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

Osprey Condominium Resorts to Rent

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31
No exact matches found, but these alternatives could be just right

Recommended hotels in Osprey

A pathway flanked by palm trees and a building with a covered patio area.

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.6 out of 10, Excellent, (1,249 reviews)
"Our stay was great—the room was clean, and there was free transportation to the beach. Everything was very good."
United States
Alecssandre
$102 nightly
The price is $115
Oct 8 - Oct 9
Total with taxes and fees
Casey Key Resorts - Mainland
A tent with two chairs and a welcome mat, surrounded by trees and gravel.

2. Charming Secluded Tented Cabin in Sarasota, Florida

Charming Secluded Tented Cabin in Sarasota, Florida
Sarasota
$425 nightly
The price is $473
Oct 8 - Oct 9
Total with taxes and fees
Charming Secluded Tented Cabin in Sarasota, Florida
A tent-style room with bunk beds, a central table, and a colorful rug.

3. Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida

Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida
Sarasota
$425 nightly
The price is $473
Oct 12 - Oct 13
Total with taxes and fees
Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida
A tented accommodation with two beds, a bench, a table, and a hanging light fixture.

4. Fantastic Tented Cabin with Fire Pit in Sarasota, Florida

Fantastic Tented Cabin with Fire Pit in Sarasota, Florida
Sarasota
10.0 out of 10, Exceptional, (1 review)
$425 nightly
The price is $473
Oct 8 - Oct 9
Total with taxes and fees
Fantastic Tented Cabin with Fire Pit in Sarasota, Florida
A tented accommodation with a bed, pillows, a desk, and chairs.

5. Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida

Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida
Sarasota
$425 nightly
The price is $473
Oct 8 - Oct 9
Total with taxes and fees
Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida
A swimming pool with a 3 ft 3 in depth marker, surrounded by lounge chairs and a covered seating area with a view of the water.

6. Turtle Beach Resort

Turtle Beach Resort
3.5 star property
Siesta Key
8.8 out of 10, Excellent, (366 reviews)
"Lovely place. My second visit."
United Kingdom
Susan
$254 nightly
The price is $284
Nov 1 - Nov 2
Total with taxes and fees
Turtle Beach Resort
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.

7. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
3.0 star property
Sarasota
8.2 out of 10, Very good, (2,474 reviews)
"Good location, nice pool and breakfast"
United States
Gaeliel
$106 nightly
The price is $120
Oct 11 - Oct 12
Total with taxes and fees
Spark by Hilton Sarasota Siesta Key Gateway
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk.

8. Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG
2.5 star property
Nokomis
9.4 out of 10, Exceptional, (606 reviews)
"The staff is amazing, rooms very clean. This is our 2nd time staying here and we will definitely be back again."
United States
Lisa
$97 nightly
The price is $110
Oct 12 - Oct 13
Total with taxes and fees
Holiday Inn Express & Suites Nokomis Sarasota South by IHG
An outdoor seating area with wicker furniture, a glass-top table, and a view of a lake and fountain.

9. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
3.0 star property
Sarasota
9.0 out of 10, Wonderful, (1,797 reviews)
"Nice location nice rooms friendly night staff"
United States
Jymieka
$95 nightly
The price is $108
Oct 29 - Oct 30
Total with taxes and fees
Comfort Suites Sarasota - Siesta Key
A beach with white lounge chairs and striped umbrellas.

10. Casey Key Resorts - Beachfront

Casey Key Resorts - Beachfront
3.0 star property
Casey Key
8.8 out of 10, Excellent, (1,002 reviews)
"Great place to stay and enjoy a relaxing vacation."
United States
Engelson
$141 nightly
The price is $160
Nov 1 - Nov 2
Total with taxes and fees
Casey Key Resorts - Beachfront
A rectangular swimming pool with white lounge chairs on both sides, surrounded by palm trees and a wooden fence.

11. Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
2.5 star property
Casey Key
9.8 out of 10, Exceptional, (312 reviews)
"Beautiful location amazing staff. Best stay on Casey Keys"
United States
Melissa
$146 nightly
The price is $165
Oct 8 - Oct 9
Total with taxes and fees
Escape Coastal Resort on Casey Key
A spacious lobby with a reception desk, seating area, and large windows.

12. Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75
2.0 star property
Sarasota
6.8 out of 10, (732 reviews)
"Rooms are clean and updated. Bed was wonderful. Staff are respectful and friendly."
United States
crystal
$62 nightly
The price is $70
Oct 8 - Oct 9
Total with taxes and fees
Days Inn by Wyndham Sarasota I-75
A covered outdoor area with a pool, lounge chairs, and a wooden deck.

13. Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1,001 reviews)
"Great stay for our anniversary will stay here again"
United States
Jonathan
$100 nightly
The price is $113
Oct 14 - Oct 15
Total with taxes and fees
Siesta Key Palms Resort
A hotel with a covered outdoor seating area, palm trees, and a sign reading "HOME 2".

14. Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key
3.0 star property
Nokomis
9.2 out of 10, Wonderful, (959 reviews)
"Love this place, the staff was so micr all entire stay and the rooms are very clean ."
United States
nathali
$127 nightly
The price is $144
Nov 1 - Nov 2
Total with taxes and fees
Home2 Suites by Hilton Nokomis Sarasota Casey Key
A spacious lobby with a central seating area, a kitchen in the background, and a large chandelier.

15. Hampton Inn & Suites Venice Bayside South Sarasota

Hampton Inn & Suites Venice Bayside South Sarasota
2.5 star property
Gateway
9.0 out of 10, Wonderful, (1,004 reviews)
"Very clean, nice staff. Would stay again"
United States
Donna
$127 nightly
The price is $143
Oct 14 - Oct 15
Total with taxes and fees
Hampton Inn & Suites Venice Bayside South Sarasota
A hotel room with a large bed, bedside tables with lamps, a chair, and a window with a view of the outside.

16. Quality Inn - Near Serenoa Golf Club

Quality Inn - Near Serenoa Golf Club
2.5 star property
Sarasota
7.6 out of 10, Good, (1,001 reviews)
"I was happy if your looking for a good price hotel I’d go here"
United States
Tanner
$63 nightly
The price is $71
Oct 14 - Oct 15
Total with taxes and fees
Quality Inn - Near Serenoa Golf Club
A pool area with a waterfall feature, lounge chairs, and palm trees.

17. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,948 reviews)
"Amazing resort,"
United States
kurt
$158 nightly
The price is $179
Oct 8 - Oct 9
Total with taxes and fees
Tropical Beach Resorts
A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.

18. Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG
2.5 star property
Sarasota
8.2 out of 10, Very good, (1,001 reviews)
"Great location, friendly host, clean and very comfortable beds. I would definitely be booking this property again."
United States
CARLOS
$96 nightly
The price is $108
Oct 18 - Oct 19
Total with taxes and fees
Holiday Inn Express Sarasota East - I-75 by IHG
A pool area with a hot tub, lounge chairs, and palm trees.

19. Ramada by Wyndham Venice Hotel Venezia

Ramada by Wyndham Venice Hotel Venezia
3.5 star property
Gateway
7.2 out of 10, Good, (1,008 reviews)
"Nice place"
United States
Stephanie
$89 nightly
The price is $101
Oct 11 - Oct 12
Total with taxes and fees
Ramada by Wyndham Venice Hotel Venezia
Beach

20. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn
3.0 star property
South Village
8.8 out of 10, Excellent, (282 reviews)
"Great weekend stay at siesta!"
United States
Cassie
$140 nightly
The price is $158
Oct 8 - Oct 9
Total with taxes and fees
Cottages at Siesta Key Inn
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

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"Nice and easy access to store, restaurant etc"
Sunday 5-night trip
Posted 8 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

Find out more about Osprey

Osprey Condo Resorts information

Number of reviews
17,405
Accommodation
0 Condo Resorts
Lowest Price
$70
Highest Price
$473

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