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Compare 709 Apartments in Osprey with updated reviews, rates, and availability.

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (301)
"Really enjoyed staying and beautiful beach!!! Will definitely come back again! "
The price is AEDĀ 457
AEDĀ 1,015 total
includes taxes & fees
14 May - 15 May
The Ringling Beach House

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (306)
Sea Club I Beach Resort

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

9.2 out of 10, Wonderful, (45)
"Great location in the heart of town close to shops and restaurants and a short walk to the beach. "
Siesta Key Village-Suite #3: A Block to the Beach!

Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking

8.6 out of 10, Excellent, (59)
"Great area, though some construction is going on but it’s hurricane recovery. Clean, efficient rental. Close to both the beach and downtown eating area. Don’t miss the patriotic sunset service at Sunset Point!"
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking

Charming Studio Unit Across from Lido Key Beach

9.0 out of 10, Wonderful, (15)
"A great place for a weekend get away. The location is close to Lido Beach and St. Armand’s Circle."
Charming Studio Unit Across from Lido Key Beach

Beachside Studio Located Across from Main Beach and Half Mile to Village

8.8 out of 10, Excellent, (149)
"Small but totally adequate. Great location"
The price is AEDĀ 437
AEDĀ 1,290 total
includes taxes & fees
16 May - 17 May
Beachside Studio Located Across from Main Beach and Half Mile to Village

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

10.0 out of 10, Exceptional, (42)
"Had a great time here. Perfect location. Host was very nice and great communication. Definitely recommend "
Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!

Villa in Osprey that sleeps the whole family

9.8 out of 10, Exceptional, (30)
"Very beautiful property, highly recommended."
Villa in Osprey that sleeps the whole family

Siesta Cooler: Only Minutes Walk to Siesta Beach!

9.6 out of 10, Exceptional, (48)
"We loved our stay and the unit had everything we needed for our time in Siesta! "
The price is AEDĀ 716
AEDĀ 1,551 total
includes taxes & fees
18 May - 19 May
Siesta Cooler: Only Minutes Walk to Siesta Beach!

Tiny House Calypso with 1st floor sleeping

8.6 out of 10, Excellent, (7)
"Is really nice place coming back soon šŸ‘šŸ‘šŸ‘šŸ‘"
The price is AEDĀ 327
AEDĀ 650 total
includes taxes & fees
14 May - 15 May
Tiny House Calypso with 1st floor sleeping

Casey Key Resort - Gulf Shores

3.0 star property
8.2 out of 10, Very Good, (256)
"We had a great time during our stay, lots of dining options, private beach access and great area all around!"
The price is AEDĀ 859
AEDĀ 1,020 total
includes taxes & fees
14 May - 15 May
Casey Key Resort - Gulf Shores

Studio Retreat Across the Street from Beautiful Siesta Key Beach

8.8 out of 10, Excellent, (149)
"We had the best getaway! Easy to walk to the town, right across the street from the beach, clean, plenty of room for two adults and two kids. We will be back!!"
The price is AEDĀ 500
AEDĀ 1,405 total
includes taxes & fees
26 May - 27 May
Studio Retreat Across the Street from Beautiful Siesta Key Beach

Siesta Key Village-Suite #1: A block to the Beach!

9.8 out of 10, Exceptional, (37)
"We had a great time and the unit is in a great location!"
Siesta Key Village-Suite #1: A block to the Beach!

Venice Beach Studio-centrally located-Great Price-Clean-Private

10.0 out of 10, Exceptional, (11)
"Very close to downtown, beaches and restaurants. Easy to go to beach for sunrise or sunset. Unit had everything you could think of to need to make your stay comfortable. "
Venice Beach Studio-centrally located-Great Price-Clean-Private

Lake Studio

9.2 out of 10, Wonderful, (14)
"Quiet and close. Was perfect for a weekend away. "
The price is AEDĀ 283
AEDĀ 497 total
includes taxes & fees
14 May - 15 May
Lake Studio

The Beach Club at Siesta Key #106C Resort by RVA

9.4 out of 10, Exceptional, (96)
"Can't beat the location and the staff was VERY friendly. Thank you for making our weekend getaway a blast!"
The price is AEDĀ 533
AEDĀ 1,163 total
includes taxes & fees
25 May - 26 May
The Beach Club at Siesta Key #106C Resort by RVA

Shorewalk Vacation Villas

2.0 star property
8.8 out of 10, Excellent, (707)
"Highly recommend šŸ‘Œ location, community is beautiful šŸ˜ "
Shorewalk Vacation Villas

Sunshine 2-bedroom Shorewalk condo near beaches, IMG - Pickleball, Pool Lakeview

10.0 out of 10, Exceptional, (4)
"We enjoyed our stay very much. This condo is beautifully decorated and very comfortable. Very safe neighborhood close to everything. Highly recommend!"
Sunshine 2-bedroom Shorewalk condo near beaches, IMG - Pickleball, Pool Lakeview

Cozy & peaceful 1 bedroom condo with a balcony a block from Lido Beach

10.0 out of 10, Exceptional, (1)
"My Mom and I stayed for the weekend and had a great time. It is a quick walk to the beach and St Armand’s circle so you can park your car and walk everywhere. The owners do a great job keeping the locations clean and adding small amenities to make your trip nicer. It’s a great location for 2 people to enjoy the beach, but would be cramped if you had anymore."
Cozy & peaceful 1 bedroom condo with a balcony a block from Lido Beach

Cozy and Private Studio Retreat near Downtown & Beaches

10.0 out of 10, Exceptional, (14)
"Host gave very good communication. So great,decided to book 3 more days. Studio was spotless and as described. I would definitely recommend. "
Cozy and Private Studio Retreat near Downtown & Beaches
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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Other property types in Osprey

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4650)
"Great stay"
The price is AEDĀ 492
AEDĀ 639 total
includes taxes & fees
27 May - 28 May
Tropical Beach Resorts

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2124)
"Spacious, clean, affordable and good location for a first trip to Sarasota. "
The price is AEDĀ 553
AEDĀ 625 total
includes taxes & fees
14 May - 15 May
Hibiscus Suites - Gateway to Siesta Key

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

10.0 out of 10, Exceptional, (20)
"Outstanding. 10/10"
The price is AEDĀ 6,016
AEDĀ 11,809 total
includes taxes & fees
16 May - 17 May
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
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.

Frequently asked questions

What's it like to stay at an apartment in Osprey?
You’ll find 10 apartments to choose from in Osprey for your vacation. Why not take time to enjoy the popular beaches or seek out the lively bars? Discover some favorite places in the larger area 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. THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW: Located in Longboat Key, 15.3 mi/24.7 km away. Includes free WiFi, outdoor space, and sofa beds. Onsite laundry facilities and an outdoor pool are on site. Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking: 7.3 mi/11.8 km away in Siesta Key. Casey Key Resort - Gulf Shores: Located in Nokomis, 4.8 mi/7.8 km from Osprey. Includes free WiFi and separate dining areas. Free parking and onsite laundry facilities are on site.
How many apartments can I expect to find in Osprey?
Expedia has 10 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 bars and beaches. Family-friendly attractions include Jim Neville Marine Preserve and Nancy’s Consignments, whereas Turtle Beach and Nokomis Beach are a couple of great spots to enjoy the outdoors. 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.