
Fitness-friendly vacation rentals in Osprey
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Top-rated fitness-friendly rentals in Osprey
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Fitness-friendly apartment rentals

[S] 2/2bedr&bath condo, pool,close to Siesta Beach
We had a great time at the Villas. This neighborhood is very peaceful and has all you need. We enjoyed being able to go to the pool and hot tub. The location is perfect - close to the beach and restaurants. Bea was quick to communicate and was helpful. Will be coming back.

Adorable Historic & Charming Walkable Safe Area
Very relaxing atmosphere…comfortable bed…everything worked:AC, TV, and Denise was very responsive . She suggested excellent restaurants within walking distance. It’s a quiet neighborhood within walking distance of downtown. Museums and Selby Gardens within walking distance.

Siesta Key Oceanfront View Condo - unit 415
Fabulous! The beach is across the street and there are beach chairs, towels, umbrellas, noodles,cooler, wagon,etc. The view of the Gulf of Mexico from the Lanai is stunning .The Village is a mile away with lots of fun bars and restaurants . We loved this place!

Luxury oasis in Sarasota
Ewelina’s property was both beautiful and functional. The kitchen was large and well stocked. The condo was tastefully decorated. The location is ideal for us, as it is close to downtown and not far from the beaches and the ballpark. Ewelina is an excellent host. She reached out in advance of our stay, communicated very clear instructions for entry, and stayed in touch while we were there. She responded very promptly to all the questions we had. We would love to return to Ewelina’s property again!!

Apartment in Sarasota
We had a wonderful stay at this apartment! Everything was spotless, well-equipped, and exactly as described—if not better. Robert clearly went above and beyond to make sure we were comfortable and had everything we needed. Communication was smooth and responsive throughout our stay. The location was perfect for our vacation, and we felt right at home. Highly recommended!

Seaside Oasis W/Private Balcony 6 mi to Anna Maria
Had a great stay at Susanna's. It was comfortable, clean and in close proximity to the beach. Will definitely come back

Siesta Sunset Townhouse
This stay was amazing. Extremely beautiful, clean, comfortable, well stocked condo with everything you need for a family vacation. The one swimming pool is diagonal from the condo and just a short walk to the private beach. Perfect location and very close to the village. Richard was extremely responsive and helpful throughout our stay. We loved staying here! We will be booking this again for next year!

Luxury Condo near Downtown SRQ
Great location able to drive to beaches easily very beautiful condo car parked in garage. Nicer clean pool was able to see it checked daily from the balcony. My 11 year old granddaughter had a wonderful time
Fitness-friendly condo rentals

2 BR condo in Siesta Key w/ Private beach access
Our family’s stay was made very enjoyable with this condo. Great location and ease of access to a lot of shops and restaurants. The hosts were very responsive and friendly to any questions or requests we made. We would stay here again for sure!

Siesta Key Serenity At The Palm Bay Club
Super clean, quiet, comfy bed. We enjoyed the bayside pool. Nice views. Palm Bay club nice benefit as after a short walk over to the beach we enjoyed the chaises delivered and set up close to the water and hole drilled for our beach umbrella. Amazing sand is not over rated. Warm gulf waters and easy entry and exit. Breeze Trolley with their app made getting around without driving convenient . Lots of fun food and shops minutes away. This bayside spot a was a delight.

2 Bed/2 Bath Condo Resort View on Siesta Key Beach
The location was great, close to village as well as crescent beach. Lots of restaurants, bars, and excursions close by. Private beach which is wonderful, they offer umbrella rentals for a very reasonable price. Two pools which allowed for plenty of space as neither pool was crowded. The condo came with adequate linen/towels with an exchange halfway through the week which was great. There were extra beach toys, umbrellas, and a cooler in the closet we found a few days in that came in handy.

Sarasota Surf & Racquet Club Siesta Key Condo
This was an amazing condo for our family trip! Pictures and listing were very accurate and it was so lucky to find a property on Siesta Key that was actually on the beach. We would absolutely stay here again! The beach is stunning and the two pools are wonderfully maintained Some things worth mentioning (they are disclosed in the listing) - you must provide your own beach/pool towels but there are plenty of shopping options nearby - beach chairs are free and located once you get down to the beach - for a fee, you can reserve/rent an umbrella and have it set up for you during your stay. The guys are out there early (7-7:30am) but then come in around lunch time so if you want an umbrella, I suggest going out in the morning to get it setup - dish soap, dishwasher tablets, hand soap are provided but you’ll need to purchase everything else (salt/pepper, spices, oil, ziplocks, shampoo/conditioner, etc). Super central location and very secure property! Would definitely stay here again!

Hotel Style w/pool & Tiki Grill
The room is exactly as described. It’s a hotel room in the Ramada.

Beachfront Resort, Ocean View, Pool, Tennis, Gym
My wife and I spontaneously booked a last-minute getaway at Colin’s condo, and we couldn’t be happier with our decision. The condo was beautiful—just steps from the beach—and the view from the porch was absolutely stunning. We loved that beach chairs and umbrellas were included, which made our three days of relaxing by the ocean even more enjoyable. The location was great, with restaurants just a short drive away. I also took advantage of a well-equipped workout area just down the street, which was a nice bonus. The bed was very comfortable, and we made good use of the full-sized fridge during our stay. Colin was incredibly responsive and proactive in his communication, checking in frequently to ensure everything was going smoothly. The resort itself was spotless, and the staff were all warm and welcoming. It was the perfect short escape—we’d definitely come back!

Little Piece of Paradise
Thank you Judy! We really enjoyed our stay it was delightful sitting out looking at the Marina watching the boats and the Sunset! Cass Cay is a great place to get dinner, drinks and listen to great music! Met your neighbor Mark and his friends Jim and Debby very nice to meet and talk with them. If we come to the area again we would definitely stay with you again! Thank you!

Getaway at the Marina
This was the 2nd time I have stayed in this unit. Everything is so nice and beach themed. Great location and the restaurant on site is wonderful. Would recommend anyone to stay here for a relaxing wonderful time.
Fitness-friendly house rentals

Party Time: Large Chefs Kitchen, BBQ, Bounce House
Friendly and communitive. Place was super clean and nice. Lots of places to sleep and shower.

4BR Golf View-Heated Pool/IMG Academy/Near Beaches
We had a group of 9 adults and 2 babies and really enjoyed our stay. Plenty of room and loved having so many bathrooms. Place was very clean and we appreciated that there were beach towels, beach chairs and etc. The pool was nice and clean and someone came by to clean twice a week. Loved the open floor plan in the living room too. Leslie was super helpful and responsive. The stay pretty much had everything we needed.

LUXE home 6mi to Siesta w/ incredible pool area!
Wow!! Jeff & Lyn’s home was perfect for our stay of 3 adults, 2 kids & 1 infant! Very kid friendly! Everything was extremely clean, organized, all cabinets were labeled. The house was fully stocked with everything you could need including items for baby/child. Garage had plenty of beach toys, wagon, chairs, baby pool float, baby beach tent. Beds were very comfortable & nice linens! The home looks recently upgraded and everything is in great condition. Home is conveniently located to downtown Sarasota, restaurants and local beaches. Jeff & Lyn thought of everything! I can’t think of anything that could be changed or added! Highly recommend this property & will definitely return for a future stay.

4BR *2x KING*elevated getaway 5mi from the beach!
Ester and David’s home was exactly as listed. The photos were spot on. The house is absolutely adorable, comfortable and impeccably clean and organized. One of the best airbnbs we have stayed in. The backyard was so inviting, we k my wish we could have spent more time outside! Hoping next time we come to Sarasota this home will be available!

SARASOTA PLACE NEAR SIESTA BEACH
We were visiting family in Sarasota and the location was great. The house was very clean and really met our family’s needs. Short drive to the beach and we enjoyed the pool spa. Had a very enjoyable trip. Would stay at the house again.

Longboat Key Beach House
Wonderful island getaway home! Me and my wife were searching for a quiet and relaxing weekend away and Debbie’s place sure delivered! We enjoyed the closeness of food options and the location of the home on the island. Debbie was super responsive and helpful with any needs or questions that we had, and they made us feel right at home. So look no further for your next stop on Longboat Key!

Pool house(pets ok) Sarasota beaches, UTC mall.
Absolutely loved our stay! The house was just as shown and in a great neighborhood. I honestly have no complaints. The host is very responsive and helpful.

J&K Dream Home in Sarasota
This rental was incredible for our group- officials from different areas across the country working together over the weekend. The beds were comfortable, kitchen was great for making meals and the spa perfect after some long days of working. Kendry was over accommodating with our group and we were grateful for everything!
Quick stats about vacation rentals that are fitness-friendly in Osprey
Total rentals
20 properties
Nightly prices starting at
R1,070 ZAR before taxes and fees
Total number of reviews
80 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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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
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- North Beach At Fort DeSoto Park
- River Strand Golf and Country Club
- Myakka River State Park
- Alafia River State Park
- North Jetty Beach