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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Osprey condo rentals

A covered patio with a sofa, a table, and potted plants.

1. Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (12 reviews)
"Great place- relaxed vibe"
United States
zachary p.
The price is HK$1,483
HK$4,332 total
includes taxes & fees
13 Oct - 14 Oct
Turtle Nest
A large orange armchair against a white wall with a 'Captiva' sign. There are two potted plants beside the chair.

2. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,317 reviews)
"Clean room, beach access, easy parking, friendly staff"
United States
Karla
The price is HK$1,178
HK$1,464 total
includes taxes & fees
15 Oct - 16 Oct
Captiva Beach Resort
A living room with a view of the ocean, a ceiling fan, and a wooden coffee table.

3. A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (687 reviews)
"Great stay!!"
United States
Genghis
The price is HK$1,446
HK$1,634 total
includes taxes & fees
4 Nov - 5 Nov
A Beach Retreat
A spacious room with a white ceiling fan, a beige sofa, a dining table with chairs, and large windows with blinds.

4. Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks

Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks
Siesta Key
9.2 out of 10, Wonderful, (43 reviews)
"Everything was exactly as described. Very enjoyable stay! We loved having canoes available to use in the lagoon."
United States
Kara G.
Small and Quiet Lakefront Resort on Siesta Key W/ Heated Pool and Kayaks
A rooftop lounge with a fire feature, seating, and a view of the cityscape.

5. Heated Pool Apartment Near Siesta Key 1BR

Heated Pool Apartment Near Siesta Key 1BR
Sarasota
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."
United States
Melissa M.
The price is HK$832
HK$2,413 total
includes taxes & fees
13 Oct - 14 Oct
Heated Pool Apartment Near Siesta Key 1BR
A beach with tall grasses and a sunset.

6. 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$1,608
HK$3,508 total
includes taxes & fees
8 Oct - 9 Oct
Renovated condo with easy beach access on Siesta
A beach with clear turquoise water, people swimming and sunbathing, and a sailboat in the distance.

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.
The price is HK$839
HK$2,082 total
includes taxes & fees
8 Oct - 9 Oct
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
A balcony with a view of a pond, surrounded by trees and a grassy area.

8. The Perfect Shiny Condo

The Perfect Shiny Condo
Sarasota
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."
United States
Janneth A.
The price is HK$699
HK$1,976 total
includes taxes & fees
13 Oct - 14 Oct
The Perfect Shiny Condo
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

9. 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
Romantic Getaway Beach Club Siesta 202B by RVA
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

10. Blue Seas & Sand 2BR Beach Club Siesta 200C by RVA

Blue Seas & Sand 2BR Beach Club Siesta 200C by RVA
South Village
9.2 out of 10, Wonderful, (62 reviews)
"We had the best time staying here! Perfect location and nice size rooms!"
United States
Baylee J.
Blue Seas & Sand 2BR Beach Club Siesta 200C by RVA
A beach path leading to the sea with grass on either side.

11. Jetties Pointe Cottage #2 - 408 “Casey Key”

Jetties Pointe Cottage #2 - 408 “Casey Key”
Casey Key
9.6 out of 10, Exceptional, (14 reviews)
"Cute little beach cottage! It was perfect for my little family of 4. The location was great and the swings overlooking the beach were wonderful. "
United States
Kirstie C.
The price is HK$1,214
HK$3,008 total
includes taxes & fees
10 Oct - 11 Oct
Jetties Pointe Cottage #2 - 408 “Casey Key”
A beach with a building in the background during sunset.

12. Canalfront Siesta key entire King suite

Canalfront Siesta key entire King suite
Bay Isle
10.0 out of 10, Exceptional, (13 reviews)
"Great location, spacious parking, clean."
United States
Norma C.
Canalfront Siesta key entire King suite
An aerial view of a coastal city with a long sandy beach, numerous hotels, and clear blue waters.

13. Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
4.0 star property
South Village
9.6 out of 10, Exceptional, (4 reviews)
"Nice getaway. "
United States
Jeff
The price is HK$1,433
HK$4,058 total
includes taxes & fees
8 Oct - 9 Oct
Beach Club at Siesta Key Poolside D
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.

14. Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA

Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA
South Village
9.0 out of 10, Wonderful, (77 reviews)
"Great beach! "
United States
Annie B.
The price is HK$1,577
HK$3,702 total
includes taxes & fees
8 Oct - 9 Oct
Dream Sunsets & Coastal Bliss–Beach Club 108A / RVA
A room with a sliding glass door leading to an outdoor area with a pool and chairs. There is a brown leather sofa with patterned cushions and a framed picture on the wall.

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

Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
Siesta Key
9.4 out of 10, Exceptional, (100 reviews)
"Great location"
United States
Daphane
The price is HK$1,720
HK$2,952 total
includes taxes & fees
8 Oct - 9 Oct
Walk to the Beach and More from this Fully Renovated Unit W/ Heated Pool
A window with a view of a beach and a road.

16. PRIVATE BEACH ACCESS. WI-Fi , LOUNGER, PARKING. SIESTA KEY. #1 CRESCENT BEACH.

PRIVATE BEACH ACCESS. WI-Fi , LOUNGER, PARKING. SIESTA KEY. #1 CRESCENT BEACH.
South Village
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay for family vacation!"
United States
Dan C.
PRIVATE BEACH ACCESS. WI-Fi , LOUNGER, PARKING. SIESTA KEY. #1 CRESCENT BEACH.
A beach with tall grasses and a sunset.

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

Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
Siesta Key
9.2 out of 10, Wonderful, (145 reviews)
"We loved it!"
United States
John S.
The price is HK$1,624
HK$2,623 total
includes taxes & fees
11 Oct - 12 Oct
Spacious Renovated 1 Bedroom Siesta Key Beachside Vacation Rental Getaway
An aerial view of a beach resort with a long sandy beach, clear turquoise waters, and a dense residential area with buildings and greenery in the background.

18. House of The Sun on Crescent Beach: Beachfront Bliss w/ Heated Pool, Tennis & Free VIP Perks Daily!

House of The Sun on Crescent Beach: Beachfront Bliss w/ Heated Pool, Tennis & Free VIP Perks Daily!
South Village
9.2 out of 10, Wonderful, (144 reviews)
"Accommodations were perfect for our family of 6. Extremely convenient to have private beach access along with chairs and ability to get umbrellas for shade."
United States
James N.
House of The Sun on Crescent Beach: Beachfront Bliss w/ Heated Pool, Tennis & Free VIP Perks Daily!
An aerial view of a beach resort with a long sandy beach, clear turquoise waters, and a dense residential area with buildings and greenery in the background.

19. Location, location! Private Beach, Gulf Views from Balcony, Heated Pool, Siesta Sands with King Bed

Location, location! Private Beach, Gulf Views from Balcony, Heated Pool, Siesta Sands with King Bed
South Village
9.6 out of 10, Exceptional, (104 reviews)
"Nice condo, great view, perfect for us! "
United States
tracey h.
Location, location! Private Beach, Gulf Views from Balcony, Heated Pool, Siesta Sands with King Bed
A beach with clear blue water and a sandy shore.

20. Beachfront Getaway in Siesta Key

Beachfront Getaway in Siesta Key
South Village
9.6 out of 10, Exceptional, (41 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$1,609
HK$3,532 total
includes taxes & fees
15 Oct - 16 Oct
Beachfront Getaway in 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.
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Top Osprey Hotel Reviews

Kompose Boutique Hotel

Kompose Boutique Hotel

8/10 Good
"Hotel was amazing gorgeous. Only dislike was the breakfast was so awful. You had to pay seven dollars for breakfast and you have paid for parking."
Elroy 2-night trip
Posted 1 hour ago
Kompose Boutique Hotel

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews
1,000
Accommodation
3585 Condo Rentals
Lowest Price
HK$1,464
Highest Price
HK$4,332

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from HK$1,464 to HK$4,332 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 9.5. 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 3585 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 HK$1,464 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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