Hotel vacation rentals in Clearwater Beach Island

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Top-rated hotel rentals in Clearwater Beach Island

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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.

Nov 15 – 22

G$56,837 GYD per night

Guest favorite

Resort in Dunedin

4.95 out of 5 average rating, 41 reviews

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

Stay in the heart of it all at this one-of-a-kind, unique double unit condo boasting a view, with 2 balconies, 2 bathrooms and a private bedroom suite. This upscale, tropical oasis is located right off the Gulf of Mexico’s St. Joseph Sound! ENJOY Beso Del Sol Resort’s Waterfront Pool Deck & Marker 8 Tiki Bar, Spectacular Sunsets, Docks, Complimentary Fishing Poles & Bikes. Boat Slips are also available. A Beautiful Venue, perfect for any occasion, is conveniently located on property for rent.

Sep 17 – 24

G$56,557 GYD per night

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 20 – 27

G$27,278 GYD per night

Superhost

Hotel in Treasure Island

4.85 out of 5 average rating, 104 reviews

Steps to Beach, Htd Pool, Full Kitchen #7

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!

Sep 16 – 23

G$25,807 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

Dec 5 – 12

G$26,527 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.

Jun 19 – 26

G$18,239 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!

Jan 3 – 10

G$43,043 GYD per night

Guest favorite

Hotel room in Clearwater Beach

4.78 out of 5 average rating, 469 reviews

Bay Loft Apartment 2

Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. Our Airbnbs are all unique. Some include neon signs, some the original colorful subway tiles, and others terrazzo floors. You will be staying at the exact Airbnb as pictured on the listing. We seek to keep the properties original and authentic by implementing repairs instead of replacements.

Oct 9 – 16

G$17,369 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$38,125 GYD per night

Guest favorite

Boutique hotel in Clearwater Beach

4.89 out of 5 average rating, 318 reviews

Ste 1- 1Bedroom/1 Bath Beach Getaway Porpoise Inn

The Porpoise Inn & Suites is situated on World Famous Clearwater Beach! This quaint Florida Charming Boutique Motel offers a perfect beach vacation for your family. Located 2 blocks from the sands of the beach. The Suites are newly renovated with the classy touch of the coastal living style you can enjoy home away from home! (4 Guest Max./Strictly Enforced& No Pets Strictly Enforced!)

Jun 6 – 13

G$32,607 GYD per night

Guest favorite

Hotel in Clearwater

4.86 out of 5 average rating, 14 reviews

Enchanted Inn Deluxe Suite #8 w/ View of the Intra

This rental property is located on North Clearwater Beach on the Intra-Coastal Waterway. Located within a quick 5 minute walk to the beach & local restaurants! All rooms come with a full kitchen, a king-size bed, and loaded with all the amenities; POOL / Boat Dock / Tiki Bar

Dec 22 – 29

G$91,106 GYD per night

Guest favorite

Aparthotel in Ruskin

5.0 out of 5 average rating, 23 reviews

#205 is the place to stay. Welcome!

Close your eyes and imagine watching the sunrise from the balcony of your own private Condo. You are sipping hot coffee as seagulls call out to the rising sun. That's precisely how you will want to begin every day while staying in unit 205.

Nov 9 – 16

G$26,393 GYD per night