A marina with docked boats, a wooden bridge, and a building with a red roof.

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Our top choices for Osprey condo rentals

1. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,303 reviews)
"The proximity to the beach and the ambient of the place"
United States
natalia
The price is HK$1,159
HK$1,443 total
includes taxes & fees
8 Sept - 9 Sept
Captiva Beach Resort

2. Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"I absolutely loved the location. It was quiet and views of the water"
United States
Felicia
The price is HK$1,404
HK$4,264 total
includes taxes & fees
8 Sept - 9 Sept
Turtle Nest

3. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (672 reviews)
"Lovely place on a family beach."
United States
Robert
The price is HK$1,445
HK$1,633 total
includes taxes & fees
7 Sept - 8 Sept
A Beach Retreat

4. The Beach Club at Siesta Key #106A Resort by RVA

The Beach Club at Siesta Key #106A Resort by RVA
South Village
9.0 out of 10, Wonderful, (67 reviews)
"Our family had a blast - great beach and pools."
United States
Nicholas M.
The price is HK$1,592
HK$3,750 total
includes taxes & fees
7 Sept - 8 Sept
The Beach Club at Siesta Key #106A Resort by RVA

5. Canalfront Siesta key entire King suite

Canalfront Siesta key entire King suite
Bay Isle
10.0 out of 10, Exceptional, (12 reviews)
"Great location, spacious parking, clean."
United States
Norma C.
Canalfront Siesta key entire King suite

6. Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental

Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental
South Village
8.8 out of 10, Excellent, (89 reviews)
"Great location and easy access to the beach."
United States
Erica B.
The price is HK$1,325
HK$2,786 total
includes taxes & fees
7 Sept - 8 Sept
Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental

7. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South 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. "
United States
maureen p.
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

8. Jetties Pointe Cottage #5 - 408 “Casey Key”

Jetties Pointe Cottage #5 - 408 “Casey Key”
Casey Key
9.6 out of 10, Exceptional, (34 reviews)
"Amazing view and beach access, really great stay."
United States
Evan T.
The price is HK$1,213
HK$3,036 total
includes taxes & fees
13 Sept - 14 Sept
Jetties Pointe Cottage #5 - 408 “Casey Key”

9. 2BR Beach Style w Pool Beach Club Siesta 204C RVA

2BR Beach Style w Pool Beach Club Siesta 204C RVA
South Village
9.0 out of 10, Wonderful, (81 reviews)
"Good"
United States
Gelsy
The price is HK$1,560
HK$3,712 total
includes taxes & fees
7 Sept - 8 Sept
2BR Beach Style w Pool Beach Club Siesta 204C RVA

10. Beachfront Getaway in Siesta Key

Beachfront Getaway in Siesta Key
South Village
9.8 out of 10, Exceptional, (39 reviews)
"Our stay at Seacrest was great. It was just as described and more. Dior was a great host and promptly answered any questions we had. The location was great as well. "
United States
Nicholas W.
The price is HK$1,215
HK$3,016 total
includes taxes & fees
17 Sept - 18 Sept
Beachfront Getaway in Siesta Key

11. Renovated condo with easy beach access on Siesta

Renovated condo with easy beach access on Siesta
Siesta Key
9.2 out of 10, Wonderful, (80 reviews)
"The place was cute and clean. It was a nice stay:)"
United States
Angie
The price is HK$1,607
HK$3,529 total
includes taxes & fees
8 Sept - 9 Sept
Renovated condo with easy beach access on Siesta

12. Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach

Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach
Siesta Key
9.0 out of 10, Wonderful, (79 reviews)
"Nice place, great location,pool,and was nice having 2 grills on the property. "
United States
Nicholas H.
Renovated Siesta Key Vacation Rental W/ Heated Pool Walking Distance to Beach

13. Heart of Village: Dog-Friendly w/ Pool & Parking

Heart of Village: Dog-Friendly w/ Pool & Parking
Siesta Key Village
9.2 out of 10, Wonderful, (16 reviews)
"Love the place. Perfect location. Close to village, close to beach. Highly suggest and will definitely be back in the future. Host was very friendly and accommodating."
United States
Jeffrey B.
The price is HK$839
HK$2,774 total
includes taxes & fees
9 Sept - 10 Sept
Heart of Village: Dog-Friendly w/ Pool & Parking

14. Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Siesta Key
9.4 out of 10, Exceptional, (143 reviews)
"Excellent location right across street from beach. Parking spaces are tight, and there is some loud music in surrounding units or businesses."
United States
Michael D.
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway

15. Tropical Waters & Sunsets–Beach Club Siesta 106B RVA

Tropical Waters & Sunsets–Beach Club Siesta 106B RVA
South Village
8.4 out of 10, Very good, (68 reviews)
"Easy walk to great beach"
United States
Carole A.
The price is HK$1,380
HK$3,462 total
includes taxes & fees
7 Sept - 8 Sept
Tropical Waters & Sunsets–Beach Club Siesta 106B RVA

16. Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach
South Village
8.8 out of 10, Excellent, (90 reviews)
"It was a great experience, definitely would come back."
United States
Alicia
The price is HK$1,356
HK$2,832 total
includes taxes & fees
7 Sept - 8 Sept
Siesta Key 1-Bedroom Condo | Unit 102B at The Beach Club – Steps to the Beach

17. 1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beach

1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beach
South Village
8.8 out of 10, Excellent, (88 reviews)
"Clean and short easy walk to the beach. "
United States
Maureen S.
The price is HK$1,364
HK$2,841 total
includes taxes & fees
7 Sept - 8 Sept
1BR Pool-View Condo at The Beach Club on Siesta Key | Steps to the beach

18. Romantic Getaway Beach Club Siesta 202B by RVA

Romantic Getaway Beach Club Siesta 202B by RVA
South Village
8.8 out of 10, Excellent, (57 reviews)
"Peaceful getaway. Throughly enjoyed the stay. "
United States
Anonymous traveller
The price is HK$1,333
HK$2,795 total
includes taxes & fees
7 Sept - 8 Sept
Romantic Getaway Beach Club Siesta 202B by RVA

19. Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA

Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA
South Village
9.0 out of 10, Wonderful, (76 reviews)
"Great stay. As advertised and very clean!"
United States
Seth S.
The price is HK$1,356
HK$2,832 total
includes taxes & fees
7 Sept - 8 Sept
Relax & Unwind – 1BR Beach Club Siesta Key 110D RVA

20. 2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA

2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA
South Village
9.2 out of 10, Wonderful, (76 reviews)
"Great short stay. Close walk to the beach! "
United States
Tera S.
2BR Cook, Relax, Walk to Beach at The Beach Club Siesta Key #101E by RVA
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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Osprey Condo Rentals information

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Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from to per night. These stays provide loads of space for your whole crew at a price that's friendly on the pocket. 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?
Choose from multiple condos in Osprey with a total average guest review rating of . Venice Beach Villas comes highly recommended if you're travelling with the whole crew or just want to stretch out. This 3-star condo also features therapeutic mineral springs and a barbecue grill. Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village is another guest fave. It has a 3-star rating and amenities such as a deck and a lanai.
How many condos are there in Osprey?
Work out your holiday dates and then pick from condos in Osprey. For an official business trip, a couples' getaway or anything in between, Expedia will help you find the perfect place in a few quick clicks.
What are the best cheap condos in Osprey?
With condos starting from per night, you may be tempted to stay a little longer in Osprey! One property that's easy on the pocket is Captiva Beach Resort. It comes with the layout you're looking for as well as pillow top mattresses and a swimming pool. Another cost-effective pick is Bs 1350 - #1 Siesta And Crescent Beach Are Walking Distance Away, which offers a lake view and a sauna. If you prefer to save your hard-earned cash and still experience the best of Osprey, add a couple of fun and free attractions to your must-do list. Siesta Key Beach and Venice Beach will keep you on the go. 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.
Are there any family-friendly condos in Osprey?
Get comfortable at Venice Beach Villas, a 3-star option just a quick drive from downtown. Amenities here include a barbecue grill and a swimming pool. Another family-friendly condo is Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village. A deck and a lanai help make this 3-star property a favourite among guests. Once you've checked in and unpacked, there's a host of family-friendly attractions to visit around Osprey. Siesta Key Beach and Venice Beach are two of our top suggestions.
Are there any 5-star condos in Osprey?
Although there are no 5-star condos in Osprey, there are 4-star accommodation that have what you're looking for. Located about 11 kilometres from the downtown area, Gulf Holiday By Beachside Management comes with concierge services and a swimming pool. Another upscale retreat is Excelsior Beach To Bay - Bayside. It's roughly 8 kilometres from the centre of Osprey and has amenities like a swimming pool and a deck.
Why book your condo in Osprey with Expedia?
With Expedia, it's a cinch to find your ideal condo in Osprey. After someplace luxurious? Make the most of our filters to search for properties that have a 5-star rating. If you have a set budget, select how much you're willing to spend and then browse our amazing options. We'll help you find the perfect fit whatever your escape looks like.
How can I find cheap condos in Osprey?
With Expedia's user-friendly filter tool, comparing cheap condos in Osprey is a snap. To discover properties that'll make your wallet happy, refine your search by amenities, budget and star rating.
What is there to do in Osprey near my condo?
If you'd like to make the most of your time in Osprey, be sure to stop by Oscar Scherer State Park. It's a hit with locals and travellers alike.

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