Hotels in Oldsmar

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Top-rated hotels in Oldsmar

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Top guest favourite
A serene view of a wooden pier extends into calm waters, reflecting vibrant hues of red, orange, and purple across the sky at sunset. The tranquil water surface mirrors the colors, creating a peaceful atmosphere as the day transitions to evening.
Hotel room in Dunedin
4.95 out of 5 average rating, 86 reviews

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.

Guest favourite
Hotel room in Treasure Island
5 out of 5 average rating, 19 reviews

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!

Guest favourite
Hotel room in Treasure Island
4.83 out of 5 average rating, 206 reviews

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!

Superhost
The sleeping area features a dark upholstered headboard with two soft blue pillows resting on a neatly made bed. Two white bedside tables with lamps flank the bed, and round mirrors hang above, contributing to the room's modern design.
Hotel room in Safety Harbor
5 out of 5 average rating, 4 reviews

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.

Superhost
Hotel room in Tampa Downtown
4.86 out of 5 average rating, 21 reviews

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.

Superhost
A spacious king studio is depicted, featuring a large bed with a textured white duvet. A comfortable couch and two small tables are visible in the seating area. A desk and chair are positioned beside a window with wooden blinds, complemented by two dark curtains.
Hotel room in Downtown St. Petersburg
5 out of 5 average rating, 3 reviews

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.

Superhost
A comfortable living area is shown, featuring a gray sectional sofa and two accent chairs with natural wood finishes. A light-toned coffee table is placed in front of the sofa. A television is mounted on a wall opposite a window that provides views of palm trees, inviting natural light.
Hotel room in Treasure Island
5 out of 5 average rating, 5 reviews

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.

Superhost
Hotel room in Redington Shores
4.93 out of 5 average rating, 14 reviews

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.

Top guest favourite
Hotel room in Clearwater Beach
5 out of 5 average rating, 14 reviews

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!

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Hotel room in Tampa
4.85 out of 5 average rating, 72 reviews

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.

Guest favourite
Hotel room in Gulfport
5 out of 5 average rating, 5 reviews

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.

Guest favourite
A covered balcony offers views of the Intra-Coastal Waterway, featuring a small round table and two chairs. The scene includes boats docked nearby, with a spacious sky and calm water in the background.
Hotel room in Clearwater Beach
4.9 out of 5 average rating, 50 reviews

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

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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