Hotel holiday rentals in Hillsborough County

Find and book unique hotel rentals on Airbnb

Top-rated hotel rentals in Hillsborough County

Guests agree: these hotel rentals are highly rated for location, cleanliness and more.

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Guest favourite

Hotel room in Dunedin

4.95 out of 5 average rating, 80 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.

Top guest favourite

Resort in Ruskin

4.89 out of 5 average rating, 63 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 Tarpon Springs

4.98 out of 5 average rating, 41 reviews

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

Superhost

Hotel room in Treasure Island

4.82 out of 5 average rating, 158 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. Pete Beach

4.98 out of 5 average rating, 92 reviews

GulfSide Resort on St Pete Beach. Unit 5

Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are steps away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! Studio 5 sleeps 3.

Guest favourite

Hotel room in Clearwater Beach

4.88 out of 5 average rating, 415 reviews

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!)

Top guest favourite

Hotel room in Clearwater

4.99 out of 5 average rating, 73 reviews

Ivory Sands Beach Suites - Standard King

A blend of comfort and modern elegance. This boutique retreat features a king-size bed adorned with plush linens, ensuring a restful night's sleep. The room boasts a chic seating arrangement, perfect for lounging and relaxation. The well-appointed wet bar with premium amenities and a wine fridge provides convenience, inviting you to toast to special moments. The vanity area, adorned with luxury finishes, offers a space to prepare for your day or unwind in the evening.

Guest favourite

Hotel room in St. Petersburg

5 out of 5 average rating, 8 reviews

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.

Superhost

Hotel room in Dunedin

4.81 out of 5 average rating, 246 reviews

Seaside Artisan Apartment 6

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

Private room in Tampa

4.9 out of 5 average rating, 144 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

Resort in Treasure Island

4.96 out of 5 average rating, 67 reviews

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.

Top guest favourite

Hotel room in Lutz

5 out of 5 average rating, 58 reviews

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