
Hotels in Oldsmar
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Top-rated hotels in Oldsmar
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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.

Las Olas of Treasure Island No. 10
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 King Suite within a gem of 11 clean & comfortable guest rooms designed for beach lovers. The Suite sleeps 4 with King bed, 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!

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.

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!

Courtyard Poolside Suite, Beach Adjacent
You won’t want to leave this charming, one-of-a-kind place. The Roth Hotel is located on the intercostal water ways of Treasure Island/ Sunset beach FL. One of the largest docks on the island for viewing the boats and marine life. If you like to fish the fishing off the dock is excellent! This Beautiful one bedroom with 2 beds with a renovated kitchen is calling your name. A short walk to the beach- aprox 100 yards.

Near TPA Airport | Kitchen. Renovated. Breakfast.
Touch down in Tampa and step into suite-style living just minutes from the terminal. At Residence Inn Westshore, you’re perfectly placed—walk to WestShore Plaza and catch a game at Raymond James. Start your mornings with hot breakfast, unwind by the palm-lined pool, and cook up something local in your in-room kitchen. Here, business trips feel like getaways—and every stay feels a little more like home.

Designer King Suites at Cocktail-Themed Hotel
Spacious, stylish, and full of character — the Deluxe King Suite (269–390 sq ft) features cocktail-themed rooms like Negroni, Mule, Mojito, Margarita, Paloma, and Old Fashioned. Each suite includes a king bed, Smart TV, A/C, mini-fridge, and playful décor. Just steps from Gulfport’s waterfront and a short drive to the area’s best beaches.

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

I-2 Bedroom Suite w/ 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

Prime Location! Pool, Walk to the Beach

Clearwater Beach Collection / King Bed 3rd Floor

Oceanview Apt @ Luxury Resort! ~ 833 Aqualea

Across the street from the beach (public access!)

Modern Room Near The Grove | Pool, Free Parking

One Bedroom Apartment

Hotel Queen Room

Beach Boutique Mini-Cottage + Pool: Steps to Sand!
Hotels with a pool

Safety Harbor l King Executive l Refined Stay

Steps to Beach, Htd Pool, Full Kitchen #6

Unwind in Style: Pool, Breakfast, Pets Allowed!

La Quinta Clearwater | King Room | Free Parking

#257 Seaside Beach Resort 2 Full Beds

Pelican Point at famous Clearwater Beach 2

Vacay Deal! Walk to Beach, Dolphin Encounter, Pool

Steps to Beach, Htd Pool, Full Kitchen #2
Hotels with a patio

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

Bayside Inn & Marina King Accessible Room kitchen

Stunning sunset views

Accessible Hotel Room

Standard Room, Second Floor

The Kyma Suite- Blue Bayou Inn

Clearwater downtown 1 deluxe king

4 BR Presidential at Clearwater
Quick stats about hotels in Oldsmar

Total holiday rentals
Explore 20 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at £90 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
20 of Oldsmar holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oldsmar rentals
Destinations to explore
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- Rentals with a washing machine and dryer Oldsmar
- Rentals with a firepit Oldsmar
- Rentals with a patio Oldsmar
- Family-friendly rentals Oldsmar
- Rentals with pools Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with a hot tub Oldsmar
- Rentals with beach access Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with outdoor seating Oldsmar
- Waterfront rentals Oldsmar
- House rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Hotel rooms Pinellas County
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