Holiday rentals with a hot tub in Hillsborough County

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 244 reviews

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

4.95 out of 5 average rating, 199 reviews

An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.

Guesthouse in Dunedin

Tiki Hut Cottage

This unit private vacation rental is located on the property, plenty of space for 5 quest, 2 bedroom, upper bedroom has a half bath, toilet and sink, lower bedroom has a walk in shower with stack washer and dryer. Conveniently located to the downtown & beach. This unit is pet friendly, we allow 1 dog. Wether your dog is or is not a service dog we have the following guidelines no excessive parking clean up after your pet any physicial damage caused by the pet will be subject to reimbursement

4.99 out of 5 average rating, 116 reviews

Home in Largo

Best Celebration - Heated Pool - Hot Tub - Arcade

🌴𝐇𝐨𝐮𝐬𝐞 𝐨𝐟 𝐏𝐚𝐥𝐦𝐬 – 𝐘𝐨𝐮𝐫 𝐏𝐫𝐢𝐯𝐚𝐭𝐞 𝐅𝐥𝐨𝐫𝐢𝐝𝐚 𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞☀️ Escape to a luxurious tropical retreat near Florida’s best beaches, attractions, shopping, and dining. Perfect for family vacations, trips, or relaxing getaways, offers comfort, style, and the ideal location for an unforgettable stay. 📍Prime Location: ~ 5 mins to shopping & restaurants ~ 15 mins to Gulf beaches ~ 20 mins to Clearwater ~ 25 mins to Downtown St. Pete ~ 30 mins to Tampa International Airport

Townhouse in Tampa Heights

An inviting backyard oasis features a spacious hot tub surrounded by a carpeted grass area. Comfortable outdoor furniture is arranged under a gazebo, complemented by a wooden pergola and tropical landscaping, creating a serene space for relaxation and leisure.

4.95 out of 5 average rating, 276 reviews

46 Jet Hot tub| Downtown Artsy Modern Cozy Home

NO DAMAGE POST MILTON , luxurious downtown townhouse that features nearly 2000 sq. ft. of living space! This townhouse offers 3 bedrooms, 2.5 baths, a & garage w/ EV charger! It is just a short 10-minute walk from all that Tampa Heights has to offer such as Armature Works, Hall On Franklin, Tampa Riverwalk.2 miles from Amalie Arena! Close to I-275 for easy access to Tampa International Airport, Raymond James Stadium, Busch gardens Florida's top-rated beaches & much more! Nos hablamos español.

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

4.94 out of 5 average rating, 131 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

4.97 out of 5 average rating, 168 reviews

A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.

Guesthouse in Tampa

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Private townhouse style unit with its own entrance, parking, patio, and outdoor amenities. Attached to another Airbnb unit but completely separate with its own entrance and outdoor space. Enjoy this modern Tampa getaway with jacuzzi, pergola and putting green. Minutes from Busch Gardens, USF, and Seminole Hard Rock Casino. Features a modern kitchen, Smart TVs, Wi-Fi, and outdoor space. No parties, events, gatherings, or loud music permitted. Please respect quiet hours and neighboring guests.

4.95 out of 5 average rating, 193 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Superhost

4.88 out of 5 average rating, 193 reviews

Charming home near BUCS stadium & Midtown Tampa!

Welcome to your cozy three-bedroom retreat! This home offers a master suite and two front bedrooms with queen beds, a fully equipped kitchen, and a cozy living room with smart TV. The bonus office space adds functionality. The fenced backyard, complete with a jacuzzi and hammock provides a peaceful escape. Located in a safe, quiet neighborhood, it's walking distance to Raymond James Stadium and Midtown Tampa's shopping and dining. Experience comfort and convenience in this inviting home.

Superhost

A spacious salt-water pool is surrounded by lush greenery and a white fence. A hot tub is integrated within the pool area, and two lounge chairs are positioned nearby on a stone deck, creating a serene outdoor retreat.

4.88 out of 5 average rating, 106 reviews

Gorgeous Home w/ Huge Salt-Water POOL & SPA

Gorgeous 5 bedroom, 3.5 bath home with huge salt-water pool and spa. Pool heating is available for an extra change. Please ask for details. Perfect for large groups. 2 bedrooms have en-suite bathrooms, one on 1st floor and one on the 2nd floor. Fantastic location - close to airport, major highways, beaches, Hyde Park for restaurants and bars, 5 min walk to BayShore Blvd. This place has everything you need for a luxury hotel-like stay! Easy access with an electronic lock.

4.93 out of 5 average rating, 163 reviews

Luxury Retreat~Private Hot tub~9 mins to Downtown

3-bedroom, 2-bathroom retreat that seamlessly blends urban convenience with cozy tranquility. Tucked in close proximity to downtown, you'll revel in the ease of accessing the city's dynamic attractions, exquisite dining, and abundant entertainment options. ✔ 3 Cozy Bedrooms ✔ Stand Alone Bathtub ✔ Hot Tub ✔ Airy Open Living Space ✔ Well-Appointed Kitchen ✔ Smart TVs in every Bedroom and the Living Room ✔ High-Speed Wi-Fi ✔ Convenient In-Unit Laundry ✔ Complimentary Parking

A spacious pool area features a well-maintained swimming pool surrounded by a screened enclosure. Two lounge chairs are positioned on the patterned stone deck, providing a relaxing space. Lush greenery, including a potted plant, adds a touch of nature to the inviting setting.

4.82 out of 5 average rating, 174 reviews

Modern Pool Home W/ Hot Tub AND Pool Table!

Looking for a unique Tampa getaway? This newly renovated South Tampa home is the perfect escape. Relax by the private heated pool, enjoy the indoor pool table, or grill outdoors propane is provided for the grill and hot tub use. Layout includes 2 king bedrooms, 1 large bedroom with 2 queen beds, and 3 full baths. Centrally located minutes to waterfront restaurants, 10 minutes to Downtown, and 30–40 minutes to beaches. Parking included. Quiet South Tampa neighborhood.