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Our top choices for Osprey condo rentals

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (17 reviews)
"Great place and location "
United States
Cathy
The price is HK$2,115
HK$5,895 total
includes taxes & fees
19 Apr - 20 Apr
Chadwick Cove Resort & Marina

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (76 reviews)
"Nicely decorated the host was easy to communicate with! Would definitely stay here again!"
United States
Tara H.
The price is HK$1,943
HK$3,893 total
includes taxes & fees
25 Mar - 26 Mar
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

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
9.4 out of 10, Exceptional, (13 reviews)
"We loved the closeness to the bay, our backyard"
United States
Alec V.
The price is HK$1,642
HK$4,522 total
includes taxes & fees
1 Apr - 2 Apr
Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock

2BR Lakefront Shorewalk Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria Island

2BR Lakefront Shorewalk Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (118 reviews)
"We had a fantastic stay! The condo is beautiful, spacious, and extremely comfortable. Perfect for relaxing and feeling right at home. Ervin (host) was professional, kind, and very accommodating, making communication easy and the entire experience seamless. We’re truly thankful for such a wonderful stay and would highly recommend this property."
United States
Parker S.
The price is HK$1,097
HK$2,503 total
includes taxes & fees
9 Apr - 10 Apr
2BR Lakefront Shorewalk Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria Island

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Manasota Key
9.8 out of 10, Exceptional, (42 reviews)
"Host was very communicative and helpful. "
United States
Jennifer O.
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria

Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria
Bradenton
10.0 out of 10, Exceptional, (123 reviews)
"We enjoyed our stay. Is as shown in pictures and description. "
United States
Erin M.
The price is HK$1,097
HK$2,504 total
includes taxes & fees
10 Apr - 11 Apr
Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria

Coastal Breeze Siesta - Turtle

Coastal Breeze Siesta - Turtle
2.0 star property
Siesta Key
10.0 out of 10, Exceptional, (1 review)
"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "
United States
Jacob
The price is HK$2,134
HK$4,456 total
includes taxes & fees
1 Apr - 2 Apr
Coastal Breeze Siesta - Turtle

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
Longboat Key
8.0 out of 10, Very good, (12 reviews)
"Amazing property with direct beach access. "
United States
maria m.
The price is HK$1,764
HK$3,015 total
includes taxes & fees
29 Mar - 30 Mar
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

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, (12 reviews)
"The host was great, everything we needed was already there. Great property, super clean, excellent location. "
United States
Ellen L.
The price is HK$1,175
HK$2,680 total
includes taxes & fees
13 Apr - 14 Apr
Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN

Spacious Shorewalk Condo ~ Pools & WiFi ~ 5 Min to IMG ~ Near Anna Maria Island

Spacious Shorewalk Condo ~ Pools & WiFi ~ 5 Min to IMG ~ Near Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (151 reviews)
"Clean. Kitchen had basics but everything we needed. Comfortable. "
United States
Jessica T.
The price is HK$1,097
HK$2,550 total
includes taxes & fees
5 Apr - 6 Apr
Spacious Shorewalk Condo ~ Pools & WiFi ~ 5 Min to IMG ~ Near Anna Maria Island

Sun- Kissed Memories: Open Thursday, March 26th!

Sun- Kissed Memories: Open Thursday, March 26th!
Longboat Key
10.0 out of 10, Exceptional, (120 reviews)
"Great hostess, very thoughtful and kind. She thought of everything, we didn’t have to leave the premises. The location is unbelievable and the condo is gorgeous. We will definitely stay again!!"
United States
Amy K
The price is HK$2,116
HK$3,757 total
includes taxes & fees
26 Mar - 27 Mar
Sun- Kissed Memories: Open Thursday, March 26th!

Beautifully furnished condo

Beautifully furnished condo
Bradenton
9.8 out of 10, Exceptional, (155 reviews)
"We would stay there again."
United States
Connie S.
Beautifully furnished condo

Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing

Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing
Sarasota
10.0 out of 10, Exceptional, (21 reviews)
"Will stay here again."
United States
Anonymous traveller
The price is HK$1,681
HK$4,577 total
includes taxes & fees
1 Apr - 2 Apr
Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing

Riverside Oasis 1Bed/1Bath

Riverside Oasis 1Bed/1Bath
Bayou Oaks
9.2 out of 10, Wonderful, (49 reviews)
"Excellent place to stay"
United States
garry s.
The price is HK$705
HK$1,264 total
includes taxes & fees
16 Apr - 17 Apr
Riverside Oasis 1Bed/1Bath

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.0 out of 10, Wonderful, (102 reviews)
"Perfect for our family "
United States
Alan B.
The price is HK$1,787
HK$3,378 total
includes taxes & fees
24 Mar - 25 Mar
Gulf Front Escape – Silver Sands #252 by RVA

Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches

Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches
Bradenton
10.0 out of 10, Exceptional, (33 reviews)
"Great location between beaches and Sarasota activities. Nice space in a lovely community. "
United States
Sara
The price is HK$1,340
HK$2,817 total
includes taxes & fees
25 Mar - 26 Mar
Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches

*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (56 reviews)
"Host was very responsive and provided helpful information for our stay."
United States
Azure G.
The price is HK$1,089
HK$2,716 total
includes taxes & fees
9 Apr - 10 Apr
*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (128 reviews)
"We had a pleasant stay! Very nice location! Close to everything. The host, Richard, was very helpful. Would definetely stay again "
United States
Marilu R.
The price is HK$1,089
HK$2,716 total
includes taxes & fees
14 Apr - 15 Apr
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (92 reviews)
"Gorgeous location, the beach was exceptional and the area was quiet and felt secluded. The condo was a bit shabby but clean and had everything we needed. "
United States
Jessie
The price is HK$1,991
HK$3,678 total
includes taxes & fees
23 Mar - 24 Mar
Oceanfront Bliss–Longboat Key Beach 106 by RVA

Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG

Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG
Bradenton
9.4 out of 10, Exceptional, (18 reviews)
"This was the perfect size for us in a quiet environment. Lots is amenities, clean and comfortable. "
United States
Charlie p.
The price is HK$1,254
HK$2,261 total
includes taxes & fees
8 Apr - 9 Apr
Bradenton condo short drive from GORGEOUS Anna Maria Island, near IMG
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

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews
1,068
Accommodation
3714 Condo Rentals
Lowest Price
HK$1,264
Highest Price
HK$5,895

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from HK$1,264 to HK$5,895 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 9.6. 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 3714 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$1,264 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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