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
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, 88 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.

Superhost
Hotel room in Tampa Downtown
5 out of 5 average rating, 6 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.

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

Guest favorite
A well-appointed sleeping area features a spacious bed with crisp white linens and a gray quilt. Flanking the bed are two wooden nightstands, each topped with a softly glowing lamp. Above the bed, two framed art pieces complement the simple decor, while a woven wall hanging adds texture.
Hotel room in Dunedin
4.84 out of 5 average rating, 283 reviews

Seaside Artisan Apartment 2

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 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
A spacious bedroom is presented with a large bed topped with gray bedding. Vibrant wall art decorates the light-colored walls. A bright pink lounge chair and a green couch are positioned near the window, with a small table in between. Natural light filters through the sheer curtains.
Hotel room in Lutz
4.96 out of 5 average rating, 70 reviews

Pop Culture Luxury Suite Tampa Pool Hot Tub

Private luxury suite with pool view in a 3 room hotel wing. Contactless entry and check-in with smart locks. Your suite has it's own private bathroom and shower, AC/heat, and fridge/freezer Complimentary coffee is available in the lobby and there is also a microwave, iron, and hair dryer for guests’ use 20-30 mins to downtown and Tampa International Airport 15 mins to Busch Gardens 5 mins to USF/Moffit

Guest favorite
An outdoor swimming pool is surrounded by palm trees and lounge chairs. The pool features a gentle slope for entry and is framed by a spacious patio area. Sunlight reflects off the water, creating a serene environment for relaxation.
Hotel room in Tampa
4.89 out of 5 average rating, 97 reviews

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.

Quick stats about hotels in Oldsmar

  • Total vacation rentals

    Explore 20 vacation rentals in Oldsmar

  • Nightly prices starting at

    Oldsmar vacation rentals start at R2,391 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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