
Hotels in Oldsmar
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Top-rated hotels in Oldsmar
Guests agree: these hotels are highly rated for location, cleanliness, and more.

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.

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!

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.

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.

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!)

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

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.

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.

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.

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

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.

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
Popular amenities for Oldsmar hotels
Family-friendly hotels

Chic 1BR Suite in Boutique Motel Clw Beach

Charming, private room with own bathroom.

Steps to Beach, Htd Pool, Full Kitchen #3

On the Marina side with boat slips for rent

Blue Moon Inn Deluxe Suite

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

Hotel on the Marina with free coffee in the lobby

Piece of Riverview
Hotels with a pool

Near TPA Airport | Kitchen. Renovated. Breakfast.

Prime Location! Pool, Walk to the Beach

Oceanview Apt @ Luxury Resort! ~ 833 Aqualea

King Suite Across From Beach Access

Hotel across from the beach

Oasis Palms - Premier King Studio

Enjoy a Hassle-Free Stay! Pool, Free Breakfast

Crystal Bay Hotel - B&B King
Hotels with a patio

Accessible Hotel Room

3Gulls Inn Ozona1-Btq Htl-SwimSpa-Pets-KingStudio

Beso Resort Waterfront Coastal Charm

Clearwater downtown 1 deluxe king

Private room for rent in tampa

Standard King 1-Min. Walk to the Beach!

Havana me

Lovely and modern one bedroom studio
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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