A marina with docked boats, a wooden bridge, and a building with a red roof.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Osprey condo rentals

Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.4 out of 10, Exceptional, (22 reviews)
"Nic place to stay and enjoy the area"
United States
isabel
The price is HK$953
HK$4,595 total
includes taxes & fees
8 Jul - 9 Jul
Chadwick Cove Resort & Marina
Beach nearby, beach towels

Waterfront Condo w/ Lanai · Pools & Hot Tubs · IMG Academy · Anna Maria Island

Waterfront Condo w/ Lanai · Pools & Hot Tubs · IMG Academy · Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (121 reviews)
"We loved the property, large pool & access to activities. "
United States
Mary Beth M.
The price is HK$1,019
HK$2,599 total
includes taxes & fees
31 Jul - 1 Aug
Waterfront Condo w/ Lanai · Pools & Hot Tubs · IMG Academy · Anna Maria Island
Outdoor pool, pool umbrellas, pool loungers

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.0 out of 10, Wonderful, (6 reviews)
"I would stay again, very accommodating"
United States
Deliondra
The price is HK$1,082
HK$4,907 total
includes taxes & fees
8 Jul - 9 Jul
Cedar Run Resort - Roam Hospitality
Beach nearby, sun-loungers, beach towels, snorkelling

Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock

Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock
Sarasota
9.6 out of 10, Exceptional, (16 reviews)
"the place was great and the host was very responsive to out requests."
United States
David R.
The price is HK$1,165
HK$4,461 total
includes taxes & fees
2 Jul - 3 Jul
Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock
Interior

Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN

Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN
Bradenton
10.0 out of 10, Exceptional, (14 reviews)
"The place is cozy and conveniently located to IMG Academy. New appliances and very clean. There are chairs for the beach which is helpful; Coquina Beach is 20 mins away."
United States
Jen
The price is HK$1,059
HK$2,667 total
includes taxes & fees
1 Jul - 2 Jul
Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN
On the beach, beach umbrellas

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (80 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
The price is HK$1,325
HK$2,779 total
includes taxes & fees
26 Jul - 27 Jul
Relax at Gulf – Silver Sands Resort #232, Longboat
Sun-loungers, beach towels

Beautiful Corner Condo · Resort Pools/Hot Tubs · IMG Academy · Anna Maria Island

Beautiful Corner Condo · Resort Pools/Hot Tubs · IMG Academy · Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (159 reviews)
"It was a very clean apartment and the host answered all my questions quickly! Very nice experience!!"
United States
Michael P.
The price is HK$867
HK$2,426 total
includes taxes & fees
2 Jul - 3 Jul
Beautiful Corner Condo · Resort Pools/Hot Tubs · IMG Academy · Anna Maria Island
Outdoor pool, a heated pool

Unlimited Golf with membership transfer- Lakewood National

Unlimited Golf with membership transfer- Lakewood National
Bradenton
10.0 out of 10, Exceptional, (23 reviews)
"Zoe was a great host and quick to answer any questions."
United States
John K.
Unlimited Golf with membership transfer- Lakewood National
Property grounds

Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches

Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
Bradenton
9.8 out of 10, Exceptional, (70 reviews)
"Excellent stay. Great place that was nice, clean and quiet. "
United States
David S.
The price is HK$981
HK$2,913 total
includes taxes & fees
1 Jul - 2 Jul
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
On the beach

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (102 reviews)
"Beautiful sunset view. "
United States
Rhonda V.
The price is HK$1,302
HK$2,736 total
includes taxes & fees
12 Jul - 13 Jul
Oceanfront Bliss–Longboat Key Beach 106 by RVA
Marina

Waterfront Condo Walkable to Everything with Beach Access

Waterfront Condo Walkable to Everything with Beach Access
Manasota Key
9.6 out of 10, Exceptional, (50 reviews)
"Property managers were very helpful to work with and will still stay again despite a hiccup. "
United States
Jennifer J.
The price is HK$1,441
HK$4,193 total
includes taxes & fees
14 Jul - 15 Jul
Waterfront Condo Walkable to Everything with Beach Access
On the beach, beach umbrellas

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (96 reviews)
"Great view, clean, beautiful!"
United States
Bethany
The price is HK$1,811
HK$3,424 total
includes taxes & fees
12 Jul - 13 Jul
1BR Beach Getaway – Silver Sands #254 by RVA
Sun-loungers, beach towels

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches

Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
Bradenton
9.8 out of 10, Exceptional, (95 reviews)
"Loved the location, near all the best restaurants and golf. Condo was well equipped and provided all the essentials. Especially loved the soth facing lani to give us full sun all day."
United States
Jenny J.
The price is HK$784
HK$2,221 total
includes taxes & fees
8 Jul - 9 Jul
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
Property grounds

Heated Pool Apartment Near Siesta Key 1BR

Heated Pool Apartment Near Siesta Key 1BR
Sarasota
9.2 out of 10, Wonderful, (47 reviews)
"Great location for my interests. My life long indoor cat loved the lanai.The host was kind and helpful in local suggestions .The accommodations was clean and comfortable. I would not hesitate to return . "
United States
Kathy B.
The price is HK$925
HK$2,615 total
includes taxes & fees
3 Jul - 4 Jul
Heated Pool Apartment Near Siesta Key 1BR
On the beach

Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA
Longboat Key
8.2 out of 10, Very good, (79 reviews)
"The cabana was a fantastic place to escape. It had easy access to both the beach and the pool. My kids loved every moment there."
United States
Roxana P.
Beachfront Studio – Cabana #5B by RVA
Front of property – evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,272 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
The price is HK$1,293
HK$1,594 total
includes taxes & fees
6 Jul - 7 Jul
Captiva Beach Resort
Beach nearby, sun-loungers, beach towels

Spacious Waterfront Condo · Pools & Hot Tubs · IMG Academy · Anna Maria Island

Spacious Waterfront Condo · Pools & Hot Tubs · IMG Academy · Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (130 reviews)
"It was a perfect location, looked exactly like the pictures and the host did everything to make our stay great!"
United States
Martha B.
The price is HK$931
HK$2,492 total
includes taxes & fees
26 Jul - 27 Jul
Spacious Waterfront Condo · Pools & Hot Tubs · IMG Academy · Anna Maria Island
On the beach

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (82 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
The price is HK$2,689
HK$4,854 total
includes taxes & fees
22 Jul - 23 Jul
Drift & Dune – Longboat Beachfront #101 RVA
On the beach, beach umbrellas

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.2 out of 10, Wonderful, (104 reviews)
"Staff was welcoming- place was clean and stay was great"
United States
Joseph S.
The price is HK$1,506
HK$2,995 total
includes taxes & fees
1 Jul - 2 Jul
Gulf Front Escape – Silver Sands #252 by RVA
On the beach, beach umbrellas

Relax, Recharge & Repeat – Silver Sands #241 by RVA

Relax, Recharge & Repeat – Silver Sands #241 by RVA
Longboat Key
9.4 out of 10, Exceptional, (42 reviews)
"Great location! Beach steps away. Relaxing pool. Clean unit"
United States
Deborah F.
Relax, Recharge & Repeat – Silver Sands #241 by RVA
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

Carlisle Inn

Carlisle Inn

10/10 Excellent
"This hotel exceeded all of my expectations. It was excellent in every way. The rooms and all common areas were spotless. In fact, it was the cleanest and most organized hotel I have ever stayed in. The staff was friendly, professional, and always willing to help. Everything was well maintained, making the stay very comfortable and enjoyable. I would definitely stay here again and highly recommend it to anyone looking for an exceptional place to stay."
Danildo 2-night trip
Posted less than an hour ago
Carlisle Inn

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews
2,493
Accommodation
3668 Condo Rentals
Lowest Price
HK$1,594
Highest Price
HK$4,907

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from HK$1,594 to HK$4,907 per night. These stays provide loads of space for your whole crew at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Osprey?
Choose from multiple condos in Osprey with a total average guest review rating of 9.4. Venice Beach Villas comes highly recommended if you're travelling with the whole crew or just want to stretch out. This 3-star condo also features therapeutic mineral springs and a barbecue grill. Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village is another guest fave. It has a 3-star rating and amenities such as a deck and a lanai.
How many condos are there in Osprey?
Work out your holiday dates and then pick from 3668 condos in Osprey. For an official business trip, a couples' getaway or anything in between, Expedia will help you find the perfect place in a few quick clicks.
What are the best cheap condos in Osprey?
With condos starting from HK$1,594 per night, you may be tempted to stay a little longer in Osprey! One property that's easy on the pocket is Captiva Beach Resort. It comes with the layout you're looking for as well as pillow top mattresses and a swimming pool. Another cost-effective pick is Bs 1350 - #1 Siesta And Crescent Beach Are Walking Distance Away, which offers a lake view and a sauna. If you prefer to save your hard-earned cash and still experience the best of Osprey, add a couple of fun and free attractions to your must-do list. Siesta Key Beach and Venice Beach will keep you on the go. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly condos in Osprey?
Get comfortable at Venice Beach Villas, a 3-star option just a quick drive from downtown. Amenities here include a barbecue grill and a swimming pool. Another family-friendly condo is Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village. A deck and a lanai help make this 3-star property a favourite among guests. Once you've checked in and unpacked, there's a host of family-friendly attractions to visit around Osprey. Siesta Key Beach and Venice Beach are two of our top suggestions.
Are there any 5-star condos in Osprey?
Although there are no 5-star condos in Osprey, there are 4-star accommodation that have what you're looking for. Located about 11 kilometres from the downtown area, Gulf Holiday By Beachside Management comes with concierge services and a swimming pool. Another upscale retreat is Excelsior Beach To Bay - Bayside. It's roughly 8 kilometres from the centre of Osprey and has amenities like a swimming pool and a deck.
Why book your condo in Osprey with Expedia?
With Expedia, it's a cinch to find your ideal condo in Osprey. After someplace luxurious? Make the most of our filters to search for properties that have a 5-star rating. If you have a set budget, select how much you're willing to spend and then browse our amazing options. We'll help you find the perfect fit whatever your escape looks like.
How can I find cheap condos in Osprey?
With Expedia's user-friendly filter tool, comparing cheap condos in Osprey is a snap. To discover properties that'll make your wallet happy, refine your search by amenities, budget and star rating.
What is there to do in Osprey near my condo?
If you'd like to make the most of your time in Osprey, be sure to stop by Oscar Scherer State Park. It's a hit with locals and travellers alike.

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