
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, Full Kitchen #2
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.

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.

NoCleaningFee:The1888Hotel King+Kitchen Studio#305
The 1888 Hotel welcomes you to St. Petersburg Florida! Here you’ll find a contributing structure of the Downtown Historic District; restored to meet all of your 21st Century needs. This unit is a third floor King studio. It’s in downtown but on the border of downtown and the historic old northeast neighborhood, providing close walking access to the hustle and bustle of downtown but provides a nice tranquil hotel stay environment away from Central Avenue.

Delightful 1- bedroom suite, View of the Water
Wake up and watch the dolphins at your kitchen table!! You won’t want to leave this charming, one-of-a-kind place. The Delacado 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 studio apartment with an efficiency is calling your name. A short walk to the beach- aprox 150 yards.

Studio efficiency #9 - minute from the beach
FULLY REMODELED! Are you looking for a cozy accommodation for a great price? You’re in the right place! Carousel Suites is located in the beautiful and quiet town of Redington Shores on the Gulf of Mexico in sunny Florida just 35 minutes from Tampa International airport. This beautifully fully remodeled suite is an efficiency with fully equipped kitchenette, queen size bed and bathroom. Gas barbecue grill is available in the courtyard.

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!

Near TPA Airport | Free Breakfast. Airport Shuttle
Stay minutes from Tampa International Airport with a free 24-hour shuttle at Hampton Inn & Suites Tampa Airport Avion Park Westshore. This Westshore stay is perfect for quick trips or longer visits. Start each day with a free hot breakfast, stay connected with Wi-Fi, and unwind in the outdoor pool or fitness center. Raymond James Stadium, downtown Tampa, and top shopping at International Plaza are all within a short drive.

Trendy Queen Room at Cocktail-Themed Hotel
A vibrant queen-bed retreat in our fully renovated 1905 boutique hotel. The Standard Queen includes the Mai Tai and Manhattan rooms (180–200 sq ft), blending playful cocktail-inspired décor with modern finishes, premium linens, and Smart TV. 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
Popular amenities for Oldsmar hotels
Family-friendly hotels

Prime Location! Pool, Walk to the Beach

King room on Johns Pass

#257 Seaside Beach Resort 2 Full Beds

Pelican Point at famous Clearwater Beach 2

Hotel on the Marina with free coffee in the lobby

Walk to St. Pete Beach + Rooftop Lounge & Pool

One Bedroom Apartment

1 Bedroom King Suite in Paradise
Hotels with a pool

Steps to Beach, Htd Pool, Full Kitchen #3

Steps to Beach, Htd Pool, Full Kitchen #6

Unwind in Style: Pool, Breakfast, Pets Allowed!

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

Quick Drive to Beach | Pool. Bar + Free Parking

Vacay Deal! Walk to Beach, Dolphin Encounter, Pool

Across the street from the beach (public access!)

Steps to Beach, Htd pool, 2/1 Apart #11
Hotels with a patio

Stunning sunset views

Brand New! Hotel on the Marina

Accessible Hotel Room

Standard Room, Second Floor

Brand New 2 Bedroom/2Bathroom Condo Sleeps 6

The Kyma Suite- Blue Bayou Inn

Clearwater downtown 1 deluxe king

4 BR Presidential at Clearwater
Quick stats about hotels in Oldsmar

Total vacation rentals
Explore 20 vacation rentals in Oldsmar

Nightly prices starting at
Oldsmar vacation rentals start at $166 CAD 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 and 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

Wifi availability
20 of Oldsmar vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oldsmar rentals
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- Waterfront rentals Oldsmar
- Rentals with a patio Oldsmar
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- House rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with a washer and dryer Oldsmar
- Rentals with beach access Oldsmar
- Rentals with pools Oldsmar
- Fitness-friendly rentals Oldsmar
- Rentals with outdoor seating Oldsmar
- Rentals with a hot tub Oldsmar
- Family-friendly rentals Oldsmar
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- Hotel rooms Pinellas County
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Bean Point Beach
- Cortez Beach
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Hard Rock Casino
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Busch Gardens
- Adventure Island
- The Don CeSar
- Lakewood National Golf Club




