
Vacation rentals with a patio in Osprey
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Top-rated accommodations with an outdoor patio in Osprey
Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Osprey accommodations with an outdoor patio
Apartment rentals with a patio

Cozy Apartment in Del Prado
Differently a great place to stay. If I go back for a quick weekend for sure will get it again.

The Cozy Bungalow: Sleeps 4
The place was as described, clean and exactly what we needed for the weekend. Although we did not use the kitchen, except for breakfast and morning coffee, we noticed it is very well furnished. Hosts took care of details very much appreciated like beach towels and furniture as well as sun cream. We did not have to communicate with them at all as we found everything with ease. Siesta key is 20 mins away. Thanks for everything!

Gardenia in Southside Village Resort
We really enjoyed our stay at Lucky's place. The setting is in a beautiful area and you can walk to restaurants and shops. Siesta Key is just 5 mi away and downtown Sarasota a mile and a half about. The apartment was very homey and well stocked with everything we needed. the pool was beautiful and well maintained and we loved the landscaping around it. Lucky was very responsive and kind host. Overall would highly recommend this place to stay!

Spacious 1 Bedroom 2nd Floor Apartment with Deck
Denise’s place was great. Despite being next to an airport it was situated in a peaceful and quiet area, and I did not even hear any air traffic. The space itself was super cozy and such a cute theme. The decor in every room was vibrant & welcoming. Bathroom, beach closet, and kitchen were all well stocked. She even had mini coffee creamer and condiments, which other units I have stayed in did not. Furniture & bedding were comfortable. Washer & dryer was a big plus. Overall, a great place..Would stay again!

Luxury 2BD Oceanfront Condo + Private Parking
Our family of 5 loved Akira's place. It felt very private as the store below is very low traffic. The beach access right across the street was perfect for us and the cooler, chairs and umbrella in the unit were a great to have! Short walk to many restaurants and a trolly stop right across the street made getting around easy. We had a great time!

Downtown Apt w/ pool, gym & co-work.
The location is walking distance to so many restaurants downtown! Pool is beautiful and refreshing. This is our second stay at Bold Lofts and would highly recommend!

Brand new modern apartment
I was completely satisfied with the accommodation. The accommodation was clean, new including the equipment. Kitchen fully equipped. I will be happy to return.

Seahorse Suite Bradenton Hideaway
Nice place, highly recommend
House rentals with an outdoor patio

Modern Resort-Style Townhouse
We had a great time at Gleb’s place. The townhouse was beautiful and very clean. Comfortable beds. The bunk bed has a trundle mattress on the bottom which worked out great for my youngest child. The clubhouse is amazing. Would definitely stay here again.

Peaceful and Cozy place for all of your life needs
Home was just as pictures showed. We love to cook our own meals and kitchen had everything we needed. There were even some spices, coffee filters and a few pantry items. Beds were comfortable. We are picky with our pillows so we did purchase new. The living room seating was a little odd and not sufficient for all in our party to comfortably sit if watching the TV but we spent the majority of our time outside. The outdoor space was very nice. We thoroughly enjoyed the pool, lanai and outdoor dining area. There were pool toys and noodles for our use. The gas grill was an added bonus and we grilled frequently. The park across the street added to our fun and we walked our pup every morning. Saw plenty of Florida wildlife and chatted with many friendly folks. Overall a win for us and would definitely stay again!

6 Miles to Beaches | Cozy Home w/ Screened Lanai
Christopher was the perfect host. Definitely would recommend his house!

Bradenton Bliss w/Cozy King Suite near IMG & AMI
We had a wonderful stay! The 3-bedroom, 2-bath home was very clean, comfortable, and conveniently located. It truly felt like a home away from home. The host was very communicative and responded promptly to any questions we had. Highly recommend!

Luxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ
Beautiful home, very clean, and very nicely decorated with all the modern amenities. The neighbourhood was great too, close to shopping and restaurants. The host was really welcoming and responsive. Overall super happy with our stay! Thank you!

Florida Rental
Very nice… Charles is very accommodating and helpful! Got to extend our stay and was well worth it and much appreciated!

Charming home near the Beach and Punta Gorda.
We had a great time. Loved the location, it was close to pretty much everything. Our two 4 pound, Emotional Support Yorkie’s loved the screened in lanai. They would go out there to play and to get some warm sunshine. It was really cute! I love the laundry room, it was perfect and so convenient, right outside the lanai! The two bathrooms were really nice… They both were beautifully remodeled. All in all… our stay was great and we enjoyed it very much. Thank you Angel. We appreciate it. Debbie, Bob, Luci, and Tito.

Firenze House - Beach Paradise with Pool
We had a wonderful stay at this home! The location was perfect—just a short walk to the beach—and the house had everything we needed for a comfortable family getaway. The family-friendly amenities made things so easy, and we really appreciated the thoughtful touches throughout. We'd definitely stay again!
Condo rentals with a patio

Lovely Condo, Heated Pools, AMI, IMG, Top beaches
Perfect service, very friendly, comfortable and well-located area

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
We come to Siesta Key a couple times a year. We usually stay across the street- unmentioned, and for many years felt we needed to find other accommodations. We found this lovely, second story condo so close to the beach, with comfortable , updated, clean amenities. Stay here! We walked in and there was a basket full of fruit, snacks, cold water in the refrigerator. The unit has been nicely updated, clean and comfortable.

Downtown Sarasota Tangerine Condo El Tropicale 2/1
We had a wonderful 2 weeks at El Tropicale Tangerine. The location was safe, clean and within walking distance to the marina, restaurants, and shopping. The owner and her family were very helpful with recommendations and we hope to stay in this location again!

LIDO KEY 1 BR/1Bath Heated Pool 16
Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed

Beach Escape & Pool, steps to Beach & restaurants
The place was great and there was everything that you need. Colin always got back to us promptly and had great recommendations for pretty much anything you might want to know. So many great places to eat and everything is very close by. The beach was a 7 min walk and it was absolutely beautiful and quiet there. We just got home and it’s cold l am ready to go back!!!!!!

Cozy Condo With Heated Pool
Perfect stay for my family! It had everything we needed and more. The beach chairs, mats & cooler made our beach days more enjoyable. Washer and dryer worked great and kitchen had everything we needed. We didn’t have time to use the paddleboard but it’s an awesome bonus. We would definitely stay again!

Top Floor Beautiful View Condo-Shore To Please
This is the perfect vacation rental! The condo is spacious and very well maintained. Has lots of amenities to offer. The location could not be more ideal… walking distance to Siesta Key beach ( right across the street). Has a stop in front of the building for Siesta Key trolley that takes you to Siesta Village. Kathy is a fantastic host. Very accommodating and replies quickly. We could not have asked for a better place to stay and looking forward to going back!

Beachfront - Siesta Key 2 BR walk out to beach
great place to stay...room was clean, very short walk to the beach, many items in the room available to use (numerous beach chairs, beach umbrellas, life jackets, ect) would definitely stay again!
Quick stats about vacation rentals with a patio in Osprey
Total rentals
60 properties
Nightly prices starting at
$83 CAD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
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- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Gulfport Beach Recreation Area
- North Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Streamsong Resort
- Jannus Live
- Myakka River State Park
- River Strand Golf and Country Club
- Alafia River State Park
- Englewood Beach
- North Beach At Fort DeSoto Park