
Hotel holiday rentals in Hillsborough County
Find and book unique hotels on Airbnb
Top-rated hotels in Hillsborough County
Guests agree: These hotels are highly rated for location, cleanliness and more.

Little Harbor Hideaway
Welcome to Little Harbor Hideaway! Enjoy the Beach, 2 pools,Hot Tub & Kayaking on Cabbage Creek. We also have 2 restaurants on property. * New PickleBall courts & CornHole boards Our Unit has a very nice king bed as well as a sectional couch with pull out full bed. This unit has a full refrigerator and also has a built in flat top electric stove. 50in Sony Smart TV for Netflix etc +cable New A/C in late 2023 This is a 2nd FL unit w/ large Balcony new Washer & Dryer in common area near steps.

The Blue Bayou is Waiting for you! Room #4
Room four has a queen-sized bed, a private bathroom and shower within the room, streaming TV and access to the shared living space including the chefs kitchen, living room, dining room and tv/sunroom. A desk for in room also! This gorgeous Craftsman inn is located in downtown Tarpon Springs. Located just a 7-Minute Walk from Downtown Shops and Restaurants. Close to the Sponge Docks, Fred Howard Park, Sunset Beach, this charming place to stay provides easy access to popular shops and restaurants

Steps to Beach, Htd Pool, Full Kitchen #3
How far is the beach? Just steps away! Open the door to your perfect getaway at Boutique Beach Retreat. We are located across the street from the beautiful Treasure Island Beach and a short distance from John's Pass, where you can enjoy the pristine white sand, ocean breezes and all the adventures and activities you desire. Our guests love the warm, inviting classic Florida charm of our Boutique-Style Hotel. Come stay with us at Boutique Beach Retreat for your unforgettable beach vacation!

Beach Vibes
Keep it simple at this peaceful and centrally-located place. We have all the basic amenities, sleeps up to 4-5 people. Free Parking on site. Washer and dryer. Essential oil diffuser High pressure shower head Massage chair Office desk 55” tv Backyard is off limits, can be negotiated potentially. 10min from grocery stores Less than 10min to emergency room/hospital 15min to downtown St. Pete And 20min from St. Pete beach 25min to downtown Tampa 12min from the airport.

Boutique Stay on Clw Beach 1BR Suite w/full Kit
🐬 The Porpoise Inn & Suites is a charming boutique motel located right on world-famous Clearwater Beach. Just steps from the sand, shops, restaurants, attractions, and even a recreation pool, it’s the perfect spot for your next Florida getaway. Newly renovated suites feature the stylish touches of coastal living you’ll love, creating a cozy and welcoming space couples, Come for the location, stay for the charm 🏖️✨ (4 Max. Guest/Strictly Enforced & No Pets Strictly Enforced!)

8 GulfSide Resort on St Pete Beach. Unit 8
GulfSide Resort is family owned. We have 10 beautiful vacation suites that sit just a block and half from the sands of St Pete Beach. Easy walking distance to numerous beach bars, restaurants, and shopping. Our property is comfortable and relaxing. Each unit faces the pool. Parking is safe and close to your front door. We have a beautiful pool to use along with a shuffleboard court, putting green, BBQ grills and beach chairs when you're ready. It's a Beautiful property!

Seaside Artisan *Dog Friendly* 5
This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s. There is no lobby for the guests, however we do list for rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.

NoCleaningFee: The1888Hotel 2Bed King/Kitchen #302
The 1888 Hotel welcomes you to St. Petersburg Florida! Here you’ll find a contributing structure of the Downtown Historic District; restored to meet all of your 21st Century needs. This unit is a third floor King 2Bed/1Ba. It’s in downtown but on the border of downtown and the historic old northeast neighborhood, providing close walking access to the hustle and bustle of downtown but provides a nice tranquil hotel stay environment away from Central Avenue.

Olivia's Place
Cozy and comfortable studio apartment with private entrance and parking. Quiet neighborhood. 4 minutes short drive to Tampa international airport. 10 minutes to Historic Ybor City and Riverwalk Downtown Tampa. 7 minutes to cypress Beach and 25 minutes to Clearwater Beach. 10 minutes to the atractive Ben T Davis Beach the courtney Campbell Trail a four mile biking and pedestrian bridge. 20 minutes to Bush Garden 10 minutes to lowry park Zoo

Treasure Island Beachfront Resort with pool
Amazing beach views from your vacation condo unit and from your private balcony. Newly refreshed privately owned condo at the Island Inn Beach Resort in Treasure Island Florida. Treasure Island is next to St. Pete Beach, south of John's Pass, Madeira Beach, Indian Rocks and Clearwater beaches. Pool bar, heated pool on beach, kitchen with two burner hot plate, pots, pans, coffee maker, microwave and more.

Near TPA Airport | Kitchen. Renovated. Breakfast.
Touch down in Tampa and step into suite-style living just minutes from the terminal. At Residence Inn Westshore, you’re perfectly placed—walk to WestShore Plaza and catch a game at Raymond James. Start your mornings with hot breakfast, unwind by the palm-lined pool, and cook up something local in your in-room kitchen. Here, business trips feel like getaways—and every stay feels a little more like home.

Purple Rain Hotel Room Tampa Pool Hot Tub
The Purple Rain room in a 3 room boutique hotel wing featuring contactless self check-in with smart locks. Each room has it’s own private bathroom and shower, AC/heater, and fridge/freezer Complimentary coffee is available in the lobby and there is also a microwave, iron, and hair dryer for guest use 20-30 mins to downtown and Tampa Intl Airport 15 mins to Busch Gardens 5 mins to USF/Moffit
Popular amenities for Hillsborough County hotels
Family-Friendly hotels

Studio Apartment

Charming, private room with own bathroom.

Fully Renovated 1 Bedroom Pool Side Suite

little harbor #305

Premier King Room 106

Enjoy the Perks! Free Breakfast, Outdoor Pool!

Family Vacation, Full Kitchen, Parking, Pool

Oasis Palms - Premier King Studio
Hotels with a pool

Meranova Guest inn, Caladesi Apartment

Devon Shores - Standard King

Prime Location! Pool, Walk to the Beach

Beach Getaway | Modern Hotel with Rooftop Pool

Oceanview Apt @ Luxury Resort! ~ 833 Aqualea

Live Local Beach Life Relax Unwind Treasure Island

Hotel on the Marina with free coffee in the lobby

La Tortuga Historic Pass A Grille St Pete Beach 1
Hotels with a patio

C 2- Bedroom Water View Condo Suite

Charming 2 bedroom- View of the Intercostal

2-Bedroom Elite King

Beso Resort Waterfront Coastal Charm

Best of Beso Suite Water View ADA 2Balcony/1BR/2BA

Beso Del Sol Resort Waterfront condo-hotel studio

Lovely and modern one bedroom studio

Brand New! Best Marina Views!
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- Anna Maria Island
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