Apartments in Osprey for Rent

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Oct 10 - Oct 12
In two weeks
Oct 17 - Oct 19
In one month
Oct 31 - Nov 2
In two months
Nov 28 - Nov 30

Apartments in Osprey

The Ringling Beach House
Front of property

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (327)
"We liked the stay very much "
The Ringling Beach House
Sea Club I Beach Resort
On the beach, white sand

Sea Club I Beach Resort

3.0 star property
9.2 out of 10, Wonderful, (327)
"Amazing place, it’s the perfect place for relax and enjoy the beach. I love and I will come back again and again."
Sea Club I Beach Resort
Shorewalk Vacation Villas
Property entrance

Shorewalk Vacation Villas

2.0 star property
8.8 out of 10, Excellent, (713)
"Highly recommend 👌 location, community is beautiful 😍 "
Shorewalk Vacation Villas
Siesta Key Village-Suite #3: A Block to the Beach!
Beach nearby, sun loungers, beach towels

Siesta Key Village-Suite #3: A Block to the Beach!

9.2 out of 10, Wonderful, (58)
"We had a great stay! There are plenty amenities with this property. I would stay here again! "
$354 nightly
The price is $383
Oct 3 - Oct 4
Total with taxes and fees
Siesta Key Village-Suite #3: A Block to the Beach!
Charming Studio Unit Across from Lido Key Beach
Beach nearby, sun loungers, beach towels

Charming Studio Unit Across from Lido Key Beach

9.2 out of 10, Wonderful, (26)
"Perfect location for what we wanted. Everything was walkable, the property was quaint, and provided all the essentials for walking to the beach. A wagon, umbrellas, coolers, and chairs. "
Charming Studio Unit Across from Lido Key Beach
Charming Hibiscus Suite-spacious- only 60 steps to Siesta Key Public Beach
Beach nearby, sun loungers

Charming Hibiscus Suite-spacious- only 60 steps to Siesta Key Public Beach

9.6 out of 10, Exceptional, (76)
"It was a wonderful stay, short walk to the beach!"
$362 nightly
The price is $403
Oct 3 - Oct 4
Total with taxes and fees
Charming Hibiscus Suite-spacious- only 60 steps to Siesta Key Public Beach
Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette
Marina

Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette

9.6 out of 10, Exceptional, (19)
"Loved the amenities "
Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
On the beach, sun loungers, beach towels

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

10.0 out of 10, Exceptional, (77)
"The area was perfect as well as the condo and the host! The property was in a beautiful area, and the condo and property is very clean and well maintained. Would definitely recommend!"
$387 nightly
The price is $431
Oct 12 - Oct 13
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Siesta Key Village-Suite #4: A block to the Beach!
Beach nearby, sun loungers, beach towels

Siesta Key Village-Suite #4: A block to the Beach!

9.2 out of 10, Wonderful, (32)
"Great location "
$354 nightly
The price is $383
Oct 6 - Oct 7
Total with taxes and fees
Siesta Key Village-Suite #4: A block to the Beach!
Walk to Siesta key beach | Private Dock | Patio | Pool
Fridge, microwave, oven, coffee/tea maker

Walk to Siesta key beach | Private Dock | Patio | Pool

9.4 out of 10, Exceptional, (14)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
$349 nightly
The price is $367
Oct 6 - Oct 7
Total with taxes and fees
Walk to Siesta key beach | Private Dock | Patio | Pool
Modern Beachside King Suite on Englewood Beach
Outdoor dining

Modern Beachside King Suite on Englewood Beach

10.0 out of 10, Exceptional, (8)
"Nicely furnished, comfortable, clean, great spot"
Modern Beachside King Suite on Englewood Beach
Clean & Bright. Minutes to Anna Maria Island+
Beach

Clean & Bright. Minutes to Anna Maria Island+

9.8 out of 10, Exceptional, (6)
"Great spot !"
$235 nightly
The price is $235
Oct 6 - Oct 7
Total with taxes and fees
Clean & Bright. Minutes to Anna Maria Island+
Walk to Siesta Key Beach & Village | Private Patio | Prime Location!
Beach nearby

Walk to Siesta Key Beach & Village | Private Patio | Prime Location!

9.4 out of 10, Exceptional, (200)
"Very nice place good location within walking distance to just about everything clean and comfortable"
Walk to Siesta Key Beach & Village | Private Patio | Prime Location!
Siesta Cooler: Only Minutes Walk to Siesta Beach!
Beach nearby

Siesta Cooler: Only Minutes Walk to Siesta Beach!

9.6 out of 10, Exceptional, (54)
"Great place to stay. Balcony overlooks the village and easy walk to the beach."
$379 nightly
The price is $411
Oct 4 - Oct 5
Total with taxes and fees
Siesta Cooler: Only Minutes Walk to Siesta Beach!
Beautiful University Pines Studio in Sarasota
Fridge, microwave, coffee/tea maker, electric kettle

Beautiful University Pines Studio in Sarasota

9.8 out of 10, Exceptional, (33)
"I needed a 2 night stay to get work done and this place was perfect for my needs. Clean and comfortable "
$150 nightly
The price is $167
Oct 6 - Oct 7
Total with taxes and fees
Beautiful University Pines Studio in Sarasota
Lido Key- quaint studio remodeled holiday cottage-A
A heated pool

Lido Key- quaint studio remodeled holiday cottage-A

10.0 out of 10, Exceptional, (25)
"Loved staying in this perfect little condo. Had all that was needed and awesome location. "
Lido Key- quaint studio remodeled holiday cottage-A
Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!
Fridge, microwave, oven, stovetop

Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!

9.8 out of 10, Exceptional, (50)
"Great Place"
Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!
Tranquil 2BR Beachfront Condo on Siesta Key
On the beach, sun loungers

Tranquil 2BR Beachfront Condo on Siesta Key

9.2 out of 10, Wonderful, (55)
"Very nice; beach access amazing. Easy to walk to restaurants."
Tranquil 2BR Beachfront Condo on Siesta Key
Casey Key Resort - Gulf Shores
Deluxe Studio, Bay View | View from room

Casey Key Resort - Gulf Shores

3.0 star property
8.4 out of 10, Very Good, (261)
"Cute place and property! Cozy, quiet and clean. The property manager was very nice. We enjoyed the private beach on the property. It is walking distance to 2 restaurants. Would def go back, we had a nice relaxing weekend. "
$185 nightly
The price is $209
Oct 6 - Oct 7
Total with taxes and fees
Casey Key Resort - Gulf Shores
Siesta Key Villa w/d Beach Access | Pool & More
Outdoor dining

Siesta Key Villa w/d Beach Access | Pool & More

10.0 out of 10, Exceptional, (15)
"From check in to comfort to location - everything was great! super cute property, great location within walking distance of downtown area. We had a wonderful time, would definitely stay there again "
$369 nightly
The price is $390
Oct 6 - Oct 7
Total with taxes and fees
Siesta Key Villa w/d Beach Access | Pool & More
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osprey Hotel Reviews

Carlisle Inn

Carlisle Inn

10/10 Excellent
"The Carlisle Inn is a gem! Truely a 5-star hotel. Elligent furnishing, large rooms, Wide halls. The hot tub and pool area are superb. If you stay the restaurant in the front parking lot is a must."
Celeste 1-night trip
Posted 19 hours ago
Carlisle Inn

Find out more about Osprey

Find out more about Osprey

Osprey Apartments information

Number of reviews
2,308
Accommodation
777 Apartments
Lowest Price
$167
Highest Price
$431

Explore a world of travel with Expedia

Explore a world of travel with Expedia