Fitness-friendly holiday rentals in Oldsmar

4.73 out of 5 average rating, 392 reviews

SUN/BIZ Getaway/King bed/resort Pool/pickleball

Great business getaway, less then 15min. from downtown! Peaceful quiet relaxing! Modern one bedroom condo for business, pleasure, or getaway. King size bed in private bedroom. Sofa bed, and Queen air mattress, can sleep up to 4 people. Close to all Tampa has to offer, as well as beaches, Busch Gardens Disney World all driving distance Enjoy the Florida sun relaxing in a hammock by the resort style pool! Additional fees $25 to check in 1hr. early $20 if ID not submitted in 2hrs on day of booking

4.97 out of 5 average rating, 130 reviews

Condo in Clearwater

2 BR/2 BA Key West Retreat, A+Pool, 3m to Beach

🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄‍♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Superhost

Home in Tampa Heights

4.91 out of 5 average rating, 243 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

4.98 out of 5 average rating, 113 reviews

Barn in Odessa

Cypress Lakes Barndominium

Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

4.99 out of 5 average rating, 155 reviews

Home in Tampa

Bucs Bungalow Stadium Home, King Bed Suite, Gym

Whether you’re here for business or pleasure, Bucs Bungalow is your place! Conveniently located at the heart of Tampa Bay less than 10 mins from the airport. A 0.6 mile walk to a football game or a concert at Raymond James Stadium. No expensive parking fee and have your own private parking in our driveway that can accommodate 4 cars. Have a worry-free good time without the drinking and driving. While our fully stocked kitchen, dedicated workspace and home gym is ideal for your longer stay!

4.93 out of 5 average rating, 123 reviews

Condo in Clearwater

POOL VIEW IN A MODERN CONDO - Feel at Home

For your best vacation, welcome to stay in our newly renovated and tastefully decorated condo for having a relaxed vacation ! Family with kids, young retired or just couples who want to spend romantic moments, everybody is welcome.The condo is located in a beautiful gated community, 10 min. by car from Clearwater Beach, voted # 1 beach in U.S. in 2013 and 2018. You can enjoy a large, beautiful heated swimming pool with salt water, a barbecue area, fitness center and an elegant clubhouse.

4.82 out of 5 average rating, 146 reviews

Condo in Paradise Lakes

Millers, BeOne Naturally Clothing Optional Premium

Relax in your birthday suit in a fun clothing-optional Paradise lakes Resort. Modern furniture sleeps up to 4 People with a King Size Bed and a leather sleeper sofa in living room with Memory Foam mattress. Full kitchen with refrigerator, oven range and microwave for cooking, coffee maker, washer and dryer for laundry, 2 TVs, and a bath tub for relaxing. The clubhouse 2 Swimming Pools, Hot Tub, events like Karaoke, Live Bands and more (fees vary by days of week). Thank you and enjoy!

4.9 out of 5 average rating, 155 reviews

Work & Vacay suite | King+Full Bed sleep four

Your chill Tampa base! The condo is located in Tampa’s Westshore area! Walk to International Mall shops, dining & stadiums. Double room with a King bed + Full bed, balcony, fast 5G WiFi, fully equipped kitchen, A/C, 24/7 Gym, and tropical-style saltwater pool. We are across Intl Plaza, a few blocks to Yankees & Bucs stadiums, 5min to the airport, 30min to the beaches. Ideal for couples, small families of 4, biz trips, or game-day stays. Modern, comfy & perfectly located for work or play.

4.96 out of 5 average rating, 243 reviews

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun

Entire ground floor De Luxe condo with washer/dryer in the unit located within minutes of Tampa Bay's main attractions like Bush Gardens, Hard Rock Casino, Tampa Aquarium, Top Golf, Ybor City, I Fly, shopping and beaches. Enjoy this lovely ground floor Condo with a relaxing community pool and convenient Keyless entry (owner on site if needed). Only 10 min to Downtown Tampa, convention center. Newly Renovated pool, tennis, volleyball, Pickleball, Disc Golf and 24/7 Gym.

Superhost

Home in Tampa

4.86 out of 5 average rating, 108 reviews

Home Away From Home Minutes From Moffitt and USF

2-bedroom, 2-bath townhome . Located near the University of South Florida and Busch Gardens, this unit comes with a 58" Roku TV in the living room and a 32" Roku TV in the master bedroom. Enjoy Prime Video on us! You'll also have free parking with this unit. Additionally, You'll also have access to the community pool, game room, and gym located in the complex. There is a designated work space in the unit for those who need to get some work done while away from home.

Superhost

4.87 out of 5 average rating, 116 reviews

Mangrove Bay | Waterfront Suite w/ Bay Views

Discover the ideal mix of comfort and convenience at Tampa Bay’s all-waterfront, all-suite resort on Rocky Point Island. Enjoy tropical vibes, stunning bay views, and home-like amenities—perfect for business or a relaxing escape. Located just minutes from Downtown Tampa, St. Pete, Westshore, and Tampa International Airport, with Clearwater Beach only 30 minutes away. This peaceful retreat offers easy access to it all while feeling blissfully removed from the crowds.