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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 NZ$1,300
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 NZ$845
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 NZ$989
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 NZ$573
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.
The price is NZ$700
includes taxes & fees
11 Apr - 12 Apr
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 NZ$573
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 NZ$983
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 NZ$653
includes taxes & fees
23 Mar - 24 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 NZ$624
includes taxes & fees
12 Apr - 13 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 NZ$571
includes taxes & fees
4 Apr - 5 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 NZ$820
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.
The price is NZ$535
includes taxes & fees
31 Mar - 1 Apr
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 NZ$993
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 NZ$262
includes taxes & fees
14 Apr - 15 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 NZ$752
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
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.
*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 NZ$624
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
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 NZ$508
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
NZ$262
Highest Price
NZ$1,300

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from NZ$262 to NZ$1,300 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.
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 NZ$262 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.
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.