Hotels in Oldsmar

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Top-rated hotels in Oldsmar

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Top guest favorite
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, 81 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.

Top guest favorite
A vibrant sunset fills the sky with hues of orange, pink, and blue, reflecting on the water's surface. Silhouettes of wooden piers extend into the water, and tables with umbrellas are positioned in the foreground, creating a serene scenic view.
Resort in Dunedin
4.94 out of 5 average rating, 64 reviews

Best of Beso Suite Water View ADA 2Balcony/1BR/2BA

Stay in the heart of it all at this one-of-a-kind, unique double unit condo, which boasts views from 2 balconies, has 2 full bathrooms & a private bedroom suite. This upscale, tropical oasis is located right off the Gulf of Mexico’s St. Joseph Sound! RELAX & ENJOY the jacuzzi, dolphin watching & barbecuing, from Beso Del Sol Resort’s Waterfront Guest Pool Deck. Bask in the splendor of Delightful Dunedin’s Premier Resort’s Spectacular Sunset with a complimentary shot from Marker 8 Tiki Bar!

Superhost
Hotel room in Treasure Island
5 out of 5 average rating, 3 reviews

Las Olas of Treasure Island No. 9

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! King Suite – 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. Sleeps 4 with King bed, Queen sofabed, kitchenette and all the essentials to make you feel at home.

Superhost
The exterior of the home is showcased, featuring a modern design with a light-colored facade and black front door. A set of steps leads to the entrance. Lush green grass surrounds the property, with neatly arranged flower beds enhancing the curb appeal.
Casa particular in Zephyrhills
5 out of 5 average rating, 5 reviews

Bibi’s Hide-away

Welcome to Bibi’s Hideaway! Escape to a cozy retreat in a peaceful neighborhood, perfect for guests of all ages. Just 14 minutes from Tampa Premium Outlet, 8 minutes from Epperson Lagoon, 7 minutes from The Krates, and 26 minutes from Busch Gardens. Enjoy privacy, comfort, and tranquility. Ideal for family getaways or solo retreats, with easy access to beaches, dining, and top attractions. Whether you’re here to relax or work, Bibi’s Hideaway offers a peaceful environment to unwind.

Guest favorite
A welcoming living space is highlighted by a blend of light and muted tones on the wooden accent wall. A spacious sofa and a white coffee table are arranged in the room, accompanied by a television mounted on the wall. A fully equipped kitchen is visible in the background.
Hotel room in Clearwater Beach
4.88 out of 5 average rating, 424 reviews

Boutique Stay on Clw Beach 1BR Suite w/full Kit

🐬 The Porpoise Inn & Suites is a charming boutique motel located right on world-famous Clearwater Beach. Just steps from the sand, shops, restaurants, attractions, and even a recreation pool, it’s the perfect spot for your next Florida getaway. Newly renovated suites feature the stylish touches of coastal living you’ll love, creating a cozy and welcoming space couples, Come for the location, stay for the charm 🏖️✨ (4 Max. Guest/Strictly Enforced & No Pets Strictly Enforced!)

Superhost
This private room features a full-size bed with a decorative turquoise headboard and a bright, airy color scheme. A desk, coffee machine, and mini fridge are positioned for convenience. Wall art adds a pop of color to the space, and a ceiling fan provides comfort.
Hotel room in Safety Harbor
4.86 out of 5 average rating, 14 reviews

Charming 1-bedroom at the Boutique hotel

Whether you are traveling for work or a leisure, this newly renovated one-of-a-kind room is a place to stay! Conveniently located in the heart of Tampa Bay, you are just a short drive from Tampa and Clearwater Beach at the same time, and just a short walk to the Philippe Park. Room is well-maintained and crispy clean. Smart locks add 24/7 check-in convenience. Please note, that the private room doesn't have window. It has a private access and is attached to the office

Top guest favorite
A light, modern bedroom features a king-size bed with neatly arranged linens. Two bedside lamps illuminate the space, complemented by a wooden nightstand. A sliding door leads to a vanity area, while a large mirror reflects the room's openness.
Hotel room in Clearwater Beach
4.99 out of 5 average rating, 89 reviews

Ivory Sands Beach Suites - Standard King

A blend of comfort and modern elegance. This boutique retreat features a king-size bed adorned with plush linens, ensuring a restful night's sleep. The room boasts a chic seating arrangement, perfect for lounging and relaxation. The well-appointed wet bar with premium amenities and a wine fridge provides convenience, inviting you to toast to special moments. The vanity area, adorned with luxury finishes, offers a space to prepare for your day or unwind in the evening.

Guest favorite
A spacious bathroom features a luxurious jet bathtub, equipped with faucets and neatly folded towels resting on the edge. The walls are adorned with large, neutral tiles while elegant fixtures are mounted above for convenience. A shelf on the right holds guest necessities.
Hotel room in Tarpon Springs
4.92 out of 5 average rating, 39 reviews

The Blue Bayou is Waiting for you! Rm # 2

This gorgeous Craftsman inn is located in downtown Tarpon Springs. Located just a 7-Minute Walk from Downtown Shops and Restaurants. Close to the Sponge Docks, Fred Howard Park, Sunset Beach, this charming place to stay provides easy access to popular shops and restaurants. This listing is for Bedroom 2, with a secure lock with a code that is unique to each guest, that includes its own private bath. The bath is a luxurious bathtub with jet streams and a shower.

Guest favorite
The common area includes a stylish sofa in warm tones, a circular coffee table at its center, and a patterned rug beneath. A kitchenette with modern appliances features a refrigerator, microwave, and counter space. Natural light filters through the windows with blue drapes.
Hotel room in Downtown St. Petersburg
5 out of 5 average rating, 8 reviews

NoCleaningFee: The1888Hotel 2Bed King/Kitchen #302

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 2Bed/1Ba. 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.

Top guest favorite
Private room in Tampa
4.9 out of 5 average rating, 152 reviews

Olivia's Place

Cozy and comfortable studio apartment with private entrance and parking. Quiet neighborhood. 4 minutes short drive to Tampa international airport. 10 minutes to Historic Ybor City and Riverwalk Downtown Tampa. 7 minutes to cypress Beach and 25 minutes to Clearwater Beach. 10 minutes to the atractive Ben T Davis Beach the courtney Campbell Trail a four mile biking and pedestrian bridge. 20 minutes to Bush Garden 10 minutes to lowry park Zoo

A well-lit studio room features a spacious bed with neutral bedding, framed by large windows. A comfortable gray sofa sits in front of the bed, complemented by a small round dining table and chairs. Decorative wall art and a potted plant add a touch of greenery.
Hotel room in Dunedin
4.76 out of 5 average rating, 234 reviews

Seaside Artisan Apartment 3

This Airbnb offers a unique experience to stay at a mom and pop style retro motel. There is no lobby for the guests, however we do list for rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.

Guest favorite
The Purple Rain room features a spacious bed adorned with a purple blanket, complemented by soft purple rugs. Framed guitar art decorates the walls, while ambient lighting creates a soothing atmosphere. A closet is visible, and air conditioning provides comfort for guests.
Hotel room in Lutz
4.99 out of 5 average rating, 74 reviews

Purple Rain Hotel Room Tampa Pool Hot Tub

The Purple Rain room in a 3 room boutique hotel wing featuring contactless self check-in with smart locks. Each room has it’s own private bathroom and shower, AC/heater, and fridge/freezer Complimentary coffee is available in the lobby and there is also a microwave, iron, and hair dryer for guest use 20-30 mins to downtown and Tampa Intl Airport 15 mins to Busch Gardens 5 mins to USF/Moffit

Quick stats about hotels in Oldsmar

  • Total vacation rentals

    Explore 20 vacation rentals in Oldsmar

  • Nightly prices starting at

    Oldsmar vacation rentals start at R2,392 ZAR 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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