Hotel vacation 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 favorite

Resort in Ruskin

4.82 out of 5 average rating, 34 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.

Sep 13 – 20

G$27,288 GYD per night

Guest favorite

Hotel in Dunedin

4.94 out of 5 average rating, 53 reviews

Charming condo-hotel studio

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.

Jul 9 – 16

G$46,266 GYD per night

Guest favorite

Hotel in Treasure Island

4.83 out of 5 average rating, 115 reviews

Steps to Beach, Htd Pool, King Bed, Kitchen #5

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!

Aug 13 – 20

G$24,760 GYD per night

Guest favorite

Boutique hotel in Treasure Island

4.88 out of 5 average rating, 105 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....Must be atleast 21 years of age

Jul 14 – 21

G$31,810 GYD per night

Guest favorite

Boutique hotel in St Pete Beach

4.92 out of 5 average rating, 72 reviews

GulfSide Resort on St Pete Beach. Unit 6

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!

Sep 23 – 30

G$40,949 GYD per night

Guest favorite

Resort in Ruskin

4.85 out of 5 average rating, 189 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.

Aug 18 – 25

G$18,245 GYD per night

Guest favorite

Hotel room in Dunedin

4.83 out of 5 average rating, 155 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.

Nov 2 – 9

G$13,084 GYD per night

Guest favorite

Room in Tampa

4.84 out of 5 average rating, 83 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

Sep 29 – Oct 6

G$12,088 GYD per night

Guest favorite

Hotel in Palm Harbor

5.0 out of 5 average rating, 26 reviews

3Gulls Inn5-BtqHtl-SwimSpa-Pets-KingStudio/FullKit

This boutique hotel is in downtown Ozona just steps away from Molly Goodhead, Ozona Pig, and the Ozona Brewing Company. This unit is a large, spacious studio with a king sized bed, full kitchen and small bath. Outside on our patio you can enjoy the hot tub, grilling and dining, or just a nap in the Florida sunshine. Dogs are welcome! Come stay in this light, airy, beach styled Inn in the quirky, coastal village of Ozona!

Jul 14 – 21

G$33,523 GYD per night

Guest favorite

Resort in Treasure Island

4.95 out of 5 average rating, 38 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.

Dec 18 – 25

G$38,168 GYD per night

Guest favorite

Casa particular in Tampa

4.78 out of 5 average rating, 49 reviews

Villa de Rosa w/ private entrance Guest House

Beautiful and comfortable apartment, with private entrance, in safe neighborhood, for 1 to 3 guests. 1 BR with Queen size bed and a twin size Bed Sofa in the living room, full bathroom and kitchenette. Also there is a System of Purified Water and you don’t need to buy any water. 10 minutes away from USF and 15 mins away from Busch Gardens. No smoking and vaping allowed. No pets.

Feb 2 – 9

G$24,357 GYD per night

Guest favorite

Hotel in Treasure Island

5.0 out of 5 average rating, 5 reviews

106 Sunrise Motel-Pool-Walk 2 Beach-Restaurants

- Heated Pool - 2 minute walk to Beach Access - Please click "Show More" to read full description to see just how great and walkable this location is - Walking distance to many different restaurants & activities - Walk to Beach Rentals (jet ski, beach chairs & umbrellas, boat rides)

Jan 25 – Feb 1

G$36,012 GYD per night