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

Apartments in Osprey for Rent

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Osprey apartments

A bedroom with a bed, a dresser, a television, a painting, and a chair.

1. 2 Miles to Siesta Key

2 Miles to Siesta Key
Gulf Gate Estates
10.0 out of 10, Exceptional, (29 reviews)
"Had a great stay! "
United States
Keith K.
$169 nightly
The price is $188
Nov 7 - Nov 8
Total with taxes and fees
2 Miles to Siesta Key
A modern living room with a sofa, a dining area, and a kitchen area.

2. Casey Key Resort

Casey Key Resort
3.0 star property
Casey Key
8.4 out of 10, Very good, (284 reviews)
"Close to the water."
United States
jay
$236 nightly
The price is $264
Oct 28 - Oct 29
Total with taxes and fees
Casey Key Resort
A room with a bunk bed, a small desk, and a TV.

3. Tiny House Calypso with 1st floor sleeping

Tiny House Calypso with 1st floor sleeping
Sarasota
9.0 out of 10, Wonderful, (11 reviews)
"Third time here and best visit will book again in future "
United States
Desirae
$160 nightly
The price is $178
Oct 31 - Nov 1
Total with taxes and fees
Tiny House Calypso with 1st floor sleeping
An outdoor seating area with a 'WELCOME' sign, wooden benches, and a blue chair.

4. Tiny House Seashell - tiny living at the beach

Tiny House Seashell - tiny living at the beach
Sarasota
8.6 out of 10, Excellent, (10 reviews)
"Tons of fun"
United States
Michael
$148 nightly
The price is $165
Oct 31 - Nov 1
Total with taxes and fees
Tiny House Seashell - tiny living at the beach
A modern living room with a flat-screen TV, a sofa, a coffee table, and a balcony with a view of palm trees.

5. Glam Style 1BR Condo , Heated Pool Near Siesta

Glam Style 1BR Condo , Heated Pool Near Siesta
Sarasota
9.6 out of 10, Exceptional, (4 reviews)
"So nice to stay here with our large dogs. Extremely clean and quiet. Pool was great, too."
United States
Melissa
$287 nightly
The price is $320
Oct 31 - Nov 1
Total with taxes and fees
Glam Style 1BR Condo , Heated Pool Near Siesta
A modern living room with a flat-screen TV, a white coffee table, a grey sofa, and a view of the outdoors through a sliding glass door.

6. Turquoise home +6 min. from Siesta +heated pool

Turquoise home +6 min. from Siesta +heated pool
Sarasota
9.0 out of 10, Wonderful, (25 reviews)
"Clean and had everything needed for our stay. Beach close by."
United States
barbara s.
$253 nightly
The price is $282
Oct 30 - Oct 31
Total with taxes and fees
Turquoise home +6 min. from Siesta +heated pool
An outdoor seating area with a 'WELCOME' sign, wooden benches, and a blue chair.

7. Tiny House Flamingo - free WiFi

Tiny House Flamingo - free WiFi
Sarasota
8.4 out of 10, Very good, (6 reviews)
"This was our first time in a tiny house. It was absolutely as pictured. We had plenty of space and all amenities were provided. The place seemed very sturdy and well built. Also very clean and comfortable. The only thing we could have found better was if there was room in the loft (where the bed is) to stand up. We knew this going in and took a chance on the place anyway. Absolutely exceeded our expectations overall. Great location too!"
United States
JACI M.
$154 nightly
The price is $171
Nov 4 - Nov 5
Total with taxes and fees
Tiny House Flamingo - free WiFi
Two blue chairs facing a house with a porch, surrounded by palm trees and a gravel driveway.

8. Siesta Key, Sea Horse Villa, Pool. Daily rentals

Siesta Key, Sea Horse Villa, Pool. Daily rentals
South Village
9.4 out of 10, Exceptional, (55 reviews)
"Perfect weekend getaway stay for my husband and I! The cottage had everything we needed, was thoroughly cleaned and location was perfect for restaurant hopping and beach going. Would definitely stay again!"
United States
Allie A.
$238 nightly
The price is $265
Oct 28 - Oct 29
Total with taxes and fees
Siesta Key, Sea Horse Villa, Pool. Daily rentals
A pool area with lounge chairs and a pool.

9. VILLA 4, Siesta Key, Walk to Beach. Pool. Daily Rentals

VILLA 4, Siesta Key, Walk to Beach. Pool. Daily Rentals
Sarasota
9.4 out of 10, Exceptional, (50 reviews)
"We had one minor issue with TV when we checked in and David immediately fixed the issue. Villa was amazing and pool was nice/clean!!!!"
United States
Chris M.
$238 nightly
The price is $265
Oct 29 - Oct 30
Total with taxes and fees
VILLA 4, Siesta Key, Walk to Beach. Pool. Daily Rentals
A swimming pool with a metal ladder, surrounded by a brick patio, and adjacent to a building with a blue exterior and multiple windows.

10. VILLA 3 · Pool view. Walk to beach. Daily rentals

VILLA 3 · Pool view. Walk to beach. Daily rentals
Sarasota
9.6 out of 10, Exceptional, (47 reviews)
"Location is perfect!"
United States
Tevin H.
$238 nightly
The price is $265
Oct 28 - Oct 29
Total with taxes and fees
VILLA 3 · Pool view. Walk to beach. Daily rentals
A modern kitchen with stainless steel appliances, granite countertops, and wooden cabinets.

11. Explore Sarasota: Condo w/ Pool Access, Near Dtwn

Explore Sarasota: Condo w/ Pool Access, Near Dtwn
3.5 star property
Sarasota
$248 nightly
The price is $280
Oct 29 - Oct 30
Total with taxes and fees
Explore Sarasota: Condo w/ Pool Access, Near Dtwn
A modern bedroom with a large bed, a nightstand, a lamp, and a view of greenery through the window.

12. Stylish Gray 2nd-Floor Condo w/ Heated Pool 1BR

Stylish Gray 2nd-Floor Condo w/ Heated Pool 1BR
Sarasota
9.2 out of 10, Wonderful, (16 reviews)
"It’s a nice place"
United States
Bledar K.
$260 nightly
The price is $290
Oct 31 - Nov 1
Total with taxes and fees
Stylish Gray 2nd-Floor Condo w/ Heated Pool 1BR
A compact kitchen with a built-in sink, a red ladder, and a small dining area.

13. Red Lifeguard Stand - pet freindly

Red Lifeguard Stand - pet freindly
Sarasota
9.4 out of 10, Exceptional, (26 reviews)
"Easy to access, close to beach, and easy stay."
United States
Maribel R.
$166 nightly
The price is $185
Oct 31 - Nov 1
Total with taxes and fees
Red Lifeguard Stand - pet freindly
A modern kitchen with a coffee maker, fruit bowl, and a TV displaying a scenic view.

14. Hidden gem perfect for 2 just 5 min from Siesta

Hidden gem perfect for 2 just 5 min from Siesta
Sarasota
9.8 out of 10, Exceptional, (6 reviews)
"Cute place for two travelers!"
United States
Alesandra B.
$209 nightly
The price is $233
Oct 30 - Oct 31
Total with taxes and fees
Hidden gem perfect for 2 just 5 min from Siesta
A pool area with palm trees, a small pool, and a wooden fence.

15. Bright & Beachy–Beach Club Siesta Key 100A by RVA

Bright & Beachy–Beach Club Siesta Key 100A by RVA
South Village
9.0 out of 10, Wonderful, (119 reviews)
"The pool and proximity to the beach are great "
United States
Evan C.
$305 nightly
The price is $340
Oct 29 - Oct 30
Total with taxes and fees
Bright & Beachy–Beach Club Siesta Key 100A by RVA
A cozy cabin interior with a sofa, a television, and a 'Welcome Visitors' sign.

16. Tiny House Green Lifeguard Stand - sleeps 5

Tiny House Green Lifeguard Stand - sleeps 5
Sarasota
9.4 out of 10, Exceptional, (33 reviews)
"Very clean & tidy! The house stayed cool & comfortable the whole night! My husband & I enjoyed this unique place & would definitely book again!"
United States
Jennifer S.
$169 nightly
The price is $188
Nov 4 - Nov 5
Total with taxes and fees
Tiny House Green Lifeguard Stand - sleeps 5
A pool area with palm trees, a small pool, and a wooden fence.

17. Couple’s Escape-Beach Club at Siesta Key 106C by RVA

Couple’s Escape-Beach Club at Siesta Key 106C by RVA
South Village
9.4 out of 10, Exceptional, (105 reviews)
"Great birthday weekend. Awesome location to the beach and nightlife. Highly recommend."
United States
Cindy F.
$297 nightly
The price is $331
Oct 29 - Oct 30
Total with taxes and fees
Couple’s Escape-Beach Club at Siesta Key 106C by RVA
A modern living room with a sofa, a coffee table, and a dining area with a table and chairs.

18. [Sunny in Siesta] king bed + walk to beach

[Sunny in Siesta] king bed + walk to beach
South Village
9.6 out of 10, Exceptional, (15 reviews)
"Great location and accommodation. "
United States
ESTELEN
$282 nightly
The price is $288
Nov 1 - Nov 2
Total with taxes and fees
[Sunny in Siesta] king bed + walk to beach
A cozy room with a wooden wall, a sofa, a small table with stools, and a television.

19. Tiny House Yellow Lifeguard Stand- pet friendly

Tiny House Yellow Lifeguard Stand- pet friendly
Sarasota
9.4 out of 10, Exceptional, (51 reviews)
"Cute place!!"
United States
Lisa S.
$161 nightly
The price is $179
Oct 31 - Nov 1
Total with taxes and fees
Tiny House Yellow Lifeguard Stand- pet friendly
A spacious living room with a ceiling fan, a dining area with a glass table, and a view of a balcony.

20. Charming 1-bedroom apartment in amazing Nokomis

Charming 1-bedroom apartment in amazing Nokomis
Nokomis
10.0 out of 10, Exceptional, (4 reviews)
"Such a great spot and a beautiful home! Thank you for such a great stay! "
United States
Caroline Y.
$295 nightly
The price is $329
Nov 14 - Nov 15
Total with taxes and fees
Charming 1-bedroom apartment in amazing Nokomis
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

Cirque St. Armands Beachside

Cirque St. Armands Beachside

10/10 Excellent
"It was clean, very friendly and kind of schik."
Divina 2-night trip
Posted 6 hours ago
Cirque St. Armands Beachside

Find out more about Osprey

Osprey Apartments information

Number of reviews
795
Accommodation
1108 Apartments
Lowest Price
$165
Highest Price
$340

Frequently asked questions

What's it like to stay at an apartment in Osprey?
There are plenty of places to stay in Osprey with 58 hotels and other lodging accommodations. Though there aren't many apartments, we can help you search for accommodations that are similar. When you search on Expedia, you can filter by amenities you might find in an apartment like a kitchen. Even filter by similar properties such as vacation homes, condos, or guest houses. You can relish the top-notch restaurants and lively bars during your visit. Take time to visit some favorite sights in the larger region like Siesta Key Beach and Lido Beach.
How do you know if an apartment is the right choice for your stay?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area.
What's a favorite apartment for my stay in Osprey?
Here are some of the favorite apartments in the area to choose from: The Ringling Beach House: Located in Siesta Key, 6.6 mi/10.7 km from the heart of Osprey. Includes free WiFi, private patios, and separate dining areas. Free parking and an outdoor pool are on site. Sea Club I Beach Resort: Located 16.3 mi/26.2 km away in Longboat Key. Amenities include free WiFi. Free parking and onsite laundry facilities are on site. Beautiful,Cozy 3Bed/2 Siesta Key home on Ocean blvd, close to village, beaches,: Located in Siesta Key, 7.7 mi/12.3 km away. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. Casey Key Resort: Located 4.8 mi/7.8 km away in Nokomis. Free WiFi and separate dining areas are included. Free parking and onsite laundry facilities are on site. Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Pickle Ball!: Located in Siesta Key, 5.5 mi/8.9 km from Osprey. Includes free WiFi, sofa beds, and premium mattresses. Onsite laundry facilities and an outdoor pool are on site.
How many apartments can I expect to find in Osprey?
Expedia has 5 apartments to book in Osprey.
What will the weather be like when I travel to Osprey?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Osprey. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches.
What should I see and do in Osprey?
People visiting Osprey come for its restaurants and beaches. Turtle Beach and Nokomis Beach are a couple of scenic spots to enjoy the outdoors, whereas Historic Spanish Point is one of the cultural attractions. Siesta Key Beach and Lido Beach are other popular places to visit in the area.
What's the best way to get to and around Osprey?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Sarasota-Bradenton Intl. Airport (SRQ), which is located 13.8 mi (22.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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