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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Apartments in Osprey and around

The Ringling Beach House
Front of property

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (319)
"We loved the Villa!! It was spacious and stocked with every kitchen item you can imagine. "
The Ringling Beach House
Sea Club I Beach Resort
On the beach, white sand

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (320)
"just an amazing staff and clean rooms! it was paradise will go back next year for sure!!"
Sea Club I Beach Resort
THE BEACH #107 Summer special 210 nite+fees Beachfront Full View
On the beach, sun-loungers, beach towels

THE BEACH #107 Summer special 210 nite+fees Beachfront Full View

10.0 out of 10, Exceptional, (73)
"Our second time here and it was wonderful again. Annette is very sweet and the place is perfect!"
The price is €357
includes taxes & fees
24 Aug - 25 Aug
THE BEACH #107 Summer special 210 nite+fees Beachfront Full View
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. "
Casey Key Resort - Gulf Shores
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!

9.4 out of 10, Exceptional, (51)
"Great little place in the middle of everything in Siesta Key Village. Within walking distance of beach, restaurant, drinks, ice cream and much more. Definitely recommend and will stay again!!"
The price is €303
includes taxes & fees
26 Aug - 27 Aug
Siesta Key Village-Suite #3: A Block to the 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
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, (25)
"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
Steps to Siesta Key Beach / Charming 2-Bedr + den apartment with Patio & Pool
Fridge, microwave, oven, stovetop

Steps to Siesta Key Beach / Charming 2-Bedr + den apartment with Patio & Pool

9.4 out of 10, Exceptional, (62)
"We loved our weekend. The place was super clean and comfortable. We loved how close it was to the beach! Would come back!"
Steps to Siesta Key Beach / Charming 2-Bedr + den apartment with Patio & Pool
Private Siesta Key In-law Aprtment
Fridge, microwave, oven, stovetop

Private Siesta Key In-law Aprtment

9.8 out of 10, Exceptional, (50)
"Very clean, quiet, and comfortable stay. Thank you to our host for all of the little extras"
Private Siesta Key In-law Aprtment
Very tropical, private and peaceful, short walk to everything happening downtown
Marina

Very tropical, private and peaceful, short walk to everything happening downtown

9.8 out of 10, Exceptional, (58)
"Relaxed atmosphere, great outdoor space, very walkable."
The price is €227
includes taxes & fees
22 Sept - 23 Sept
Very tropical, private and peaceful, short walk to everything happening downtown
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 for anything you want to do in Siesta Key."
Siesta Key Village-Suite #4: A block to the Beach!
Cozy & peaceful 1 bedroom condo with a balcony a block from Lido Beach
Pool

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

10.0 out of 10, Exceptional, (6)
"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
WALK TO GULF BEACH ACCESS! DOG FRIENDLY!
Property grounds

WALK TO GULF BEACH ACCESS! DOG FRIENDLY!

9.6 out of 10, Exceptional, (38)
"Wife and I visited for the first time after the hurricanes. Place was exactly as advertised. Nice relaxing long weekend."
WALK TO GULF BEACH ACCESS! DOG FRIENDLY!
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, (197)
"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!
Cozy Sarasota Retreat - 3 Blocks to the Coast!
Interior

Cozy Sarasota Retreat - 3 Blocks to the Coast!

9.8 out of 10, Exceptional, (59)
"Very clean and nice property! It was perfect for my husband and I!"
Cozy Sarasota Retreat - 3 Blocks to the Coast!
KING STUDIO Pool Walk to Siesta key beach King bed DAILY RENTALS SPECAILS
Beach

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

9.6 out of 10, Exceptional, (30)
"Its a beautiful area, we enjoyed staying!"
The price is €214
includes taxes & fees
22 Sept - 23 Sept
KING STUDIO Pool Walk to Siesta key beach King bed DAILY RENTALS SPECAILS
University Pines Studio in Sarasota
Fridge, microwave, coffee/tea maker, electric kettle

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 "
The price is €154
includes taxes & fees
22 Sept - 23 Sept
University Pines Studio in Sarasota
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
Charming Beach Front Studio Steps to the Sand and Gulf
On the beach, sun-loungers

Charming Beach Front Studio Steps to the Sand and Gulf

9.8 out of 10, Exceptional, (18)
"Loved everything about our stay. Will definitely be back!"
Charming Beach Front Studio Steps to the Sand and Gulf
Tangerine Dream, a peaceful getaway just 1.5 miles from beach & village
Beach nearby

Tangerine Dream, a peaceful getaway just 1.5 miles from beach & village

8.8 out of 10, Excellent, (113)
"Great place"
Tangerine Dream, a peaceful getaway just 1.5 miles from beach & village
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

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Excellent "
TATIANA 3-night trip
Posted 19 hours ago
Tropical Beach Resorts

Frequently asked questions

What's it like to stay at an apartment in Osprey?
You can choose from 9 apartments in Osprey for your holiday. Why not take time to enjoy the popular beaches or seek out the lively bars? Discover some favourite sights in the wider region such as Siesta Key Beach and Lido Beach.
How do you know if an apartment is the best choice for your stay?
Often more spacious than a traditional hotel room, an apartment includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for solo travellers who want to stay in a quieter area.
What's the best apartment I should consider for a stay in Osprey?
Listed below are some of the favourite 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, a furnished patio and a dining area . 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 on-site laundry facilities are on site . Casey Key Resort - Gulf Shores: Located in Nokomis , 4.8 mi/7.8 km away. Includes free WiFi and a dining area . Free parking and on-site laundry facilities are on site . Charming Studio Unit Across from Lido Key Beach: Located in Sarasota , 9.3 mi/15 km from Osprey. Includes free WiFi and a Smart TV . Access to on-site laundry facilities is available on site .
How many apartments will I be able to find in Osprey?
Expedia has 9 apartments to book in Osprey.
What will the weather be like during my trip to Osprey?
Although 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 temperature of 28°C, while the coldest months are January and February, with an average of 19°C. Average annual precipitation for Osprey is 1126 mm.
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, FL (SRQ-Sarasota-Bradenton Intl.), which is located 13.8 mi (22.2 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.