (Sergey) was very welcoming and a pleasure to deal with as well as the staff at the Inn. The unit was centrally located and amenities at the unit were terrific and just what we wanted. The view of the ocean from the balcony was magnificent."
United States
Robert P.
The price is AU$698
includes taxes & fees
27 May - 28 May
Sunset and beach view from your balcony Unit 403

Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs

Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs
Bradenton
10.0 out of 10, Exceptional, (128 reviews)
"Great place to stay"
United States
Tawnee H.
The price is AU$422
includes taxes & fees
25 May - 26 May
Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs

Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs

Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (156 reviews)
"Very clean condo , we enjoyed closeness of the beaches."
United States
Joanna M.
The price is AU$414
includes taxes & fees
26 May - 27 May
Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs

Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (9 reviews)
"Great property and a great host! Easy and enjoyable stay. Will absolutely do again."
United States
Chris and Cecilia Z.
The price is AU$750
includes taxes & fees
17 May - 18 May
Turtle Nest

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

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Indian Beach Sapphire Shores
9.8 out of 10, Exceptional, (58 reviews)
"Everything was great. "
United States
Maribel
The price is AU$210
includes taxes & fees
24 May - 25 May
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (61 reviews)
"Host was very responsive and provided helpful information for our stay."
United States
Azure G.
The price is AU$466
includes taxes & fees
27 May - 28 May
*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (89 reviews)
"Everything was great "
United States
kirt v.
The price is AU$571
includes taxes & fees
6 June - 7 June
Best views of the beach from your balcony Unit 301

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
Sarasota
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful location Perfect for what we wanted in a quick escape. "
United States
Antonio
The price is AU$801
includes taxes & fees
25 May - 26 May
Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
Bradenton
9.8 out of 10, Exceptional, (95 reviews)
"Very nice accommodations! I would suggest putting a shelf or niche in the master shower! There is only a soap dish with no where to sit shampoo, body wash etc!! Thank you for your kindness!! "
United States
Kimberly
The price is AU$431
includes taxes & fees
7 June - 8 June
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (66 reviews)
"The host, Andrew, was very responsive. Answered all the questions, made sure the check in went smoothly, and provided all the necessary details ahead of time. The property is beautiful. Kitchen well stocked with dishes and utensils. We enjoyed cooking on the gas grill- Property even provides the propane. The sunset views were phenomenal."
United States
jenifer
The price is AU$599
includes taxes & fees
18 May - 19 May
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

Gulf Views – Silver Sands #250, Longboat Key by RVA

Gulf Views – Silver Sands #250, Longboat Key by RVA
Longboat Key
9.0 out of 10, Wonderful, (77 reviews)
"The host staff were very helpful."
United States
Ann S.
The price is AU$571
includes taxes & fees
18 May - 19 May
Gulf Views – Silver Sands #250, Longboat Key by RVA

Beautifully furnished condo

Beautifully furnished condo
Bradenton
9.8 out of 10, Exceptional, (157 reviews)
"We would stay there again."
United States
Connie S.
The price is AU$432
includes taxes & fees
26 May - 27 May
Beautifully furnished condo

Sandy Toes & Sun Kissed Nose: Open Monday & Tuesday, $203/nt + Fees!

Sandy Toes & Sun Kissed Nose: Open Monday & Tuesday, $203/nt + Fees!
Longboat Key
9.6 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay, the condo was very well equipped and the host was absolutely fantastic! "
United States
Emily L.
The price is AU$543
includes taxes & fees
19 May - 20 May
Sandy Toes & Sun Kissed Nose: Open Monday & Tuesday, $203/nt + 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.
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Top Osprey Hotel Reviews

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews
1,181
Accommodation
3700 Condo Rentals
Lowest Price
AU$210
Highest Price
AU$801

Frequently asked questions

How much do condos in Osprey cost?
The price range for condos in Osprey is AU$210 to AU$801 per night. Whatever your budget, you'll find something that fits the bill — as well as your whole squad! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Osprey?
Osprey has 3700 condos. To help you book the perfect digs, use our filters to search for the perks or amenities you need.
What are the best cheap condos in Osprey?
Captiva Beach Resort is one of the most affordable condos in Osprey and offers premium bedding and a pillowtop mattress. Another popular choice that's easy on the wallet is Hyatt Fractional #402 - 2 Bedroom Condo. Conveniences here include a swimming pool and free WiFi. Rates for condos start from AU$210 per night. If you're exploring Osprey and want to stay within your budget, there are many fun and free attractions to add to your itinerary. Siesta Key Beach and Venice Beach are always favourites. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Osprey near my condo?
There are loads of superb things to see and do in Osprey. Head for big attractions like Siesta Key Beach, Venice Beach and Turtle Beach. Nokomis Beach, Crescent Beach and Manasota Beach are other must-do's.