Fitness-friendly vacation rentals in Osprey

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Popular amenities for Osprey fitness-friendly rentals

Fitness-friendly apartment rentals

Superhost
A spacious sleeping area features a large bed adorned with a colorful patterned blanket. Light enters through vertical blinds, illuminating the wood-like flooring. A decorative painting hangs above the bed, while a bench at the foot and a chair add functional elements to the room.
Apartment in Sarasota
4.53 out of 5 average rating, 30 reviews

[S] 2/2bedr&bath condo, pool,close to Siesta Beach

VictoriaRating, 5 stars4 months ago
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.
Superhost
A cozy bedroom features a queen-sized bed with white linens and a decorative pillow. Soft light from two bedside lamps enhances the warm wooden accents. The room includes two windows with wooden blinds, allowing for natural light, and a piece of artwork is prominently displayed on the wall.
Apartment in Downtown Sarasota
4.9 out of 5 average rating, 155 reviews

Adorable Historic & Charming Walkable Safe Area

BeatriceRating, 5 stars2 months ago
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.
Guest favorite
A screened lanai features wicker furniture arranged for relaxation, with a ceiling fan overhead. A scenic view of the water is visible through large glass doors, adding a tranquil backdrop. Tropical plants are placed strategically, enhancing the inviting atmosphere of the space.
Apartment in Siesta Key
5 out of 5 average rating, 8 reviews

Siesta Key Oceanfront View Condo - unit 415

ErkensRating, 5 stars2 weeks ago
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!
Top guest favorite
A modern living area features a cozy brown sofa with decorative cushions. A large coffee table and poufs are arranged on a light wood floor, while a sleek kitchen with white cabinets and a mosaic backsplash is visible in the background. A balcony door allows natural light and views of the outdoors.
Apartment in Indian Beach-Sapphire Shores
5 out of 5 average rating, 19 reviews

Luxury oasis in Sarasota

ChristineRating, 5 stars2 months ago
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!!
Guest favorite
A modern living area features large glass windows that provide natural light and a view of the outdoors. A comfortable sofa with accent pillows sits next to a stylish coffee table. The dining area showcases sleek chairs around a white table topped with decorative elements.
Apartment in Sarasota
4.93 out of 5 average rating, 28 reviews

Apartment in Sarasota

SaideRating, 5 stars3 weeks ago
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!
Superhost
A modern living area features a blue accent wall and light hardwood flooring. A comfortable gray sofa is paired with two armchairs, all surrounding a glass coffee table atop a decorative area rug. Additional shelving and a kitchen area are visible in the background.
Apartment in Bradenton
4.72 out of 5 average rating, 61 reviews

Seaside Oasis W/Private Balcony 6 mi to Anna Maria

JohannahRating, 5 stars1 week ago
Had a great stay at Susanna's. It was comfortable, clean and in close proximity to the beach. Will definitely come back
Guest favorite
An aerial view captures a shared pool surrounded by palm trees and lounge chairs. Residents enjoy leisure time in the water, while additional chairs are positioned around the pool area, enhancing the atmosphere of relaxation within a well-maintained community.
Apartment in Siesta Key
4.95 out of 5 average rating, 20 reviews

Siesta Sunset Townhouse

MichaelRating, 5 stars2 months ago
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!
Top guest favorite
An elegant condo building is depicted, featuring multiple balconies with modern railings. Lush palm trees are situated in the foreground, alongside a spacious pool area adorned with lounge chairs. The clear blue sky enhances the vibrant ambiance of the resort-style amenities.
Apartment in Indian Beach-Sapphire Shores
5 out of 5 average rating, 19 reviews

Luxury Condo near Downtown SRQ

SusanRating, 5 stars3 weeks ago
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

Guest favorite
Condo in Siesta Key
4.98 out of 5 average rating, 51 reviews

2 BR condo in Siesta Key w/ Private beach access

DanielRating, 5 stars2 days ago
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!
Guest favorite
A vast stretch of white sandy beach extends towards the horizon, with gentle waves lapping at the shore. Beach chairs are scattered across the sand, accompanied by a cloud-dotted blue sky above. The distant shoreline features silhouettes of buildings amidst a serene atmosphere.
Condo in Siesta Key
4.93 out of 5 average rating, 148 reviews

Siesta Key Serenity At The Palm Bay Club

LauraRating, 5 stars1 month ago
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.
Guest favorite
A landscaped pathway meanders through lush greenery, leading towards the beach. Palm trees are positioned along the route, providing a tropical ambiance. In the background, the ocean can be glimpsed through the gaps in the buildings, adding to the serene setting.
Condo in Siesta Key
4.95 out of 5 average rating, 122 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

JohannaRating, 5 stars1 month ago
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.
Superhost
An aerial view captures a serene pool surrounded by palm trees, with beach loungers dotted along the shoreline. The turquoise water glistens under a clear blue sky, creating a peaceful scene. The beach is visible in the distance, showcasing soft sand and gentle waves.
Condo in Siesta Key
4.82 out of 5 average rating, 135 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

TaylorRating, 5 stars3 weeks ago
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!
Superhost
Condo in Sarasota
4.67 out of 5 average rating, 94 reviews

Hotel Style w/pool & Tiki Grill

JamesRating, 5 stars3 weeks ago
The room is exactly as described. It’s a hotel room in the Ramada.
Guest favorite
Condo in Longboat Key
4.91 out of 5 average rating, 175 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

JimRating, 5 stars1 month ago
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!
Superhost
A view of the marina features numerous sailboats moored in calm waters, surrounded by lush greenery. Tall palm trees frame the image, while the background showcases waterfront buildings. The sky is partly cloudy, enhancing the serene atmosphere of the marina.
Condo in Punta Gorda
4.77 out of 5 average rating, 121 reviews

Little Piece of Paradise

Valerie SBRating, 5 stars1 week ago
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!
Superhost
An outdoor dining area features several tables covered with umbrellas in vibrant orange. String lights are draped overhead, adding a festive touch. The surrounding scenery includes palm trees and a view of the marina, providing a relaxed atmosphere for guests.
Condo in Sarasota
4.68 out of 5 average rating, 37 reviews

Getaway at the Marina

LaciRating, 5 stars1 month ago
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

Superhost
Home in Sarasota
5 out of 5 average rating, 3 reviews

Party Time: Large Chefs Kitchen, BBQ, Bounce House

ToddRating, 5 stars1 day ago
Friendly and communitive. Place was super clean and nice. Lots of places to sleep and shower.
Guest favorite
A modern bedroom features a four-poster bed dressed in neutral linens, complemented by wall-mounted lamps. A decorative bench is placed at the foot of the bed. Natural light fills the room through large sliding glass doors that open to a private balcony.
Home in Bradenton
4.92 out of 5 average rating, 121 reviews

4BR Golf View-Heated Pool/IMG Academy/Near Beaches

JoonRating, 5 stars2 weeks ago
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.
Guest favorite
An outdoor area is showcased featuring a heated saltwater pool surrounded by lounge chairs. A vibrant play structure adds a playful element, while a hot tub is positioned nearby. Tropical landscaping complements the relaxing atmosphere, offering a family-friendly space for leisure and enjoyment.
Home in Sarasota
4.98 out of 5 average rating, 161 reviews

LUXE home 6mi to Siesta w/ incredible pool area!

AshleyRating, 5 stars2 months ago
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.
Top guest favorite
A hot tub sits within a private outdoor area, surrounded by natural landscaping. The space features sun loungers and a wooden deck, inviting a relaxing atmosphere. Dim night lighting enhances the tranquil setting, highlighting the surrounding foliage and creating a cozy feel.
Home in Sarasota
4.98 out of 5 average rating, 49 reviews

4BR *2x KING*elevated getaway 5mi from the beach!

NancyRating, 5 stars1 week ago
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!
Guest favorite
A swim spa is illuminated by soft, colorful lighting, offering a tranquil setting for relaxation. Surrounding the spa, a landscaped area features stepping stones and decorative pebbles, with tropical plants and trees creating a serene atmosphere. Ambient lighting along the path enhances the outdoor space.
Home in Sarasota
4.91 out of 5 average rating, 45 reviews

SARASOTA PLACE NEAR SIESTA BEACH

SiobhanRating, 5 stars5 days ago
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.
Guest favorite
A quaint beach house is surrounded by lush greenery and palm trees, featuring a sandy front yard. A wooden deck with two blue chairs offers an inviting spot for relaxation. The house showcases a cheerful yellow exterior, complemented by vibrant landscaping.
Home in Longboat Key
4.91 out of 5 average rating, 117 reviews

Longboat Key Beach House

TradRating, 5 stars3 weeks ago
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!
Top guest favorite
A screened-in private pool area is visible, featuring clear water that reflects sunlight. The surrounding yard is spacious and fenced, providing a serene environment for relaxation.
Home in Bradenton
5 out of 5 average rating, 10 reviews

Pool house(pets ok) Sarasota beaches, UTC mall.

BetzyRating, 5 stars1 week ago
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.
Guest favorite
The exterior of the home displays a modern façade with a light-colored exterior and dark accents. A well-maintained lawn is complemented by neatly trimmed landscaping. A welcoming pathway leads to the front door, framed by arched windows on either side.
Home in Sarasota
4.94 out of 5 average rating, 36 reviews

J&K Dream Home in Sarasota

AndreaRating, 5 stars2 months ago
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

Destinations to explore