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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Resort in Osprey

Siesta Key Beach Resort and Suites
Outdoor pool, open 9 AM to 9 PM, pool loungers

Siesta Key Beach Resort and Suites

2.5 star property
8.8 out of 10, Excellent, (1003)
"The location is excellent, with easy access to the beach and within walking distance to restaurants and shopping."
Siesta Key Beach Resort and Suites
Lido Beach Resort
2 outdoor pools, pool loungers

Lido Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1002)
"It was our third time staying at Lido Resort and loved it! "
The price is AU$557
includes taxes & fees
1 Sept - 2 Sept
Lido Beach Resort
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Great stay!"
The price is AU$504
includes taxes & fees
1 Sept - 2 Sept
Zota Beach Resort
The Resort at Longboat Key Club
Outdoor pool, pool umbrellas, pool loungers

The Resort at Longboat Key Club

4.0 star property
9.0 out of 10, Wonderful, (664)
"Beautiful beachfront property. "
The price is AU$770
includes taxes & fees
1 Sept - 2 Sept
The Resort at Longboat Key Club
Newly updated in family/pet friendly resort with all the amenities - near beach!
Smart TV, fireplace, ping pong, printers

Newly updated in family/pet friendly resort with all the amenities - near beach!

10.0 out of 10, Exceptional, (4)
"Each year our son competes in a skimboarding competion at Nokomis Beach. This property was only a short distance away and was convenient to travel back in forth to the beach over the long weekend. The residence was very clean, comfortable and either had (or in the resort) every possible amenity you could think of within arms reach. The VRBO description is very accurate and our family had zero issues during our stay. We recommend 100% and will consider staying again next year. "
The price is AU$348
includes taxes & fees
4 Aug - 5 Aug
Newly updated in family/pet friendly resort with all the amenities - near beach!
Palm Bay Club Siesta Key Newley renovated !
Outdoor pool, a heated pool

Palm Bay Club Siesta Key Newley renovated !

9.4 out of 10, Exceptional, (27)
"We had a really nice stay. Great location!"
Palm Bay Club Siesta Key Newley renovated !
Wellen Park Golf & Country Club resort style single family house full furnished.
Smart TV

Wellen Park Golf & Country Club resort style single family house full furnished.

Wellen Park Golf & Country Club resort style single family house full furnished.
Beautiful Venice Resort Home close to Beaches & Warm Mineral Springs, Cozy
Fridge, microwave, oven, stovetop

Beautiful Venice Resort Home close to Beaches & Warm Mineral Springs, Cozy

10.0 out of 10, Exceptional, (5)
"Niche place with it's own unique flavor. "
The price is AU$606
includes taxes & fees
1 Sept - 2 Sept
Beautiful Venice Resort Home close to Beaches & Warm Mineral Springs, Cozy
Family fun amenities for all ages!Two bedroom ,sleeps 6, pet friendly ,relaxing.
Indoor pool, outdoor pool

Family fun amenities for all ages!Two bedroom ,sleeps 6, pet friendly ,relaxing.

Family fun amenities for all ages!Two bedroom ,sleeps 6, pet friendly ,relaxing.
Sunny Apartments a block from Warm Mineral Springs. Unit 3
Outdoor dining

Sunny Apartments a block from Warm Mineral Springs. Unit 3

8.2 out of 10, Very good, (11)
"Close proximity to various beaches and services. The apartment was small but very comfortable with a modern well equipped kitchen. The apartment has been upgraded except the bathroom. We would stay there again"
Sunny Apartments a block from Warm Mineral Springs. Unit 3
Amenities galore
Interior

Amenities galore

10.0 out of 10, Exceptional, (1)
"Kim was the greatest host! Cozy unit with everything I needed. Made me feel right at home. Great pool and all the amenities were awesome! Will definitely use again!"
Amenities galore
Sarasota NEWER CONDO IN LAKEWOOD NATIONAL GOLF & CLUB & SHORT DRIVE TO BEACHES
Outdoor pool, a heated pool

Sarasota NEWER CONDO IN LAKEWOOD NATIONAL GOLF & CLUB & SHORT DRIVE TO BEACHES

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Lakewood National. The condo had everything we needed and the amenities are terrific. We look forward to visiting again!"
Sarasota NEWER CONDO IN LAKEWOOD NATIONAL GOLF & CLUB & SHORT DRIVE TO BEACHES
Get away to the Country on a lake enjoying the wild life and horses.
Property grounds

Get away to the Country on a lake enjoying the wild life and horses.

Get away to the Country on a lake enjoying the wild life and horses.
Charming 2-bedroom resort home minutes from the beaches with heated pools.
Indoor pool, outdoor pool

Charming 2-bedroom resort home minutes from the beaches with heated pools.

Charming 2-bedroom resort home minutes from the beaches with heated pools.
Veranda Beach front property and pool, school vacation week
On the beach

Veranda Beach front property and pool, school vacation week

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay. It was nice to have the beach service at no cost to us. There was an innocent mistake in our booking dates but the owner compensated us with a night's stay at another location at his expense. Highly recommend the area, condo & facility. We will definitely be going back!"
Veranda Beach front property and pool, school vacation week
Veranda Beach Club, ( Week 2 ) Jan. 11 to 18, 2020
On the beach

Veranda Beach Club, ( Week 2 ) Jan. 11 to 18, 2020

10.0 out of 10, Exceptional, (1)
"Great property and beautiful beach"
Veranda Beach Club, ( Week 2 ) Jan. 11 to 18, 2020
Beautiful Longboat Key, Florida - Little Gull Resort
On the beach

Beautiful Longboat Key, Florida - Little Gull Resort

Beautiful Longboat Key, Florida - Little Gull Resort
Waterfront Gulf view 3 bed/3 bath suite at Hyatt Residences on Siesta Key Beach.
Property grounds

Waterfront Gulf view 3 bed/3 bath suite at Hyatt Residences on Siesta Key Beach.

Waterfront Gulf view 3 bed/3 bath suite at Hyatt Residences on Siesta Key Beach.
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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Frequently asked questions

What can I expect from a resort holiday in Osprey?
You deserve a getaway, and a resort is the perfect place to find all the amenities and services you need for a relaxing time in Osprey. One of the comfortable resorts in the area might be just what you're looking for, whether you're hoping for an amazing pool, a state-of-the-art fitness centre or nightly entertainment options.
What's a top resort for my stay in Osprey?
Our highest-rated resorts around Osprey: Siesta Key Beach Resort and Suites - Situated just a 5-minute walk from Siesta Key Beach. 7 mi (11.3 km) from Osprey. Features a terrace, pool loungers and a car charging station. Guests love the pool. Lido Beach Resort - Beach resort, 5-minute walk from Lido Beach. 9.5 mi (15.2 km) from Osprey. Has 2 outdoor pools, a private beach and a fitness centre. Guests love the great beach location. Zota Beach Resort - Beach resort. 17.1 mi (27.5 km) from Osprey. Popular for its pool. Enjoy the private beach, fitness centre and terrace. The Resort at Longboat Key Club - Beach resort. 11.3 mi (18.2 km) from Osprey. Amenities include 6 restaurants, a private beach and 4 bars.
What can I do in Osprey?
Travellers love exploring the beaches in Osprey, and say that there are lots of great bars here. Enjoy some time by the water at Turtle Beach, or take the kids to Jim Neville Marine Preserve for some family fun. Siesta Key Beach and Lido Beach are a couple of additional top attractions in the area.
What's the seasonal weather 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's the best way to get to and around Osprey?
Fly into Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), which is located 13.8 mi (22.2 km) away from the heart of the city. If you'd like to venture out around the area, consider renting a car to explore more sights.