
Holiday rentals with a patio in Osprey
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Top-rated rentals with patio in Osprey
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.
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Popular amenities for rentals with patio in Osprey
Flat rentals with a patio

The Cozy Bungalow: Sleeps 4, private patio & grill
The hosts were super friendly and quick to respond to any questions we had. The house was in great shape and appeared to have been recently renovated. Everything was squeaky clean down to the vacuum lines in the sofa. If you plan to make a trip to the beach, they have provided beach chairs, umbrella, football, sunblock, etc. The neighborhood was quiet and easy to find. I would recommend anyone visiting Sarasota to check this place out. Definitely 5 stars!!!

Free Early Chk-in, Super Clean, Free Parking,Bikes
We had a great stay at Lisa’s. It was well stocked and had everything we needed for a great stay. Would definitely recommend!

Downtown Apt w/ pool, gym & co-work.
Location is always the key, and Jesse's place its just perfect. 3 Min walk to a delicious French Cafe, restaurants. Excellent parking and I really like the little work station!

Bonito y acogedor porque nos importa
We were so very pleased with our stay. The space was clean and comfortable and convenient to everything we needed to do. We will definitely stay here again if in the area and Yasmina was a joy to meet and stay with.

Siesta Greek getaway
this place is great perfect for a quick get away. it's so close to the beach, tons of restaurants nearby. also Chris was very kind an responsive he had beach chairs an canopy that came in handy. cain't forgot about the hot tub it was perfect to end the night and relax.

Ocean Blue adorable new studio !
This place was great for what we needed. It was extremely clean and pretty spacious for being a studio type unit, also loved the private entrance and how close it was to the beach and plenty of restaurants nearby. And very fair priced, will definitely come back.

Sarasota Oasis
Lovely, private, peaceful place to stay in Sarasota. It was perfect for the 2 of us and much bigger than expected. Nice outdoor area to sit and relax. 100 recommended!

Seahorse Suite Bradenton Hideaway
Cozy guest home, with all the right amenities you need when visiting Florida. Great location near downtown Bradenton as well!
House rentals with a patio

Buena Beach Bungalow
My family of 4 recently had a wonderful stay. The house was beautifully appointed, perfectly clean, and well stocked. It is located very close to a great bike trail and we used the bikes that were provided by the hosts. The house also had beach chairs, toys, and a shark tooth sifter for guests to use. The beds were our favorite part and everyone slept wonderfully!

Barbara’s Paradise
I had a wonderful stay at this beautiful home! The house was spotless, stylish, and had everything we needed for a comfortable visit. The pool was definitely a highlight — clean, well-maintained, and perfect for relaxing. The whole place felt peaceful and welcoming. I would absolutely stay here again and highly recommend it to anyone looking for a great getaway.

Perfect Getaway Home - 12/min from siesta w/HotTub
We had a fabulous time! We felt right at home. The house was pristine with new appliances, comfortable beds, and a modern aesthetic. Definitely the best house in the neighborhood. We enjoyed the hot tub every night and took advantage of the beaches nearby. Thank you Eddie and Vanessa for sharing this place!

Cottage w/lanai and garage, 4 mi. Siesta Key
Bedrooms run hot, not much air flow in n there from the AC so we had to leave the doors open to cool the room down a bit over night. Aside from that, beautiful place, very clean, has EVERYTHING you need fully stocked kitchen and fully stocked bathrooms LOVED the place.

3-bedroom home with pool
Marilyn was very responsive when I needed her, and the place looked exactly like the pictures posted. It’s only 8 minutes driving to Nokomis Beach and same for Downtown Historic Venice where you can find all the good local places to eat and buy gifts, as well as Venice Beach at the end of downtown . Publix is very close if you need to buy groceries. Everything was provided at the house, even things for the beach. The house was beautiful and the location was great and quiet. The pool didn’t disappoint. My grandkid loved it . We all did. I recommend 100% this place! Spacious, clean, beautiful and convenient. If it’s available in the future I will stay here again.

6 Miles to Beaches | Cozy Home w/ Screened Lanai
My wife and I had great stay at Christopher’s house. It was very close to the beaches, shopping and restaurants. The neighborhood was very quiet. We would definitely stay here again and we would highly recommend staying here!

Nirvana In Nokomis
Had a great stay during our week in Nokomis. The layout was great and actually had way more space than we even thought. Very easily fit our family of 5. Great set up as well with the master on one side of the house and then the other 2 bedrooms on the other. Neighborhood was very well maintained. You’re about a 3 minute drive or 20 min walk to the beach, but you should already know that when booking. This was one of the best stocked AirBnB’s we’ve stayed at. We truly felt like we were in a home we could live in as there was good flow. Backyard was great as we used the fire pit and hosted some family one evening. Lynda was great to communicate with. She even went above and beyond as we left a camera accidentally. I wouldn’t hesitate to book this place!

Great price for May 3/2 Beach House-Heated
Everything was as described and as shown in pictures. House is very roomy. Master is on opposite side of house as other two bedrooms. Two living room areas. Pool area and patio are a nice place to sit and relax. Nokomis Beach is about 10 minuted away. Close to grocery stores, etc.
Apartment rentals with a patio

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
The stay was perfect. Extremely close to the beach and Mario was great with great recommendations!

Lovely 2 bedroom condo with pool & tennis courts
This condo was even cuter in person than it was in the photos. It was super clean, safe, spacious, had a gorgeous screened in balcony that looked out over the pool, and was centrally located really close to groceries, restaurants, multiple beaches, and more. We stayed here as a family of 4 and the kids had their own room and bathroom and we had a master with en suite. I saw another review that said there is a little noise from the busy road outside but you really only notice it if you're trying to sleep with the windows open. We originally booked a hotel that ended up being awful so I found this place last minute and they were able to get us in the very next morning. They let us check in early since we were kind of stranded, and walking in was like a breath of fresh air. Highly recommend this place for 2-4 people!

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

Vitamin Sea - Gulf View 2/1 with Heated Pool
This condo is in the perfect location. It’s away from the crowds of Siesta Beach, but still close to everything. The setting is beautiful and the property has everything you could need. We hope to visit again soon!

Beach condo 5 Walk to beach King bed Dog Friendly
Laura was absolutely the best host I have ever had! She was so responsive and attentive. Everything we needed for our stay was provided (even a few extras). The bed was so comfy! The decor was cute and the feel was inviting and warm. Location…..FANTASTIC! Close to so many things; restaurants, shopping, beaches! The area was quiet and felt very safe. We made friends with the locals (Geckos) and a couple neighbors as well. We enjoyed our stay and I can’t wait to book another trip with Laura 😎🦈 By the way..I would have given 10 stars if they were available. ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️! There you go!!

A Hidden Gem in Paradise
Diana’s place is a very comfortable. Very clean, cozy, with a fully equipped kitchen, stove, dishwasher, large refrigerator, washer and dryer. There is a private barbecue area and a reserved parking space. 10 minutes by car to Siesta Beach and 13 minutes to Turtle Beach. We found a beach umbrella and chairs in the apartment’s closet. Also there is a safe in the bedroom which made us feel protected. We are definitely very happy that we stayed at Diana’s place and can recommend it to anyone who wants to come to Sarasota for the holidays.

A&A's Paradise near IMG & Anna Maria beaches
We truly loved staying at this beautiful condo! It was super-super clean, modern-designed, had everything we needed, and even much more! Full spectrum of laundry/cleaning/bathroom supplies in abundance. The space is very cozy, stylish, and the location was really convenient - walking distance to Publix, good restaurants, and other useful places. Andrew and Angel are great hosts and kindest people! Responded immediately and positively to all our questions. Can’t wait to get back and stay here again! We feel lucky to find this place! Thank you Angel and Andrew!

Condo with a View 2!
Heidi and her place is the the most organized and best operated Airbnb we stayed at. Starting with communication from the moment we booked to very last detail. The place has everything you will ever need, very clean. Beach is right out of the door, pool is great and plenty of floaties, boogie boards and toys for kids. Heidi ordered new pack n’play for our infant, left drinks in the fridge and first morning surprised us with muffins and juice left at our door. Plenty of recommendations and very friendly communication through out the stay and beyond.
Quick stats about holiday rentals with a patio in Osprey
Total rentals
60 properties
Nightly prices starting at
₹5,143 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
- John's Pass
- Crescent Beach
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Cortez Beach
- Lido Key Beach
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Jannus Live
- North Beach At Fort DeSoto Park
- Myakka River State Park
- Alafia River State Park
- River Strand Golf and Country Club
- Don CeSar Hotel