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Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 2978 Condo Rentals in Osprey with updated reviews, rates, and availability.

Captiva Beach Resort
Florida Family Single | Private kitchen | Fridge, microwave, coffee/tea maker, toaster

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1074)
"Really enjoyed our stay at Captiva Beach Resort. Easy check in/out, communicative staff, and perfect location. We would absolutely book again. "
The price is SAR 976
SAR 1,230 total
includes taxes & fees
13 Mar - 14 Mar
Captiva Beach Resort
Chadwick Cove Resort & Marina
Luxury Condo, 3 Bedrooms, Kitchen, Ocean View | Microwave

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (2)
"Very friendly service!! Jim was amazing ! "
The price is SAR 545
SAR 1,361 total
includes taxes & fees
14 Mar - 15 Mar
Chadwick Cove Resort & Marina
Venice Beach Villas
Terrace/patio

Venice Beach Villas

3.0 star property
9.4 out of 10, Exceptional, (403)
"We’ve stayed here before and it was an easy decision to book again. The location is perfect, it’s quiet and the manager that booked us in was so nice. We’ll be back and recommend it to anyone else looking for a place to stay in Venice. "
Venice Beach Villas
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
Beach nearby, sun loungers, beach towels

Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key

9.0 out of 10, Wonderful, (53)
"Stay was comfortable."
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
The Sapphire Suite 1Bed/1Bath
Interior

The Sapphire Suite 1Bed/1Bath

9.8 out of 10, Exceptional, (67)
"The property is beautiful. The bed was very comfortable. It looks exactly as the pictures and we had a wonderful stay here we would definitely rent again."
The price is SAR 383
SAR 656 total
includes taxes & fees
8 Apr - 9 Apr
The Sapphire Suite 1Bed/1Bath
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Terrace/patio

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

9.8 out of 10, Exceptional, (46)
"We were just looking for a place to crash and be close to the beach. Bed is a queen and the kitchen nook is right beside a couch/bed. Two TV's and a nice outside space for the morning. Honestly just what we were looking for "
The price is SAR 495
SAR 819 total
includes taxes & fees
31 Mar - 1 Apr
Sapphire Shores Arcadia 1Bed/1Bath - Walk to Bay!
Beach Front View 2 Bed, 2 Bath, Condo with AC & WiFi in Fabulous Venice!
Beach towels

Beach Front View 2 Bed, 2 Bath, Condo with AC & WiFi in Fabulous Venice!

2.0 star property
10.0 out of 10, Exceptional, (4)
"The property pictures are accurate. You can see the ocean and beach clearly, doors open four-fold. We give Venice Island grace right now as it is healing, lots of sand, lots of destruction. This unit was not damaged, had super comfortable seating, beds. New pillows, bedding, soft towels. The supplies were abundant! Tons of kitchen items, spices, drinks, kitchen stapes, paper products, etc. Hosts are outstanding, willing to provide upon a phone call. We were very impressed with the owners and the...
Beach Front View 2 Bed, 2 Bath, Condo with AC & WiFi in Fabulous Venice!
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
On the beach, sun loungers, beach towels

Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

9.8 out of 10, Exceptional, (137)
"Cute little cottage with 2br, 1ba. Very clean, close to the beach. Lots of supplies for the beach. Could use softer towels in bathroom and perhaps some instructions on the shower as it was quite hot on any setting. Prior communication was slow but once there was pretty attentive. "
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Exterior

Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

10.0 out of 10, Exceptional, (26)
"Wonderful place and great location for a beach trip."
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Casa Azul 2Bed/1Bath
Terrace/patio

Casa Azul 2Bed/1Bath

9.4 out of 10, Exceptional, (55)
"Located in a safe, well-maintained, but lower middle class neighborhood, this property has been beautifully re-done interioraly, and the grounds are well maintained. patio is delightful. I'd stay here again if in SW Florida."
The price is SAR 585
SAR 1,053 total
includes taxes & fees
11 Mar - 12 Mar
Casa Azul 2Bed/1Bath
Riverside Oasis 1Bed/1Bath
Exterior detail

Riverside Oasis 1Bed/1Bath

9.4 out of 10, Exceptional, (23)
"The space was clean and well decorated. The bed was comfortable but small. I didn’t love the curtains on the glass door. They are too small and do not completely cover the door. While the room was very clean, the cleaners had used strong bleach and the smell was over powering. The space is cozy for two people and on a quiet street. It is near town and convenient to local businesses. Overall it was very nice. "
The price is SAR 368
SAR 639 total
includes taxes & fees
2 Apr - 3 Apr
Riverside Oasis 1Bed/1Bath
Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music
Smart TV

Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music

10.0 out of 10, Exceptional, (1)
"This was, hands down, our best visit and best rental in Manasota. The stairs were a bit daunting at first, but the amazing views made the climb worth the effort. Everything in the unit felt new, fresh and clean. Each of the 3 balconies has a lovely view of the gulf or the bay, so sunrises and sunsets were wonderful. We very much appreciated the pool on the few days where red tide made the beach impossible. Overall, we had such a great time that we have already booked for 2026."
Saltwater Serenity - Beachfront, Pool Access, Walk to Restaurants & Live Music
Unit 68 - 1 Bedroom and 1 Bathroom Condominium with Partial South Views
Beach

Unit 68 - 1 Bedroom and 1 Bathroom Condominium with Partial South Views

9.6 out of 10, Exceptional, (81)
"Clean, great location. May sound funny but great amount of hangers and hooks!!!!!!!"
Unit 68 - 1 Bedroom and 1 Bathroom Condominium with Partial South Views
Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now
Beach nearby, sun loungers, beach towels

Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now

9.8 out of 10, Exceptional, (113)
"Best place to be in Jan-Mar. Perfect location to everything. Property is very well maintained, and the staff is exceptional. Absolutely a beautiful Paradise."
Siesta Key Voted #1 Beach Siesta Dunes 2 Bedroom Condo Beautiful Beach Book Now
Sand in Your Toes . . . Right Out Your Front Door!
Property grounds

Sand in Your Toes . . . Right Out Your Front Door!

9.4 out of 10, Exceptional, (102)
"We found this to be our absolute favorite place yet!! It is PERFECT for us. It was clean and you cannot beat the location. We hope to stay again this time next year. THANK YOU. "
Sand in Your Toes . . . Right Out Your Front Door!
☀️ Beachfront. Gulf View from Every Room, Beach & Pool Open, Sunset View, CLEAN
On the beach, sun loungers, beach towels

☀️ Beachfront. Gulf View from Every Room, Beach & Pool Open, Sunset View, CLEAN

10.0 out of 10, Exceptional, (69)
"Despite the recent hurricanes, the property and the island were in remarkable shape! The condo is beautiful and had everything we needed plus more. The hosts were very quick to respond to messages we sent with questions. We will definitely choose this location for our next girl’s trip to Siesta Key!"
☀️ Beachfront. Gulf View from Every Room, Beach & Pool Open, Sunset View, CLEAN
7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!
On the beach

7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!

9.6 out of 10, Exceptional, (90)
"We stayed late-Dec / early-Jan and had an absolutely amazing trip. The condo is exactly as advertised and was perfectly clean upon arrival. Check-in was very easy and instructions were very clear. The master king bed is very comfortable; one of the best my wife and I have slept in staying at a VRBO. The kids room is nice and connects to the 2nd bathroom. Views from both bedrooms are fantastic. Our girls are 4.5 and 1.5 and the unit was perfect for them. Kitchen has everything you need for all...
7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!
Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi
Beach

Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi

9.2 out of 10, Wonderful, (82)
"This condo had everything we needed! The loaded cart/wagon was such a nice addition & unexpected - thank you! It was close to the beach (2 blocks) & Siesta Village. It was nicely furnished & very comfortable. We loved the keyless entry! The pool was nice too."
Charming Siesta Key Village Vacation Condo - Unbeatable Location, Free WiFi
Beautifully furnished condo
Sun loungers, beach towels

Beautifully furnished condo

9.8 out of 10, Exceptional, (124)
"The apartment was great...just as advertised. It was well stocked with household items....towels, dishes, etc. The community has two pools and two hot tubs that we used frequently. Also has pickle ball and tennis courts that we did not use. The only issue was when we got to the apartment it had not been cleaned from the previous stay. I messaged the owner and they were very responsive and helpful in getting it rectified as well as a small refund on the cleaning fee for the issue. Would...
The price is SAR 506
SAR 1,086 total
includes taxes & fees
27 Mar - 28 Mar
Beautifully furnished condo
Lovely Waterfront Condo! Two Pools~Lanai~WiFi. Near IMG~Beaches~AMI~Restaurants.
Exterior

Lovely Waterfront Condo! Two Pools~Lanai~WiFi. Near IMG~Beaches~AMI~Restaurants.

10.0 out of 10, Exceptional, (103)
"Nice clean property in a convenient location. Close access to stores and neighboring areas including beaches."
Lovely Waterfront Condo! Two Pools~Lanai~WiFi. Near IMG~Beaches~AMI~Restaurants.
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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Other property types in Osprey

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4577)
"Very nice accommodation and staff. We will stay there again."
Tropical Beach Resorts
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2096)
"Spacious updated suite in a good location. Friendly staff. Highly recommended!"
The price is SAR 887
SAR 1,002 total
includes taxes & fees
11 Mar - 12 Mar
Hibiscus Suites - Gateway to Siesta Key
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (293)
"Great location. Updated unit which was very clean and comfortable. I did not realize I had to bring my own toilet paper, so we had to make a trip to the store after settling in. There is not 1 hook or rack to hang a wet towel or bathing suit. 3 bath towels given for 3 people so they needed to be hung to be re-used for a few days. There was no bath mat or extra towel to put down on the floor for getting out of the shower. There was no place to put luggage on other than the floor. Wifi barely...
The price is SAR 1,001
SAR 1,513 total
includes taxes & fees
13 Mar - 14 Mar
The Ringling Beach House
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.

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from SAR 368 to SAR 976 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?
Osprey has multiple condos with a total average guest review rating of 9.6. Venice Beach Villas is one highly recommended option. Guests of this 3-star condo will have use of a barbecue grill and an electric car charging station. Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village is also a winner with travelers to the area. This 3-star property has a deck and a lanai.
How many condos are there in Osprey?
Work out your vacation dates and then pick from 2978 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.
Are there any 5-star condos in Osprey?
Osprey unfortunately doesn’t have any 5-star condos — but you and the crew can still enjoy a stylish getaway! Why not try Gulf Holiday By Beachside Management? Located about 11 kilometers from downtown, this 4-star property offers concierge services and a swimming pool. Jamaica Royale - 028 - 1 Bedroom Condo is another great choice just 10 kilometers from the center of Osprey. Also with a 4-star rating, it comes with a furnished patio and a patio.
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.