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Compare 3011 Condo Rentals in Osprey with updated reviews, rates, and availability.

Captiva Beach Resort
Front of property - evening/night

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1057)
"Nice and quiet place, close to the beach and dining places."
The price is AED 764
AED 988 total
includes taxes & fees
5 Jan - 6 January 2025
Captiva Beach Resort
Venice Beach Villas
Pool

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (400)
"The staff there is great! The rooms are perfect for our needs with a refrigerator, stove, microwave etc, They range from efficiencies to two-bedroom apartments. Our one bedroom apartment was ideal for two people. I highly recommend these villas."
Venice Beach Villas
5 Minutes from Siesta Key!
Living area

5 Minutes from Siesta Key!

9.8 out of 10, Exceptional, (14)
"We had a great, quick stay. The bedrooms were spacious, and house very clean! Right off a busy road, easy to get to the beach. "
5 Minutes from Siesta Key!
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Private Beach access right outside Your front door

WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US

10.0 out of 10, Exceptional, (116)
"Very nice. Clean "
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
Beautiful Condo! Heated Pools~WiFi~A/C. Near IMG Academy~Beaches~AMI~Restaurants
Angle view of the large pool. A great place to catch a tan or take a swim.

Beautiful Condo! Heated Pools~WiFi~A/C. Near IMG Academy~Beaches~AMI~Restaurants

9.8 out of 10, Exceptional, (126)
"We enjoyed our stay at this condo. It was clean, comfortable, and looked like the pictures. Grocery store and pharmacy within walking distance. The pool we used was nice and well maintained. Would stay here again. "
The price is AED 477
AED 1,239 total
includes taxes & fees
6 Jan - 7 January 2025
Beautiful Condo! Heated Pools~WiFi~A/C. Near IMG Academy~Beaches~AMI~Restaurants
Beachfront 2-bedroom condo steps to Crescent Beach
Livingroom 5 leather recliners

Beachfront 2-bedroom condo steps to Crescent Beach

9.8 out of 10, Exceptional, (90)
"Unit was smartly decorated, very clean and everything needed to begin our stay. Ron was just a call away for any questions that needed to be answered. Very close to beach and directly across from Captain Curts and the Crescent lounge. Would highly recommend!"
Beachfront 2-bedroom condo steps to Crescent Beach
On Beach, View, Remodeled, Beautiful condo, pool, pro managed, no storm damage
make your own memories

On Beach, View, Remodeled, Beautiful condo, pool, pro managed, no storm damage

10.0 out of 10, Exceptional, (166)
"Great location on Siesta Key. Carol and Ron are excellent, attentive hosts. The condo was filled with many useful amenities (shampoo, soap, kitchen spices, etc)"
On Beach, View, Remodeled, Beautiful condo, pool, pro managed, no storm damage
Lavish Lakefront Condo. Heated Pools~WiFi~Lanai. By IMG Academy~Beaches~AMI~SRQ
The dining area is a perfect place to enjoy a meal with your loved ones.

Lavish Lakefront Condo. Heated Pools~WiFi~Lanai. By IMG Academy~Beaches~AMI~SRQ

10.0 out of 10, Exceptional, (92)
"Great property. Awesome communication with owner. "
The price is AED 496
AED 1,245 total
includes taxes & fees
13 Jan - 14 January 2025
Lavish Lakefront Condo. Heated Pools~WiFi~Lanai. By IMG Academy~Beaches~AMI~SRQ
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
Our private beach

DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!

10.0 out of 10, Exceptional, (44)
"It was great , everything we needed right on the beach. Felt so bad for the surrounding hurricane damage. Please stay here and visit the local businesses/ restaurants and help them out . They are trying to get their lives back together. A little support goes along way . "
DIRECTLY ON PRIVATE BEACH! GULF VIEW CONDO! Amazing panoramic sunset views!
Modern Lakefront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants
View of kitchen from the dining area.

Modern Lakefront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants

9.8 out of 10, Exceptional, (161)
"I stayed here with my mom and brother while my daughter was at IMG camp. Location was great for IMG, also close to the beach and plenty of food options nearby. The house was as advertised. Clean, nice furniture, everything we needed was there, everything worked well. Check in and check out was easy. The erwin was easy to communicate with but we really didnt need to contact him much as everything worked and the stay was great."
The price is AED 496
AED 1,260 total
includes taxes & fees
6 Jan - 7 January 2025
Modern Lakefront Condo! Heated Pools~Lanai~WiFi. By IMG~Beaches~AMI~Restaurants
Beautifully furnished condo
dining table

Beautifully furnished condo

9.8 out of 10, Exceptional, (118)
"We stayed here for a lacrosse tournament that was IMG Academy. This was a perfect location and the condo had everything we needed. Very clean and spacious. We arrived shortly after the hurricanes and the grounds were clean and fully functional. We drove to the beach several times which was a few miles away. Plenty of restaurants and things to do around. The host were amazing and very accommodating. Always responsive and welcoming. Highly recommend "
The price is AED 569
AED 1,170 total
includes taxes & fees
1 Jan - 2 January 2025
Beautifully furnished condo
Beach Front View 2 Bed, 2 Bath, Condo with AC & WiFi in Fabulous Venice!
Beach

Beach Front View 2 Bed, 2 Bath, Condo with AC & WiFi in Fabulous Venice!

2.0 star property
Beach Front View 2 Bed, 2 Bath, Condo with AC & WiFi in Fabulous Venice!
Quiet Lemon Bay with Pool, Beach and Pier
Property grounds

Quiet Lemon Bay with Pool, Beach and Pier

9.6 out of 10, Exceptional, (33)
"It was a very comfortable home. Very clean and Quiet. The pool was clean and the fish were biting."
Quiet Lemon Bay with Pool, Beach and Pier
Welcome to Siesta Dreams at Casa Mar!!
Living area

Welcome to Siesta Dreams at Casa Mar!!

10.0 out of 10, Exceptional, (39)
"We love staying at this wonderful property! It is always clean and has everything we need. They are awesome people to work with and have helped us through a few situations from family sickness to hurricanes! Thank you Bonnie and Bob for your kindness and help during then end of our trip with hurricane Helene approaching. We can’t wait to stay at your lovely place again. Stay safe praying all goes well. Kathy and Steve Hood. "
Welcome to Siesta Dreams at Casa Mar!!
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Living area

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

9.8 out of 10, Exceptional, (99)
"We enjoyed our staff. It was just right for what we were looking for. "
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Superb Lakefront Condo! Heated Pools~WiFi~Lanai. Mins to IMG Academy~Beaches~AMI
Angle view of dining and living areas

Superb Lakefront Condo! Heated Pools~WiFi~Lanai. Mins to IMG Academy~Beaches~AMI

9.8 out of 10, Exceptional, (81)
"Stayed for presidents cup. Highly recommend, owner was great to deal with."
The price is AED 367
AED 1,101 total
includes taxes & fees
27 Dec - 28 Dec
Superb Lakefront Condo! Heated Pools~WiFi~Lanai. Mins to IMG Academy~Beaches~AMI
Coastal Sarasota Condo: Minutes to Beach!
Sarasota Vacation Rental | 2BR | 1BA | 852 Sq Ft | Step-Free Access

Coastal Sarasota Condo: Minutes to Beach!

9.6 out of 10, Exceptional, (23)
"Nice property but we wish we could have gotten partial refund fund for havig the stay cut short due to the evacuation for the hurricane. A little disappointed that no effort was made by the owners to do this. "
Coastal Sarasota Condo: Minutes to Beach!
Panoramic beach View and amazing Sunset.
Living area

Panoramic beach View and amazing Sunset.

9.8 out of 10, Exceptional, (95)
"Beautiful unit!"
Panoramic beach View and amazing Sunset.
Paradise 🏝Beach heaven 🌞condo 🦩<br>
Living area

Paradise 🏝Beach heaven 🌞condo 🦩<br>

10.0 out of 10, Exceptional, (33)
"Condo was very clean and has enough room for 8 people. Very spacious. "
Paradise 🏝Beach heaven 🌞condo 🦩<br>
Unit 21 - Two Bedroom Two Bathroom Condominium With Full Gulf Views
Living Room

Unit 21 - Two Bedroom Two Bathroom Condominium With Full Gulf Views

9.6 out of 10, Exceptional, (63)
"The beach front condo was exactly as described. "
Unit 21 - Two Bedroom Two Bathroom Condominium With Full Gulf Views
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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Other property types in Osprey

Tropical Beach Resorts
Outdoor pool

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4537)
"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the beach. "
The price is AED 659
AED 827 total
includes taxes & fees
19 Jan - 20 January 2025
Tropical Beach Resorts
The Residences at Siesta Key Beach by Hyatt Vacation Club
Exterior

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (217)
"Awesome "
The price is AED 1,769
AED 2,186 total
includes taxes & fees
7 Jan - 8 January 2025
The Residences at Siesta Key Beach by Hyatt Vacation Club
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2078)
"Our suite was very clean and the hospitality was wonderful. Would definitely recommend to anyone. If we ever visit the area again we would definitely stay there."
The price is AED 556
AED 628 total
includes taxes & fees
1 Jan - 2 January 2025
Hibiscus Suites - Gateway to Siesta Key
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.

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from AED 367 to AED 764 per night. This gives you loads of space for the whole family at a price you can afford. These prices were 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 are the best condos in Osprey?
Osprey offers multiple condos with a total average guest review rating of 9.7. Venice Beach Villas is a top pick here. Guests staying at this 3-star condo will have use of a garden and a barbecue grill. Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village is also a winner with travelers to the area. This 3-star property has a deck and a lanai.
How many condos are there in Osprey?
Choose from 3011 condos in Osprey. Whether you’re traveling with the little ones or planning a weekend escape with your buddies, Expedia will help you find the best space for your whole crew.
Are there any 5-star condos in Osprey?
Although there aren’t any 5-star condos in Osprey, there are 4-star accommodations that will fit your needs. Located around 11 kilometers from downtown, Gulf Holiday By Beachside Management comes with a swimming pool and concierge services. Another upscale stay is Jamaica Royale - 302 - 2 Bedroom Condo. It’s around 10 kilometers from central Osprey and features amenities such as a swimming pool and a balcony.
Why book your condo in Osprey with Expedia?
Booking a condo in Osprey is as simple as entering your travel dates and selecting a place that checks your boxes. On the search for something low cost or luxurious, or a stay that also offers a kitchenette? Use Expedia’s search filters to narrow your results even further and find the perfect fit.
How can I find cheap condos in Osprey?
With Expedia’s handy filter tool, scoring cheap condos in Osprey is a breeze. To discover stays that’ll make your wallet smile, tailor your search results by star rating, amenities and budget.