
Fitness-friendly holiday rentals in Osprey
Find and book unique fitness-friendly accommodation on Airbnb
Top-rated fitness-friendly rentals in Osprey
Guests agree: These fitness-friendly rentals are highly rated for location, cleanliness and more.

The Honeymoon Suite on Siesta Key Beach
This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.

2 Bed/2 Bath Condo Resort View on Siesta Key Beach
Amazing 2nd floor unit in building C at the Sarasota Surf & Racquet Club. This fully furnished 2 bed/ 2 bath condo offers a resort view and just steps away from the white sands of Siesta Key Beach. This unit is recently updated with an open floor plan, featuring stainless steel appliances, granite counter tops, kitchen bar with stools, living room, and dining room. This unit has flat screen tv's, ceiling fans, and maid service including linens and bath towels. Washer/dryer located down the hall

Escape to Casa Blu- private pool, minutes to beach
Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool
Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Free Prkn, Early Chkin, Elevator-4th fl airport/DT
Beach ready Apt!! Perfect for work trips! Beside Ringling College! 2 minutes from downtown Sarasota 7 mins - Airport Corner Apt Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb that's on a main road . 60+ amenities from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. Send me a message if you have any questions .

Spacious Downtown Venice Island Condo Near Beach
Large, quaint, quiet condo in the heart of downtown Venice Island. Short walking distance to all the idyllic downtown shops, restaurants, entertainment, bars, arts & a quick bike ride to an amazing beach. Bikes included. Very spacious & well equipped rental suitable for short or long-term visits. Large fully equipped kitchen. Lots of amenities & beach gear! Comfy king bed. Free parking. Venice Beach 1.1 miles / Sharkey's Restaurant & Pier 1.7 miles / Coffee shop & downtown just 3 blocks away.

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

The Palm Bay Club on Siesta key Beach
Welcome to The Palm Bay Club on Siesta Key Beach Enjoy sunrise to sunset from our great resort that has private bay to beach access . Updated 2 bedroom 2 Bath ground floor with walk out balcony .Each bedroom offers private en-suite, Clean and bright open floor plan, well appointed kitchen ,Central A/C . Resort features 2 heated pools , enjoy the tranquility of the bay from the large hot tub or pool . Fishing pier, tennis & pickle ball courts, gym, laundry area we also offer boat slips

Sarasota Surf & Racquet Club Siesta Key Condo
Our newly renovated condo is located on Siesta Key's award winning Crescent Beach. Our unit is has all of the amenities of home for your convenience. The primary bedroom has a king sized bed and its own ensuite with walk-in shower. The second bedroom has 2 double beds and a large closet for all of your belongings. The complex has two heated pools, multiple charcoal grills and just steps away from the unit are 3 tennis courts and 2 pickle ball courts. Restaurants and shopping close by

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub
4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) ONLY A 4 MINUTE WALK TO SIESTA KEY BEACH #1 in USA (no major streets to cross): First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!

The Cove House on Casey Key
Kick back and relax in this one-of-a-kind, contemporary haven! Nestled along the canal, this retreat offers a unique blend of charm and luxury. Enjoy the view from the deck or relax by the pool and spa after a workout in your own private gym. Bring your boat or jet skis and head out the Intracoastal to the Gulf of Mexico, or just enjoy a peaceful paddle with one of our paddle boards. Boat and jet ski lifts, as well as an RV hookup included. Nokomis Beach is less than a mile away!

Palm Bay Club! Resort Living on Siesta Key!
Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.
Popular amenities for Osprey fitness-friendly rentals
Fitness-Friendly apartment accommodation

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

Adorable Historic & Charming Walkable Safe Area

Waterfront Condo w Scenic Views-Heated Pool

Condo on the water

Beautiful Top Floor Serenata 2Bd/2Ba Apartment

Gertrude's Siesta | Palm-view Pools Private-Beach!

Luxury oasis in Sarasota

Apartment in Sarasota
Fitness-friendly condo rentals

Modern 1/1.5 Waterfront at The Strand

Siesta Key Serenity At The Palm Bay Club

Waterfront, Resort Pool / Spa, & Fitness Center!

Siesta Key For Me @ The Palm Bay Club

Luxury 3/3 Margaritaville Resort

Direct Gulf View - Residence 603

Chill Sarasota Hideaway

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Fitness-Friendly Holiday House

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

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

5 minutes to private Siesta Key Beach + 2 pools

The Bahia. Wellness House heated pool, spa, sauna

HotTub, Pool, Sauna, MiniGolf, Game room, Roof Top

Longboat Key Beach House

CitrusOasis/Heated Pool/Gameroom/Playground/13PPL+

Private Heated Pool/Spa, 4bed/2bath, Fenced Yard
Quick stats about holiday rentals that are fitness-friendly in Osprey

Total holiday rentals
Explore 20 holiday rentals in Osprey

Nightly prices starting at
Osprey holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 60 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Osprey holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Osprey rentals

5 Average rating
Osprey stays are highly rated by guests—averaging 5 out of 5!
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- Fitness-friendly rentals Sarasota County
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- Fitness-friendly rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Caspersen Beach
- Vinoy Park
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- Tropicana Field
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