
Hotels in Oldsmar
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Top-rated hotels in Oldsmar
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One Bedroom Suite with Kitchen
Our Mid Century Modern One Bedroom Queen Suite includes a bedroom with one Queen Bed and a 50" flatscreen TV with cable, living room with a queen sofabed and a 55" Flatscreen, Free WiFi, dining table with 2 chairs, sitting area, beautiful Terrazzo floors with tiled bathroom and tub/shower, Full kitchen with sink, stove, oven, fridge, microwave, toaster, and Keurig coffee maker. Non-smoking room, sorry no pets. Balcony seating with view of pool, courtyard, shuffleboard, and canal. Sleeps up to 4.

Beso Del Sol Resort Waterfront 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.

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!

Charming King Suite with amazing Backyard
Deluxe King Suite (Available for Long Term)- Full Suite with kitchenette and dining area. The room is equipped with Ultra High-speed Wifi & Roku. Walking distance to Philippe Park, the Safety harbor marina, and downtown. You can enjoy daily long walks to nature, fishing, and kayaking. Philippe Park is an abode of Dolphins, Manatees, Alligators, Eagles, Owls, and ospreys. Park your large-size RV or Boat easily for free. Search Marbay motel safety harbor on the internet for direct booking.

Steps to Clearwater Beach + Pool. Restaurant. Bar.
Stay steps from Clearwater Beach at AC Hotel, where modern design meets coastal vibes. Enjoy the rooftop pool with ocean views, sip cocktails at the bar, and keep your routine strong in the fitness center. Walk to Pier 60 for sunsets, shops, and dining, or relax on white sandy shores just outside your door. With stylish rooms, on-site dining, and easy access to the Gulf Coast’s best attractions, this spot is built for beach days, night strolls, and everything in between.

Las Olas of Treasure Island No. 1
King Suite at Las Olas – Modern Comfort Steps from the Sand Soak up the sun and unwind at Las Olas of Treasure Island, a boutique coastal escape just across the street from the sparkling water of Treasure Island Beach. A gem of 12 clean & comfortable guest rooms designed for beach lovers. This King Suite sleeps 4 with a Queen sofabed, kitchenette and all the essentials to make you feel at home. Modern amenities with beachside charm Las Olas ~ let the waves guide you!

Downtown Tampa Stay + Historic Vibes. Bar. Pool.
Stay where Tampa’s history meets modern flair at Le Méridien Tampa, The Courthouse. Once a century-old courthouse, this unique escape now blends neoclassical style with contemporary touches. Steps from the Riverwalk, museums, and Amalie Arena, you’re perfectly placed to explore downtown. Enjoy creative cocktails at Bizou Brasserie, chill by the palm-lined pool, or unwind in your sleek, art-inspired room. A vibrant stay with a story—right in the heart of it all.

Clearwater Beach Collection King Bed 5th Floor A
Great location!!! On Clearwater Pass, Waterside pool, Pool bar and restaurant. Fitness center, WAVERUNNER rental, Several restaurants nearby! Best sunsets on Clearwater Beach. This is a well appointed king bed room with a partial view of the Gulf of Mexico and our pool area. Features small kitchenette area with a mini fridge and microwave, sink area and some china provided. Dining room table for two. Parking is an additional $25.00 per night plus tax.

Clearwater Gem: 1BR Just a Block from the Beach
Charming 1 Bedroom, 1 Bath just steps from the white sands of Clearwater Beach! Perfect for a romantic getaway, weekend retreat of relaxation, beach walking, shell collecting and the most stunning sunsets in the world! Prime location in the heart of Clearwater beach close to the best restaurants, bars, and shops. Just a few blocks away is a children's playground and pickle ball courts! Everything you need for your next beach escape!

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!

Enchanted Inn Deluxe Suite #8: Waterfront, Pool, F
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

C 2- Bedroom Water View Condo Suite
Our suites have been curated to blend modern elements of coastal Florida style combined with the comforts of home. Each suite includes 2 bedrooms, a fully equipped kitchen, a separate living room and a private oversized balcony offering breathtaking water views.
Popular amenities for Oldsmar hotels
Family-friendly hotels

Oasis Palms - Premier Studio Deluxe King

Historic downtown gem & bar with jazz-lounge vibe

Johns Pass Hotel

Family Vacation, Full Kitchen, Parking, Pool

Hotel on the Marina with free coffee in the lobby

Vacay Deal! Walk to Beach, Dolphin Encounter, Pool

Across the street from the beach (public access!)

Modern Room Near The Grove | Pool, Free Parking
Hotels with a pool

Safety Harbor l King Executive l Refined Stay

Affordable Comfort Close to Adventure Island

Unwind in Style: Pool, Breakfast, Pets Allowed!

Steps to Beach, Htd Pool, King Bed, Kitchen #4

Seaside Beach Resort #257

La Quinta Clearwater | King Room | Free Parking

Pelican Point at famous Clearwater Beach 2

Wyndham Clearwater | King Room | Marina View | Spa
Hotels with a patio

Stunning sunset views

Clearwater Beach Resort|1BR/1BA King Suite

Beachfront 2BR Suite @ Bay & Beach Club

Accessible Hotel Room

Ivory Sands - Standard King

Tampa Bay 1BR Suite w/Pool & Beach Access

The Kyma Suite- Blue Bayou Inn

Clearwater downtown 1 deluxe king
Quick stats about hotels in Oldsmar

Total vacation rentals
Explore 20 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

Verified guest reviews
Over 10 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Oldsmar vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oldsmar rentals
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- Rentals with a patio Oldsmar
- Rentals with pools Oldsmar
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