Hotel vacation rentals in Oldsmar

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Top-rated hotel rentals in Oldsmar

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Guest favorite

Hotel room in Dunedin

4.95 out of 5 average rating, 79 reviews

Waterfront spectacular studio condo-hotel

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.

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Private room in Tampa

4.67 out of 5 average rating, 12 reviews

Charming, private room with own bathroom.

Newly renovated complex, this charming location is perfectly set in the heart of the USF community right between I-75 & I-275 with restaurants, hospitals and retail stores located within walking distance. These include Target, Walmart, Aldi, Ross, Hooters, Walgreens, Starbucks, Publix, Advent Health, Moffitt Cancer Center and the VA hospital. This stay is perfect for traveling nurses, students, or a short getaway to experience Champa Bay. *Please read additional rules before booking or inquiry.

Guest favorite

Hotel room in Tarpon Springs

4.98 out of 5 average rating, 40 reviews

The Blue Bayou is Waiting for you! Room #4

Room four has a queen-sized bed, a private bathroom and shower within the room, streaming TV and access to the shared living space including the chefs kitchen, living room, dining room and tv/sunroom. A desk for in room also! 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

Superhost

Hotel room in Clearwater Beach

4.6 out of 5 average rating, 10 reviews

Blue Wave Suites: Make Waves in Clearwater Beach

Escape to Blue Wave Suites, Clearwater Beach's premier destination, steps from Clearwater. Beach Pier 60. Our one-bedroom suites feature fully equipped kitchens, free Wi-Fi, and cable TV. Enjoy breathtaking sunsets from our rooftop deck or prepare meals in our outdoor kitchen. We are between the Intracoastal Waterway and the Gulf of Mexico, steps from the Papaya Street Plaza Marina. Situated directly next to the Courtyard Marriott and between this and the Hilton Clearwater Beach Resort & Spa.

Top guest favorite

Resort in Dunedin

4.94 out of 5 average rating, 63 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 Dunedin

4.94 out of 5 average rating, 16 reviews

Meranova Guest inn, Caladesi Apartment

The Caledesi Apartment is a spacious apartment located on the second floor on a stand alone building across from the pool. beautiful views of the pool. This apartment has two bedrooms, both featuring king sized bed with luxurious 500 thread-count linens. The kitchen area has a counter area with bar sink, coffee pot, microwave, and a full sized refrigerator. The private bathroom has a walk-in shower and is stocked with plush Turkish cotton bath sheets, and toiletries from William Roam.

Guest favorite

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.

Superhost

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

Hotel room in Clearwater Beach

4.99 out of 5 average rating, 71 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

Private room in Tampa

4.89 out of 5 average rating, 141 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

Hotel room in Clearwater Beach

4.9 out of 5 average rating, 406 reviews

Cozy 1BR Retreat w/Full Kit- Steps to Clw Bch

The Porpoise Inn & Suites is situated on World Famous Clearwater Beach! This quaint Florida Charming Boutique Motel offers a perfect beach vacation for your family. Located steps from the sands of the beach restaurants, attractions & Rec pool. The Suites are newly renovated with the classy touch of the coastal living style you will enjoy! 1 on site parking spot included. (4 max. guest/Strictly Enforced & No Pets Strictly Enforced!)

Superhost

Hotel room in Dunedin

4.78 out of 5 average rating, 227 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.