
Holiday rentals with a patio in Osprey
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Top-rated Holiday Accommodation with Outdoor Verandahs in Osprey
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Apartment 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!!!

Condo Dahlia near Siesta Key Beach, Sarasota
Alexandra is a wonderful host. She is very responsive and helpful. Her place is just as described, very convenient with the added bonus of parking directly at the entrance to the condo. The mattress is excellent!

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.
Our stay was seamless! The location of the apartment was in walking distance to all there is to do in Sarasota, and having parking included meant we could explore beyond Sarasota to the other local areas. The apartment was comfortable and everything was clean. When we go back we’d definitely stay here again!

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.

Modern 2/1+ shared, heated pool +4 min Siesta
Perfect stay for my family of 3! The house was within a 10 minute drive to beach parking for Siesta Key, and close to many restaurants. The host left clear instructions and responds quickly. We thoroughly enjoyed the backyard pool for evening swims! Thank you for a wonderful stay!

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 !
We had a wonderful stay at Anubuy’s place! The home was spotless, cozy, and had everything we needed for a comfortable and relaxing visit. Anubuy was a fantastic host—friendly, responsive, and thoughtful throughout our stay. They made sure we felt right at home, and their attention to detail really stood out. The location was perfect—peaceful, yet conveniently close to everything we wanted to explore. We truly appreciated the warm hospitality and would absolutely stay here again. Highly recommend!
Holiday House Rentals with a Verandah

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!

Slice of Paradise in Nokomis
A Slice of Paradise was amazing. Robert was a GREAT Host , he answered every question with in hours, if not minutes. Great location and close to everything. After a couple days it felt like home, when our 6 weeks were up we did not want to leave. We hit 7 different beaches and some 3 or 4 time each. Shark’s and Pop’s were our favorite restaurants long with Dunkin most every day and DQ once a week Detwiler’s Farm Market on Tamiami Trail was our go to for fresh fruits and vegetables. Their bakery was wonderful. We would highly recommended A Slice of Paradise. We can’t wait to go back . Frank, Sue and Paisley.

Private View Villa/Heated Pool/Pickleball/7883
Spacious home with all the amenities you need, well equipped kitchen. We loved the lanai and had all our meals outside. Green and silent surrounding, nice neighbors. A lot of beautiful beaches within 45min (AMI) or just 15min (Siesta). Good shopping possibilities. We had a great time and will be back!

Azalea Sanctuary
We enjoyed our stay at this quaint home! Light switches and cabinets are labeled which was helpful. We’d stay here again for another quick trip to the area.

Dolphin Cottage
Great place great price, close to a variety of beaches and many restaurants. the house was very comfortable. was nice seeing the birds and looking at the lake.

The Pineapple Escape
This house was beautiful and very central to many beaches and local restaurants. My wife and I enjoyed our stay and found the location quite and easy to access. The beach amenities like the chairs, umbrella, and wagon were a huge bonus. The kitchen was well stocked with equipment which made it easy to cook and relax on the evenings we spent chilling by the pool.

Cozy & Beautiful Pool Villa in Sarasota County, FL
Vera’s house was perfect for our family of 5. Our kids loved the pool. Would definitely stay here again.

Welcome to Paradise Palms! Canal home/Pet friendly
This house was perfect for traveling divers. plenty of room for gear and places to rest. the back patio was great for morning coffee and evening dive briefing. super clean and the best part. 1 TV. lol if you're watching TV, you are missing all the fun. loved this place and will definitely look it up for my next visit
Holiday condos with a patio

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
My husband and I really enjoyed our vacation at the wonderful apartment of Lauren and Mario, the place is so clean and cozy. Also, few minutes away from the beach and we drove few times to South Lido Key Beach Park which was so quiet and clean (highly recommend). We definitely will come back 💕

Short walk to beach 4, King bed, Dog Friendly
Loved this spot! You can’t beat the location! I would recommend staying here if you want to spend everyday at the beach. 😎🏖️

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
We had a lovely time. It’s an easy to walk to the beach. Place was very clean and nicely decorated. Will definitely book again if coming back to Bradenton Beach.

New Renovated Condo + Walk to Bay + 5 Min to AMI
Scott’s place was very nice for a weekend. The location is perfect. The accès to the beach was fast. Scott’s place was very clean and looks exactly like the pictures . Very responsive for any questions or help. Recommended

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!
As a mother traveling with kids, this place has everything you’re gonna need! Beautiful pool, cute put-put golf, beach towels, Sand toys, Sun shade, wagon, cooler, beach chairs. My girls played volleyball all week! Private houses on both sides of the unit… so it’s never crowded. We saw several manatees while swimming in the ocean and we got to witness loggerheads nesting at night! So if you’re looking for a truly relaxing vacation (for mom too) I highly recommend this unit and mostly, Heidi as a host!
Quick stats about holiday rentals with a patio in Osprey
Total rentals
60 properties
Nightly prices starting at
$92 AUD 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
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Jannus Live
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Myakka River State Park
- Alafia River State Park
- South Jetty Beach