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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Osprey condo rentals

Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.6 out of 10, Exceptional, (19 reviews)
"Great place and location "
United States
Cathy
The price is £410
includes taxes & fees
28 May - 29 May
Chadwick Cove Resort & Marina
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, (12 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 £250
includes taxes & fees
18 May - 19 May
Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN
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 £286
includes taxes & fees
16 May - 17 May
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
Beach nearby, beach towels

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs

Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (120 reviews)
"Perfect spot and host "
United States
Dee B.
The price is £236
includes taxes & fees
1 Jun - 2 Jun
Lakefront Condo · IMG Academy 5 Min · Anna Maria Island 15 Min· Pools & Hot Tubs
TV

Casa Azul By the River

Casa Azul By the River
Bayou Oaks
9.6 out of 10, Exceptional, (77 reviews)
"Wonderful stay! Would definitely book again if in the Sarasota area."
United States
Jessica
The price is £147
includes taxes & fees
17 May - 18 May
Casa Azul By the River
On the beach, sun-loungers, beach towels

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, (85 reviews)
"Beautiful condo!! The owner was very responsive and attentive. We will definitely recommend this place to anyone!"
United States
Kay C.
The price is £323
includes taxes & fees
18 May - 19 May
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Pool

Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG

Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG
South Bradenton
The price is £370
includes taxes & fees
19 May - 20 May
Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG
Smart TV

Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (113 reviews)
"The host (Sergey) was very welcoming and a pleasure to deal with as well as the staff at the Inn. The unit was centrally located and amenities at the unit were terrific and just what we wanted. The view of the ocean from the balcony was magnificent."
United States
Robert P.
The price is £369
includes taxes & fees
27 May - 28 May
Sunset and beach view from your balcony Unit 403
Beach nearby, sun-loungers, beach towels

Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs

Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs
Bradenton
10.0 out of 10, Exceptional, (128 reviews)
"Great place to stay"
United States
Tawnee H.
The price is £231
includes taxes & fees
26 May - 27 May
Lovely Condo! IMG Academy 5 Min · Anna Maria Island 15 Min · Pools & Hot Tubs
Sun-loungers, beach towels

Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs

Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (156 reviews)
"Very clean condo , we enjoyed closeness of the beaches."
United States
Joanna M.
The price is £224
includes taxes & fees
26 May - 27 May
Beautiful 2BR Condo · IMG 5 Mins · Anna Maria Island 15 Mins · Pools & Hot Tubs
Terrace/patio

Turtle Nest

Turtle Nest
Sarasota
10.0 out of 10, Exceptional, (9 reviews)
"Great property and a great host! Easy and enjoyable stay. Will absolutely do again."
United States
Chris and Cecilia Z.
The price is £405
includes taxes & fees
16 May - 17 May
Turtle Nest
Terrace/patio

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!

Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Indian Beach Sapphire Shores
9.8 out of 10, Exceptional, (58 reviews)
"Everything was great. "
United States
Maribel
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Sun-loungers

*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, (61 reviews)
"Host was very responsive and provided helpful information for our stay."
United States
Azure G.
The price is £250
includes taxes & fees
27 May - 28 May
*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Beach nearby

Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (89 reviews)
"Everything was great "
United States
kirt v.
The price is £313
includes taxes & fees
12 Jun - 13 Jun
Best views of the beach from your balcony Unit 301
Beach nearby, sun-loungers, beach towels, snorkelling

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
Sarasota
9.8 out of 10, Exceptional, (17 reviews)
"Wonderful location Perfect for what we wanted in a quick escape. "
United States
Antonio
Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
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)
"Very nice accommodations! I would suggest putting a shelf or niche in the master shower! There is only a soap dish with no where to sit shampoo, body wash etc!! Thank you for your kindness!! "
United States
Kimberly
The price is £231
includes taxes & fees
7 Jun - 8 Jun
Shorewalk Sunny Bella Rosa • 2BR Villa • 2 Pools & Hot Tubs • Near IMG / Beaches
Interior

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf

3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (66 reviews)
"The host, Andrew, was very responsive. Answered all the questions, made sure the check in went smoothly, and provided all the necessary details ahead of time. The property is beautiful. Kitchen well stocked with dishes and utensils. We enjoyed cooking on the gas grill- Property even provides the propane. The sunset views were phenomenal."
United States
jenifer
The price is £320
includes taxes & fees
19 May - 20 May
3 Bedroom- Beachfront Condo with Amazing Sunset Views of the Gulf
On the beach, beach umbrellas

Gulf Views – Silver Sands #250, Longboat Key by RVA

Gulf Views – Silver Sands #250, Longboat Key by RVA
Longboat Key
9.0 out of 10, Wonderful, (77 reviews)
"The host staff were very helpful."
United States
Ann S.
The price is £309
includes taxes & fees
18 May - 19 May
Gulf Views – Silver Sands #250, Longboat Key by RVA
Sun-loungers, beach towels

Beautifully furnished condo

Beautifully furnished condo
Bradenton
9.8 out of 10, Exceptional, (157 reviews)
"We would stay there again."
United States
Connie S.
The price is £235
includes taxes & fees
26 May - 27 May
Beautifully furnished condo
Exterior

Sandy Toes & Sun Kissed Nose: Open Monday & Tuesday, $203/nt + Fees!

Sandy Toes & Sun Kissed Nose: Open Monday & Tuesday, $203/nt + Fees!
Longboat Key
9.6 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay, the condo was very well equipped and the host was absolutely fantastic! "
United States
Emily L.
The price is £297
includes taxes & fees
18 May - 19 May
Sandy Toes & Sun Kissed Nose: Open Monday & Tuesday, $203/nt + Fees!
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

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Clean "
Khalil 1-night trip
Posted 2 hours ago
Kompose Boutique Hotel

Find out more about Osprey

Osprey Condo Rentals information

Number of reviews
1,181
Accommodation
3722 Condo Rentals
Lowest Price
£147
Highest Price
£410

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from £147 to £410 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?
We recommend Venice Beach Villas. Kick back at this 3-star property which comes with a terrace and therapeutic mineral springs. Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village is another highly rated condo worth looking into. Spend your holiday at this popular 3-star option and you'll have access to amenities including a deck and a lanai. You can choose from multiple condos in Osprey with a total average guest review rating of 9.7.
How many condos are there in Osprey?
Work out your holiday dates and then pick from 3722 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?
Captiva Beach Resort is one of the best inexpensive condos in Osprey and includes pillow top mattresses and premium bedding. Another popular choice that's easy on the budget is Bs 1350 - #1 Siesta And Crescent Beach Are Walking Distance Away. It features a barbecue grill and a swimming pool. Rates for condos start from only £147 per night. If you want to save your hard-earned cash and still experience the best of Osprey, add a couple of awesome free attractions to your to-do list. Manasota Beach and Sarasota National Cemetery are always popular among visitors. 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?
Many visitors needing family-friendly condos in Osprey go for Venice Beach Villas. With a 3-star rating and amenities including therapeutic mineral springs and a barbecue grill, it'll feel like your home away from home. Or, consider 3-star Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village. A deck and a lanai help make it an ideal base for your Osprey getaway. Osprey has lots of family-friendly attractions to explore when the kids are getting restless. Manasota Beach and Heritage Oaks Golf and Country Club promise fun for everyone.
Are there any 5-star condos in Osprey?
You won't find any 5-star condos in Osprey. However, you will find some comfortable 4-star stays that have this feature. Check in to Gulf Holiday By Beachside Management, about 7 mi from downtown. a swimming pool and concierge services are a couple of the many conveniences included here. Jamaica Royale - 028 - 1 Bedroom Condo is another upmarket option. It comes with a furnished patio and a nearby seaside and is located around 6 mi from the centre of Osprey.
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.