
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.

Our Best one bedroom Great water view /passes incl
WATER PARK ADMISSION INCLUDED FOR ALL REGISTERED GUESTS. Beautiful unit located in the Marker 33 Harbourside Condos. You'll love the location! Connected to Splash Harbour Water Park, directly on the Intracoastal waterway and only 300 steps from the Gulf of Mexico. Enjoy stunning views, restaurants, the beach, family-friendly activities, nightlife and much more! This one bedroom condo is the perfect getaway spot! INCLUDES up to 4 WATERPARK PASSES DAILY! ( a $120+ VALUE EACH DAY OF YOUR STAY)

Las Olas of Treasure Island No. 2
King Suite at Las Olas – 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. The Suite sleeps 4 with King bed, Queen sofabed, kitchenette and all the essentials to make you feel at home. Modern amenities with beachside charm. Las Olas ~ let the waves guide you!

Steps to Beach, Htd pool, 2/1 Apart #11
How far is the beach? Just steps away! Open the door to your perfect getaway at Boutique Beach Retreat. We are located across the street from the beautiful Treasure Island Beach and a short distance from John's Pass, where you can enjoy the pristine white sand, ocean breezes and all the adventures and activities you desire. Our guests love the warm, inviting classic Florida charm of our Boutique-Style Hotel. Come stay with us at Boutique Beach Retreat for your unforgettable beach vacation!

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.

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.

Clearwater Gem: 1BR Just a Block from the Beach
Charming 1 Bedroom, 1 Bath just steps from the white sands of Clearwater Beach! Perfect for a romantic getaway, weekend retreat of relaxation, beach walking, shell collecting and the most stunning sunsets in the world! Prime location in the heart of Clearwater beach close to the best restaurants, bars, and shops. Just a few blocks away is a children's playground and pickle ball courts! Everything you need for your next beach escape!

Walk to St. Pete Beach + Rooftop Lounge & Pool
Wake up to water views, grab a beach cruiser, and head straight to the sand—The Hotel Zamora is where rooftop sunsets, kayak mornings, and St. Pete vibes all come together. Just steps from the beach, this stay includes valet parking, beach gear, and bikes so you can skip the planning and dive straight into your trip. Sip espresso in your room, watch the sunset at the rooftop lounge, and live the Florida coastal life your way.

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.

Trendy Queen Room at Cocktail-Themed Hotel
A vibrant queen-bed retreat in our fully renovated 1905 boutique hotel. The Standard Queen includes the Mai Tai and Manhattan rooms (180–200 sq ft), blending playful cocktail-inspired décor with modern finishes, premium linens, and Smart TV. Just steps from Gulfport’s waterfront and a short drive to the area’s best beaches.

Sand Vista Vacation Rentals 110
Room 109 or Room 110 is a Queen Studio with a full kitchen, small dining area and private bathroom with shower. Futon couch for 2 additional guests to sleep. Room sleeps 4. The hotel is the one that will decide in which room you will be in, all will depend on the availability. 109 is in the street side. You can contact us.

Enchanted Inn Deluxe Suite #8: Waterfront, Pool, F
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

The Beachfront Sabal Palms - Room 9

Clearwater Beach Collection / King Bed 3rd Floor

Oceanview Apt @ Luxury Resort! ~ 833 Aqualea

Family Vacation, Full Kitchen, Parking, Pool

Johns Pass Hotel

Hotel on the Marina with free coffee in the lobby

Across the street from the beach (public access!)

Modern Room Near The Grove | Pool, Free Parking
Hotels with a pool

Steps to Beach, Htd Pool, Full Kitchen #3

Steps to Beach, Htd Pool, Full Kitchen #6

Unwind in Style: Pool, Breakfast, Pets Allowed!

Prime Location! Pool, Walk to the Beach

Steps to Beach, Htd Pool, King Bed, Kitchen #4

Vacay Deal! Walk to Beach, Dolphin Encounter, Pool

Steps to Beach, Htd Pool, Full Kitchen #2

1 Bedroom King Suite in Paradise
Hotels with a patio

Stunning sunset views

Standard Room, Second Floor

The Kyma Suite- Blue Bayou Inn

Clearwater downtown 1 deluxe king

4 BR Presidential at Clearwater

3Gulls Inn3-BtqHtl-SwimSpa-Pets-KingSuite/Full Kit

Hotel Room with Resort Amenities

Standard King 1-Min. Walk to the Beach!
Quick stats about hotels in Oldsmar

Total holiday rentals
Explore 20 holiday rentals in Oldsmar

Nightly prices starting at
Oldsmar holiday rentals start at $153 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
20 of Oldsmar holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oldsmar rentals
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Fitness-friendly rentals Oldsmar
- Rentals with outdoor seating Oldsmar
- Rentals with beach access Oldsmar
- Pet-friendly rentals Oldsmar
- Rentals with a washing machine and dryer Oldsmar
- Rentals with pools Oldsmar
- Rentals with a hot tub Oldsmar
- Rentals with a firepit Oldsmar
- House rentals Oldsmar
- Rentals with a patio Oldsmar
- Family-friendly rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Waterfront rentals Oldsmar
- Hotel rooms Pinellas County
- Hotel rooms Florida
- Hotel rooms United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Tampa Convention Center
- Busch Gardens
- Splash Harbour Water Park
- Adventure Island
- Lakewood National Golf Club
- The Don CeSar




