Hotel holiday rentals in Hillsborough County

Find and book unique hotels on Airbnb

Top-rated hotels in Hillsborough County

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Guest favourite

Hotel room in Dunedin

4.95 out of 5 average rating, 64 reviews

Waterfront spectacular studio condo-hotel

Third-floor studio in the exclusive Beso Del Sol resort with spectacular views of St. Joseph's Sound and the Gulf of Mexico. Within walking distance of picturesque downtown Dunedin, with easy access to Honeymoon and Caladesi islands, and St. Andrews Links Golf Course. Elevator accessible, on-site laundry mat, gym and ample parking. Waterfront pool with heated jacuzzi. Guests can fish off the resort pier and dock their boats at the resort at a nominal fee. There is an on-site restaurant-tiki bar.

Guest favourite

Private room in Ruskin

4.85 out of 5 average rating, 39 reviews

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.

Guest favourite

Hotel room in St. Pete Beach

4.95 out of 5 average rating, 19 reviews

The Villas at St Pete Beach - Unit 108

Second story studio suite nestled on our courtyard with full kitchen, tiled bathroom with walk in shower. Enjoy the famous Florida sunset and peaceful ocean view from your balcony. Sink comfortably into our king sized memory foam mattress—all of the comforts of home. Dine in or grill in the garden courtyard on our outdoor kitchen. TV and wi-fi. Each Villa has 1 parking spot. $100 non refundable charge for pets, max of 1 pet in studios, 2 in 1 bedrooms. *daily turndown service not provided*

Superhost

Hotel room in Treasure Island

4.82 out of 5 average rating, 121 reviews

Steps to Beach, Htd Pool, Kitchenette #9

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!

Guest favourite

Hotel room in St. Petersburg

5 out of 5 average rating, 13 reviews

Boyce Suite

The Boyce Suite is a studio suite in ONE Inn & Suites, with a comfortable king bed, functional kitchenette, TV, and high-speed internet. The luxurious bathroom includes a shower and jetted tub for ultimate relaxation. Located one block from downtown and the iconic waterfront Vinoy Park, the apartment is a serene retreat right in the heart of the city's bustling environment. It promises the perfect blend of downtown convenience and the cozy ambiance of the Old Northeast's charming living.

Guest favourite

Hotel room in Treasure Island

5 out of 5 average rating, 9 reviews

Charming 2 bedroom- View of the Intercostal

Wake up and watch the dolphins at your kitchen table!! You won’t want to leave this charming, one-of-a-kind place. The Roth Hotel is located on the intercostal water ways of Treasure Island/ Sunset beach FL. One of the largest docks on the island for viewing the boats and marine life. If you like to fish the fishing off the dock is excellent! This Beautiful 2 bedroom unit with a renovated kitchen and bathroom is calling your name. A short walk to the beach- aprox 100 yards. WATER VIEW!

Guest favourite

Private room in Ruskin

4.86 out of 5 average rating, 196 reviews

Sunset on the beach

See the sunset from your balcony overlooking Tampa Bay and the St. Petersburg skyline in this cozy room that sleeps 3. Enjoy two heated swimming pools, a hot tub, fitness center and tennis and pickleball courts. There is also a small game room available. There is a small children's playground and outdoor basketball court as well as cornhole and shuffleboard areas. The unit is exactly like a hotel room complete with full size refrigerator, Keurig, microwave and toaster.

Guest favourite

Hotel room in Dunedin

4.85 out of 5 average rating, 182 reviews

Seaside Artisan Apartment 9

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.

Guest favourite

Hotel room in Treasure Island

4.88 out of 5 average rating, 17 reviews

Island Getaway: 2BR Condo, Bay & Pool Views

Discover the allure of our spacious 2B/2B Bay Front Suites, a peaceful sanctuary for six guests. Recently constructed Treasure Island condo-resort presents distinct features, including separate bedrooms for privacy and relaxation, spacious bathrooms for added comfort, and a private balcony with marina and Boca Ciega Bay views. Immerse yourself in the tranquility and beauty of our new accommodations, ensuring an unforgettable retreat on Treasure Island.

Guest favourite

Hotel room in Treasure Island

4.87 out of 5 average rating, 134 reviews

The Beach House Suite w/ Sofabed - Treasure Island

The Beach House is a newly renovated motel located in Treasure Island, FL. With easy access from Tampa Bay, St. Pete, Clearwater and many attractions, this boutique motel is sure to impress for the price point! Located steps away from beautiful Treasure Island Beach, guests will enjoy the convenience of their suite and proximity to the beach. With upgrade amenities including granite countertops, Keurig coffee makers, sound machines and more....

Guest favourite

Private room in Tampa

4.86 out of 5 average rating, 97 reviews

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

Guest favourite

Hotel room in Tarpon Springs

4.91 out of 5 average rating, 34 reviews

The Blue Bayou Is Waiting For You! (Room 6)

This inn is located in a newly renovated gorgeous Craftsman home 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. This listing is for Bedroom 6, with a secure lock with a code that is unique to each guest, that includes its own private full bath.