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Vacation rentals with a patio in Osprey

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Popular amenities for Osprey patio rentals

Apartment rentals with a patio

Guest favorite
Apartment in Sarasota
4.93 out of 5 average rating, 15 reviews

The Cozy Bungalow: Sleeps 4, private patio & grill

LorenRating, 5 stars4 weeks ago
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!!!
Superhost
Apartment in Sarasota
4.64 out of 5 average rating, 86 reviews

Condo Dahlia near Siesta Key Beach, Sarasota

ElizabethRating, 5 stars2 weeks ago
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!
Guest favorite
Apartment in Indian Beach-Sapphire Shores
4.96 out of 5 average rating, 140 reviews

Free Early Chk-in, Super Clean, Free Parking,Bikes

VictoriaRating, 5 stars2 weeks ago
We had a great stay at Lisa’s. It was well stocked and had everything we needed for a great stay. Would definitely recommend!
Superhost
Apartment in Downtown Sarasota
4.79 out of 5 average rating, 129 reviews

Downtown Apt w/ pool, gym & co-work.

MeghanRating, 5 stars2 weeks ago
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!
Guest favorite
Apartment in Sarasota
4.92 out of 5 average rating, 24 reviews

Nice and cozy because we care

AngelaRating, 5 stars3 weeks ago
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.
Guest favorite
Apartment in Sarasota
5 out of 5 average rating, 22 reviews

Modern 2/1+ shared, heated pool +4 min Siesta

EmilyRating, 5 stars4 days ago
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!
Guest favorite
Apartment in Sarasota
4.92 out of 5 average rating, 25 reviews

Siesta Greek getaway

MeganRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Bradenton
4.92 out of 5 average rating, 147 reviews

Ocean Blue adorable new studio !

SeanRating, 5 stars1 week ago
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!

House rentals with a patio

Top guest favorite
Home in Sarasota
5 out of 5 average rating, 59 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

CharlieRating, 5 stars1 week ago
My wife and I had a great time at this stay. Lots to do at the house along with great beaches and restaurants within a 15-20 minute drive. The house was clean and had everything that you might need. We were able to drive to Disney in just over an hour and a half which provided a different experience to go along with the daily beach/pool trips. Cool AC inside to combat the humid 88 degree weather in June 2025.
Guest favorite
Home in Nokomis
5 out of 5 average rating, 5 reviews

Good Beach Bungalow

KateRating, 5 stars2 months ago
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!
Top guest favorite
Home in Nokomis
5 out of 5 average rating, 11 reviews

Slice of Paradise in Nokomis

FrankRating, 5 stars2 months ago
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.
Top guest favorite
Home in Venice
5 out of 5 average rating, 15 reviews

Morning Side

CharlieRating, 5 stars1 week ago
Great place and close to the beach!
Guest favorite
Home in Port Charlotte
5 out of 5 average rating, 11 reviews

Azalea Sanctuary

MoniqueRating, 5 stars1 week ago
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.
Top guest favorite
Home in Nokomis
4.98 out of 5 average rating, 46 reviews

The Pineapple Escape

GradyRating, 5 stars1 month ago
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.
Guest favorite
Home in Venice
4.95 out of 5 average rating, 141 reviews

MCM Waterfront Getaway w/ Private Dock + 4 Kayaks

KatieRating, 5 stars1 week ago
If you’re looking for the perfect Airbnb for fishermen and vacationers are alike, this is it. This Home is elegant and extremely clean. The host are responsive and so sweet and kind. It has everything you can need , and it’s in the perfect location. We loved relaxing and watching the rain in the Florida room. We really enjoyed all the nature outside and fishing from the dock so many memories were made with our family here.
Top guest favorite
Home in Port Charlotte
5 out of 5 average rating, 28 reviews

Modern Waterfront Bliss

VanessaRating, 5 stars4 weeks ago
This home was just as described, beautiful, clean, all the amenities you would need plus some! Beds are super comfy and each room has extra linens if needed. Sandra is very responsive and very nice. Will definitely stay here again the next time we visit Florida.

Condo rentals with a patio

Top guest favorite
Condo in Siesta Key
5 out of 5 average rating, 112 reviews

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

AleksandraRating, 5 stars2 weeks ago
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 💕
Top guest favorite
Condo in Venice
4.95 out of 5 average rating, 86 reviews

Short walk to beach 4, King bed, Dog Friendly

KatieRating, 5 stars2 weeks ago
Loved this spot! You can’t beat the location! I would recommend staying here if you want to spend everyday at the beach. 😎🏖️
Superhost
Condo in Osprey
4.92 out of 5 average rating, 12 reviews

Lovely 2 bedroom condo with pool & tennis courts

CariRating, 5 stars2 months ago
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!
Superhost
Condo in Lido Key
4.8 out of 5 average rating, 104 reviews

LIDO KEY 1 BR/1Bath Heated Pool 16

ChrisRating, 5 stars9 months ago
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
Guest favorite
Condo in Bradenton Beach
4.94 out of 5 average rating, 125 reviews

Beach Escape & Pool, steps to Beach & restaurants

MikeRating, 5 stars1 day ago
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.
Guest favorite
Condo in Bradenton
4.92 out of 5 average rating, 108 reviews

New Renovated Condo + Walk to Bay + 5 Min to AMI

ManonRating, 5 stars2 weeks ago
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
Guest favorite
Condo in Sarasota
4.91 out of 5 average rating, 66 reviews

A Hidden Gem in Paradise

TatianaRating, 5 stars1 month ago
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.
Top guest favorite
Condo in Bradenton
4.96 out of 5 average rating, 101 reviews

A&A's Paradise near IMG & Anna Maria beaches

AlekseyRating, 5 stars3 weeks ago
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!

Quick stats about vacation rentals with a patio in Osprey

  • Total rentals

    60 properties

  • Nightly prices starting at

    R1,077 ZAR 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

Destinations to explore

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  2. United States
  3. Florida
  4. Sarasota County
  5. Osprey
  6. Rentals with a patio