
Hotels in Oldsmar
Find and book unique hotels on Airbnb
Top-rated hotels in Oldsmar
Guests agree: these hotels are highly rated for location, cleanliness and more.

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, King Bed, Kitchen #4
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.

Florida’s Laid-Back Charm | Free Airport Shuttle
Tampa’s own Hotel Alba greets travelers with abundant warmth and welcome. Lush greenery, warm earth tones and moments of inspired artistic spontaneity envelop the senses. The Hotel Alba offers endless opportunities to unwind and experience Florida’s laid-back charm. Featuring local Tampa art and a vibrant, inviting aesthetic —you’ll feel as if you were whisked away to an entirely new world. Alba’s iconic lobby doors open to reveal an oasis of unexpected and delightful repose.

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!

Bayshore Room
The Bayshore Room on the third floor of ONE Inn embodies a distinct character with its plush queen bed and claw foot tub. This room offers a cozy escape with all the comforts of a quaint inn experience, paired with the vibrance of downtown and the calm of Vinoy Park. Guests enjoy the proximity to local sights from a tranquil, elevated retreat, ensuring a memorable stay. It's an ideal choice for those who desire a blend of urban adventure and homestyle sophistication.

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.

Pirate Quarters, 1 Bedroom Suite
Our newly remodeled Mid Century Modern Pirates Quarters is the Sea Jay Motel's finest suite. Bedroom includes a queen bed and 50" flatscreen/cable, living room is overlooking the canal and features a sofabed and 55" flatscreen/cable, dining room with seating for 4, full kitchen with a dishwasher, and pirate decor throughout. Suite features beautiful Terrazzo floors with tiled bathroom and tub/shower. Patio seating overlooking the canal and marina.

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!

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

F-2 Bedroom Suite Ocean View
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

Historic downtown gem & bar with jazz-lounge vibe

Oasis Palms - Premier King Studio

Modern Room Near The Grove | Pool, Free Parking

Across the street from the beach (public access!)

Near Clearwater Airport | Pool & Free Parking

One Bedroom Apartment

Gateway to Comfort and Convenience in Tampa-Bandon

Delightful 1- bedroom suite, View of the Water
Hotels with a pool

LaQuinta Tampa Central | 1Q Bed| Near Attractions

Affordable Comfort Close to Adventure Island

Unwind in Style: Pool, Breakfast, Pets Allowed!

Clearwater Beach Collection / King Bed 3rd Floor

Near Clearwater Beach | Free Parking + Heated Pool

Pelican Point at famous Clearwater Beach 2

Crystal Bay Hotel - B&B King

Scenic spot along the Riverwalk
Hotels with a patio

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

Stunning sunset views

Clearwater Beach Resort|1BR/1BA King Suite

Accessible Hotel Room

Standard Room, Second Floor

Ivory Sands - Standard King

Bright 2BR Beach Retreat • 1 Block to Beach

Owner Suite at the Blue Bayou Inn
Quick stats about hotels in Oldsmar

Total holiday rentals
Explore 20 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at $200 NZD per night before taxes and fees

Verified guest reviews
Over 10 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Oldsmar holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Oldsmar rentals
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Rentals with a fire pit Oldsmar
- House rentals Oldsmar
- Fitness-friendly rentals Oldsmar
- Waterfront rentals Oldsmar
- Rentals with a patio Oldsmar
- Rentals with a washing machine and dryer Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with a hot tub Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with beach access Oldsmar
- Rentals with pools Oldsmar
- Rentals with outdoor seating Oldsmar
- Family-friendly rentals Oldsmar
- Hotel rooms Pinellas County
- Hotel rooms Florida
- Hotel rooms United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Dunedin Beach
- Coquina Beach
- Vinoy Park
- Amalie Arena
- Cortez Beach
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- Splash Harbour Water Park
- Busch Gardens
- North Beach At Fort DeSoto Park
- The Don CeSar
- Lakewood National Golf Club
- Fred Howard Park




