
Hotels in Oldsmar
Find and book unique hotels on Airbnb
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.

The Blue Bayou Is Waiting for You! Rm #3
This room has a King Size bed, a private bathroom and shower within the room. This room also has a unique edition making the room truly special, being the massive, walk in steam shower in the room! Access to shared living space! This inn is located in a renovated Craftsman home in downtown Tarpon Springs. Located just a 7-Minute Walk from Downtown Shops and Restaurants. Close to the Sponge Docks, Sunset Beach, this charming place to stay provides easy access to popular shops and restaurants.

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!

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.

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!)

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.

NoCleaningFee: The 1888 Hotel Studio#206 w/Kitchen
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 second floor Queen 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.

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 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.

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

Queen Bed-Step 2 Madeira Beach-Heated Pool-Private
🏡 Welcome to your serene beach escape located at the heart of Madeira Beach, Florida. This charming coastal retreat offers the perfect blend of comfort and location, just steps from the white sands and spending sunny afternoons relaxing by the sparkling community pool or walking along the beach. Enjoy sunset strolls and everything the Madeira Beach lifestyle has to offer—all from your private haven.

Enchanted Inn Deluxe Suite #8 w/ View of the Intra
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
Popular amenities for Oldsmar hotels
Family-Friendly hotels

Charming, private room with own bathroom.

Devon Shores - Standard King

On the Marina side with boat slips for rent

Blue Moon Inn Deluxe Suite

Enjoy the Perks! Free Breakfast, Outdoor Pool!

Johns Pass Hotel

Hotel on the Marina with free coffee in the lobby

Piece of Riverview
Hotels with a pool

Meranova Guest inn, Caladesi Apartment

Clearwater Beach Collection / King Bed 3rd Floor

Prime Location! Pool, Walk to the Beach

Arvilla Beachfront 1 Bedroom w/Kitchenette - King

Oceanview Apt @ Luxury Resort! ~ 833 Aqualea

Vacay Deal! Walk to Beach, Dolphin Encounter, Pool

Enjoy a Hassle-Free Stay! Pool, Free Breakfast

Scenic spot along the Riverwalk
Hotels with a patio

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

Beso Resort Waterfront Coastal Charm

Clearwater downtown 1 deluxe king

Bibi’s Hide-away

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 hotel rentals in Oldsmar

Total holiday rentals
Explore 20 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at $214 AUD per night before taxes and fees

Verified guest reviews
Over 10 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Oldsmar holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Oldsmar rentals
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Fitness-friendly rentals Oldsmar
- Rentals with a washing machine and dryer Oldsmar
- Family-friendly rentals Oldsmar
- Waterfront rentals Oldsmar
- Rentals with pools Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with a fire pit Oldsmar
- Rentals with outdoor seating Oldsmar
- Rentals with a patio Oldsmar
- House rentals Oldsmar
- Rentals with beach access Oldsmar
- Hotel rentals Pinellas County
- Hotel rentals Florida
- Hotel rentals United States
- Anna Maria Island
- John's Pass
- Raymond James Stadium
- Weeki Wachee Springs
- Busch Gardens Tampa Bay
- Dunedin Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Tampa Palms Golf & Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- North Beach At Fort DeSoto Park
- Busch Gardens
- Fred Howard Park