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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Osprey apartments

Outdoor wedding area

Casey Key Resort - Gulf Shores

Casey Key Resort - Gulf Shores
3.0 star property
Casey Key
8.4 out of 10, Very Good, (267 reviews)
"Very helpful and nice staff. Lovely room, great location. Adorable cottage"
United States
Hilary
Casey Key Resort - Gulf Shores
Sun loungers, beach towels

Magical Suite: Pool, Sauna, AC, Wi-Fi and More in Awesome Quite Venice-Florida

Magical Suite: Pool, Sauna, AC, Wi-Fi and More in Awesome Quite Venice-Florida
2.0 star property
South Venice
9.0 out of 10, Wonderful, (12 reviews)
"Great location , very clean , very friendly. "
United States
Jed J.
The price is AED 459
AED 926 total
includes taxes & fees
16 Jan - 17 Jan
Magical Suite: Pool, Sauna, AC, Wi-Fi and More in Awesome Quite Venice-Florida
On the beach

Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (123 reviews)
"We had a beautiful trip, the Oceanfront Oais is phenomenal!"
United States
kata
The price is AED 558
AED 1,198 total
includes taxes & fees
26 Jan - 27 Jan
Oceanfront Oasis – Longboat Key 226 by RVA
Property grounds

Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen

Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen
Longboat Key
9.8 out of 10, Exceptional, (257 reviews)
"Loved this place. Would stay again. Very clean and right by the beach. Worth staying and highly reccomend. Hosts were very communicative as well. "
United States
Brenda V.
The price is AED 1,252
AED 2,582 total
includes taxes & fees
15 Feb - 16 Feb
Luxury Beach Condo - Ocean View w/ Fireplace. 2br/2ba. Full Kitchen
Property grounds

Studio Retreat Across the Street from Beautiful Siesta Key Beach

Studio Retreat Across the Street from Beautiful Siesta Key Beach
Siesta Key
8.8 out of 10, Excellent, (156 reviews)
"Pristinely clean comfortable and very close to beach with free parking it was a great place to stay! Would recommend!"
United States
Stina
The price is AED 727
AED 1,202 total
includes taxes & fees
23 Jan - 24 Jan
Studio Retreat Across the Street from Beautiful Siesta Key Beach
On the beach, sun loungers, beach towels

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (82 reviews)
"Beautiful location and the beach is amazing "
United States
Heather A.
The price is AED 731
AED 1,418 total
includes taxes & fees
18 Jan - 19 Jan
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Beach nearby, sun loungers, beach towels

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

Siesta Key Village-Suite #3: A Block to the Beach!
Siesta Key Village
9.2 out of 10, Wonderful, (66 reviews)
"Well maintained, great location. We really enjoyed tge time there. Definitely looking forward to more trips."
United States
Barry L.
The price is AED 487
AED 1,303 total
includes taxes & fees
26 Jan - 27 Jan
Siesta Key Village-Suite #3: A Block to the Beach!
Beach nearby

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

Beachside Studio Located Across from Main Beach and Half Mile to Village
Sarasota
8.8 out of 10, Excellent, (158 reviews)
"Small and cozy - good supply of beach equipment and great location!"
United States
Jamie B.
The price is AED 529
AED 948 total
includes taxes & fees
19 Jan - 20 Jan
Beachside Studio Located Across from Main Beach and Half Mile to Village
Beach nearby, sun loungers, beach towels

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

Siesta Key Village-Suite #1: A block to the Beach!
Siesta Key Village
9.8 out of 10, Exceptional, (44 reviews)
"Loved being in the heart of Siesta Key. Easy walk to the beach and right by all of the bars, restaurants, etc. Made our vacation so much smoother not having to drive anywhere and worry about parking!"
United States
JORDAN R.
The price is AED 487
AED 1,299 total
includes taxes & fees
19 Jan - 20 Jan
Siesta Key Village-Suite #1: A block to the Beach!
Terrace/patio

Two Miles to Siesta Key

Two Miles to Siesta Key
Gulf Gate Estates
10.0 out of 10, Exceptional, (43 reviews)
"Terry was a great host. The apartment was very comfortable and had everything we needed for our short stay in Sarasota. Would stay here again."
United States
Robert C.
The price is AED 400
AED 609 total
includes taxes & fees
21 Jan - 22 Jan
Two Miles to Siesta Key
Beach nearby, beach umbrellas

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, (113 reviews)
"Enjoyable stay "
United States
Brian
The price is AED 727
AED 1,415 total
includes taxes & fees
20 Jan - 21 Jan
Bright & Beachy–Beach Club Siesta Key 100A by RVA
Beach nearby

Siesta Cooler: Only Minutes Walk to Siesta Beach!

Siesta Cooler: Only Minutes Walk to Siesta Beach!
Siesta Key Village
9.6 out of 10, Exceptional, (60 reviews)
"Great place to stay. Balcony overlooks the village and easy walk to the beach."
United States
Donna H.
The price is AED 580
AED 1,418 total
includes taxes & fees
18 Jan - 19 Jan
Siesta Cooler: Only Minutes Walk to Siesta Beach!
Exterior

Tropical, private, downtown

Tropical, private, downtown
Central Sarasota
9.4 out of 10, Exceptional, (84 reviews)
"Place was perfect for our short stay! Great location, roomy enough for two adults and two small pups. Very cute inside, would stay here again! "
United States
Stephanie L.
The price is AED 393
AED 919 total
includes taxes & fees
20 Jan - 21 Jan
Tropical, private, downtown
On the beach, sun loungers

Stunning 1-Bedroom, Remodeled Apartment Overlooking Pool Near the Beach

Stunning 1-Bedroom, Remodeled Apartment Overlooking Pool Near the Beach
Siesta Key
9.6 out of 10, Exceptional, (95 reviews)
"Lovely property and great location to the beach and the village. We enjoyed our stay here and would stay again!"
United States
Colleen O.
The price is AED 1,297
AED 2,100 total
includes taxes & fees
16 Jan - 17 Jan
Stunning 1-Bedroom, Remodeled Apartment Overlooking Pool Near the Beach
Beach

KING STUDIO Pool Walk to Siesta key beach King bed DAILY RENTALS SPECAILS

KING STUDIO Pool Walk to Siesta key beach King bed DAILY RENTALS SPECAILS
South Village
9.8 out of 10, Exceptional, (32 reviews)
"Private, nice, and new Easy access Would stay again "
United States
Frederick
The price is AED 547
AED 1,015 total
includes taxes & fees
17 Jan - 18 Jan
KING STUDIO Pool Walk to Siesta key beach King bed DAILY RENTALS SPECAILS
On the beach, beach umbrellas

Bright Beach Studio – Silver Sands #255A by RVA

Bright Beach Studio – Silver Sands #255A by RVA
Longboat Key
9.0 out of 10, Wonderful, (64 reviews)
"This was a solo mom-cation. The room was clean and well stocked. The bathroom had fresh towels. I was seconds from sitting on the beach with a cold beer and no kids. It was perfect. "
United States
Blake M.
The price is AED 768
AED 1,496 total
includes taxes & fees
6 Feb - 7 Feb
Bright Beach Studio – Silver Sands #255A by RVA
Outdoor pool, a heated pool

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

Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette
Whitfield Estates
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay, music at the tiki bar every night. Kitchen staff was incredible. The food was awesome. Definitely would stay here again."
United States
christopher s.
The price is AED 311
AED 653 total
includes taxes & fees
18 Jan - 19 Jan
Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette
Beach nearby, sun loungers

Elegant 2 BR + Den / Heated Pool / Steps to Siesta Beach

Elegant 2 BR + Den / Heated Pool / Steps to Siesta Beach
Siesta Key
9.4 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay! Easy to communicate with property management, property was clean and comfortable. The trolley system is an added bonus!"
United States
Hayley H.
The price is AED 1,414
AED 2,423 total
includes taxes & fees
19 Jan - 20 Jan
Elegant 2 BR + Den / Heated Pool / Steps to Siesta Beach
Beach nearby

Right on the beach.Renovated ground Floor unit 63.

Right on the beach.Renovated ground Floor unit 63.
Longboat Key
9.6 out of 10, Exceptional, (57 reviews)
"Excellent, clean, and friendly"
United States
John G.
The price is AED 551
AED 1,240 total
includes taxes & fees
1 Feb - 2 Feb
Right on the beach.Renovated ground Floor unit 63.
1 bedroom, desk, free WiFi, bed sheets

Near to the Beach, UTC mall, SCF, IMG, Airport, Ringling Museum and much more

Near to the Beach, UTC mall, SCF, IMG, Airport, Ringling Museum and much more
Bayshore Gardens
9.2 out of 10, Wonderful, (36 reviews)
"Very nice place, easy check in, and communicative host"
United States
Cristopher M.
The price is AED 275
AED 634 total
includes taxes & fees
17 Jan - 18 Jan
Near to the Beach, UTC mall, SCF, IMG, Airport, Ringling Museum and much 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.
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Top Osprey Hotel Reviews

Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

10/10 Excellent
"The room was spacious and clean! Had a great view of the pool and a balcony! The property looks older but the rooms are remodeled nicely! Will for sure stay again. The staff was incredible helpful and friendly!"
Stephany 2-night trip
Posted 2 days ago
Golden Host Resort - Sarasota

Frequently asked questions

What's it like to stay at an apartment in Osprey?
You'll find 5 apartments to choose from in Osprey for your vacation. Why not take time to enjoy the popular beaches or seek out the top-notch restaurants? 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 top 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. [Beach Elements] pool view withprivate beach access: Located 5.8 mi/9.3 km away in Siesta Key. Private patios and sofa beds are included. Access to onsite laundry facilities is available on site. Sea Club I Beach Resort: Located in Longboat Key, 16.3 mi/26.2 km away. Includes free WiFi. Free parking and onsite laundry facilities are on site. Right on the beach.Renovated ground Floor unit 63.: Located 16.4 mi/26.3 km away in Longboat Key. Amenities include private balconies. Access to onsite laundry facilities is available on site. THE BEACH CONDO #107 BEACHFRONT FULL VIEW: Located in Longboat Key, 15.3 mi/24.7 km from Osprey. Includes free WiFi, outdoor space, and sofa beds. 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. 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.