Holiday rentals with a fireplace in Hillsborough County

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 243 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!!!

4.96 out of 5 average rating, 164 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.

Superhost

A well-lit bedroom features a spacious bed layered with a white comforter. A light-colored dresser is positioned against the wall opposite, along with a flat-screen TV. Natural light filters through a large window, adorned with sheer curtains that gently frame the view outside.

4.95 out of 5 average rating, 378 reviews

Cottage in the heart of Tampa close to everything

Centrally located, safe & desirable neighborhood by Hillsborough River. Corner lot, Free covered parking, easy self checkin, Bohemian style decor & vibe, stocked kitchen, SMART TVs, Laundry Rm, Fireplace. Outside Fire Pit, Picnic Table w/BBQ Grill, Hammock. Close to Lowry Park Zoo, Downtown/Convention Center, Riverwalk, Armature Works, Ybor City, Busch Gardens, Hyde Pk, Midtown, Airport, Beaches & More. Perfect for Vacation, Romantic Getaways, Family Visits, Concerts, Hockey/Football, & Work.

4.98 out of 5 average rating, 99 reviews

A spacious backyard is shown, featuring a vibrant green lawn and shaded areas created by large umbrellas. Comfortable lounge chairs are positioned under the shade, while potted plants add a touch of greenery. A covered seating area can be seen in the background.

Bungalow in Tampa

Welcome to The Plaza Tampa

Minutes to the Riverwalk and Gasparilla & Hockey Stadium Series!! Charming private home near Downtown Tampa! 3BR/2BA with a full kitchen, full-sized washer-dryer, and a dedicated workspace. Relax in the beautiful backyard featuring a stock tank pool—ideal for both entertaining and unwinding. Perfect for anything from girls' trips to business meetings or family vacations, this retreat is close to Raymond James Stadium, Tampa Riverwalk, and Armature Works. Your ultimate Tampa getaway awaits!

A private pool area features a heated pool surrounded by lush greenery and a patio area. Two lounge chairs with patterned cushions are positioned beside the water. A seating area can be seen in the background, along with a tasteful outdoor dining setup.

4.98 out of 5 average rating, 115 reviews

Historic Pool Home (heated pool) in South Tampa.

Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private pool, and walk to Starbucks and other local restaurants. Dogs welcome with pre-approval from your hosts. We would love to welcome you to our clean and cozy home. No cleaning fees! ;-)

A bright living area features a full premium leather sofa with a chaise section. A round coffee table sits in the center, adorned with decorative items. Two framed artworks hang on the walls, and a ceiling fan adds a functional touch.

4.98 out of 5 average rating, 113 reviews

Ybor City King Beds Free Parking 2 mi to Downtown

Entire house in the heart of Tampa's Ybor City District. Perfect for travelers seeking comfort and a touch of local charm. Ybor's Famous 7th Ave Restaurants & Shops are only 1.5 miles away 2 Bedrooms with King Beds +1 Office +1 Bathroom Free Private Parking Concrete Driveway 75" Smart TV Fully Equipped Kitchen Espresso/Americano Coffee/Coffee Maker Kettle/Tea Washer/Dryer/Detergent Iron/Iron Board Body Wash/Shampoo/Conditioner Hair Dryer BBQ Gas Grill /BBQ Utensils Outdoor Table / Umbrella

A serene outdoor space is featured, showcasing a circular arrangement of Adirondack chairs surrounding a fire pit. Soft string lights illuminate the area, with a hammock positioned nearby. The backdrop includes the water, a boat dock, and trees under a colorful sunset sky.

4.92 out of 5 average rating, 223 reviews

Luxurious "Riverfront Oasis" - Waterfront w/pool

Luxurious, riverfront home with a coastal-farmhouse design, creating the ultimate Florida getaway or staycation! Spend your vacation relaxing in our private heated, waterfall pool, around the fire pit, or dining on the lit up boat dock. Beautifully furnished and professionally designed with lots of additional amenities, including bathrobes, aromatherapy diffusers, TWO fully stocked kitchens, bluetooth speaker, fishing poles and more! Plus, spectacular views of the Downtown Tampa Skyline!

A warm and inviting living area features a spacious sofa with contrasting cushions, complemented by a striking piece of wall art. A wooden coffee table sits atop a patterned rug, with natural light streaming through large windows draped in dark curtains.

4.89 out of 5 average rating, 154 reviews

Winter Season Getaway by the Bay, Close 2 Downtown

Steps from Bayshore & SOHO. Experience a blend of historic character and modern comfort. This revitalized bungalow, located in one of South Tampa's most desirable neighborhoods, offers a unique escape. It features a cozy sanctuary perfect for Tampa adventures. The front porch is ideal for morning coffee. The expansive ceilings, a gorgeous chandelier, and natural wood tones create a relaxing atmosphere. Scenic strolls along the waterfront are steps away. Book an unforgettable stay today!

4.94 out of 5 average rating, 163 reviews

Home in Apollo Beach

Waterfront Pool Oasis Kayaks, Games & Beach Vibe

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

4.97 out of 5 average rating, 144 reviews

A comfortable balcony area features two woven chairs surrounding a glass-topped table. Decorative paddles hang on the wall, complementing the calming color palette of the siding. Natural light enhances the relaxing atmosphere of the space, ideal for enjoying a morning coffee or evening conversation.

Townhouse in Ruskin

Ocean Mist Awaits you......Cozy and Elegant

Cozy and elegant townhome has a style all its own. Contemporary living at its best with beautiful modern furniture and appliances that convey warmth and comfort. Two master bedrooms, sunrise views, 4 balconies - two overlooking the canal with boats, porpoises and manatees. A gourmet kitchen. A five minute walk to a small beach, marina, two pools and tennis courts. Two restaurants, with evening live music. Wireless internet, Ethernet, Netflix. No smoking, no pets, no events.

4.98 out of 5 average rating, 224 reviews

A cozy living room features a sectional sofa and two accent chairs with colorful pillows. A round coffee table centers the space, while a large flat-screen television is mounted on the wall. Natural light streams through glass doors leading to the patio.

Condo in Tampa

Location! 1 Block from Bayshore / SOHO / Hyde Park

Enjoy the best of South Tampa in this spacious 2-bedroom, 2-bath ground-floor condo just steps from Bayshore Boulevard. Features include a comfortable living space, large private patio, updated kitchen, and dedicated covered parking. Located three blocks from South Howard Ave with quick access to downtown, Amalie Arena, Ybor City, UT, and the Convention Center. Bay views included. Not available during Children’s or Adult Gasparilla Parade weekends per HOA policy.