Pet-friendly holiday rentals in Osprey

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.

We had a wonderful stay at this property. We were in town for our son's sporting event for several days. It was exactly as described and more. It was clean and comfortable and there were so many "extras" that we do not usually experience in other rental properties. The kitchen was fully stocked with utensils, cooking supples, spices, coffee, and more (better than any rental we've stayed in). There is not one negative thing I can say about this place or the host. Honorata was extremely responsive and helpful and allowed us to check in early, which we greatly appreciated as we needed to drop our luggage and go to an event. The location was great, a short drive to the beach, stores, etc. and the neighborhood was quiet and felt safe. We would highly recommend this property and hope to stay there again next time we are in the area. Thank you Honorata and Conrad for a lovely stay!

We absolutely loved our stay here! The house is beautiful and has everything we needed for vacation. The pool was perfect for the kids - they preferred staying home at the pool than going the beach. Romulda was also so helpful and responsive to all our questions. We only wished we had more time to stay here! We’re looking forward to booking again in the future!

This house was spotless, organized and had a loaded kitchen! It is in a amazing location near the beaches and the house came loaded with beach equipment. I would love to come back. Birute was very helpful with us and responsive in timely manner Thansk for all!

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.

Jacob was an accommodating and informative host. He provided recommendations and checked in a few times which was appreciated. The guest house is small, clean, and as described. The location is quiet, albeit about a 20 minute drive from most of the beaches and downtown Sarasota where we spent most of our time. The drive was easy and there are lots of places nearby to get what you need.

Great place to stay !! The house is beautiful, it’s in a great location and I love the pool area, I had so much fun with my friends on this trip and we’re planning to come back !!

The house was perfect for our small family of three and two dogs! The fenced in yard was wonderful and the location was perfect. The neighborhood is quiet with very low traffic. Only a short drive to Siesta Key, downtown, and other attractions.

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.

The house looks exactly like the pictures! It was amazing . The house was so beautiful and so clean! Edina , Doris and joe the maintenance guy were very responsive and helpful. The house is on a quiet road . The pool was beautiful especially at night . The house is very close to siesta key beach and there’s so much more all near the home . I would Recommend this house and I will definitely be coming back :) it was a good experience.

We had a great stay at the house. Loved the interior decor. Looks like the home was remodeled recently. Everything was fresh and clean. We loved hanging out by the pool. Backyard was very private and peaceful. Posts were very quick with their responses if I had any questions about the home. We would definitely stay at the Home again when we’re in town.

We had a great stay at Lisa’s. It was well stocked and had everything we needed for a great stay. Would definitely recommend!

The hosts were very responsive and very helpful. Their home was spotless. The pool with the enclosure allowed you all the sunshine you could ask for without the bugs! The interior is very spacious and great for hosting dinner. With the turf back yard it’s the perfect hangout for adults and children! The hosts are very thoughtful with items available for the perfect beach day (beach wagon, chairs, a cooler, and lots of fun items for children! We will definitely be visiting again!

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.

The house was so perfect and Andrew was awesome. The pool and outdoor area was so peaceful. Great location to restaurants, beach, etc.

Such a clean and comfortable home with a lovely pool and screened room. Very quiet and relaxing. Easy to get around the area with many restaurants, grocery stores and coffee shops. Bonus that the beach is only a short drive away. Edwine was a very thoughtful and helpful host. Would definitely not hesitate staying again. Highly recommend.

This home was amazing and loved it, host was very nice and responded quickly every time.

Great location, clean and cute. A great size for a large or small group of people

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!

Inessa’s home in North Port was absolutely stunning! The house was pristine, with a quaint and beautiful layout, spotlessly clean. The pool was a magnificent highlight, and the home was well-equipped with plenty of towels, washcloths, coffee, tea, silverware, dishware, and cooking utensils. They even left water in the fridge for us! The king-size bed and pillows were incredibly comfortable, making our stay even better. Shops were close by, and Inessa was super responsive and easy to reach. We highly recommend this gem if you’re looking for something very nice and cozy! We can’t wait to come back! – Thank you Inessa ❤️ Larry & Michelle

This house was adorable! Loved the decor - cute touches and uncluttered throughout. Drawers/cabinets were clearly labeled and there were all sorts of things there that you might have forgotten- even hair ties! Bed was comfortable. Whole place was cozy and comfy- I didn’t want to leave! Tons of great recommendations in the guest book by the front door. I wholeheartedly recommend this home!

Jared’s house is ideal for a people who like to go to the beach. It had all the beach gear and is about 10 minutes from Venice and Nakomis beaches. The neighborhood is quiet and the sunset view is the best! The couches are great for movie night—super spacious and comfy! Definitely recommend.

Our family had a wonderful stay - would definitely stay here again. It was 3 minutes to Nokomis beach - lots of shells and beautiful water. Took us with two toddlers 20 minutes to walk there. Only 8 minutes to Venice beach. The screened in porch was key with our two toddlers. Shower was very nice and the bed was comfortable. Kitchen cooking supplies were plenty stocked. Thank you for hosting us!

Our stay at Casa Azul was fantastic. The home was cute & clean and had everything we needed- plenty of clean towels, basic toiletries & laundry soap, and beach gear! And it's an easy walk to Pop's and the beach! Roger & Claudette were great hosts. I definitely recommend Casa Azul