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Hotels in Oldsmar

October 2026
3
November 2026

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Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Where to stay in Oldsmar?

A landscaped garden with a pond, palm trees, and a stone bridge.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.
A modern bar area with a long counter, bar stools, and a variety of liquor bottles.
A patio area with a brick pathway, a small pond, lounge chairs, and palm trees.

1. Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar
Oldsmar
$84
$95 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Tampa Oldsmar
A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.
A hotel room with two beds, a desk, a chair, and a TV.
A hotel with a clear entrance, a sign reading "Hampton Inn & Suites," and a flagpole with the American flag.
A hotel room with a kitchenette, a large mirror, a dining area with a table and chairs, and a carpeted floor.

2. Hampton Inn & Suites Tampa Northwest/Oldsmar

Hampton Inn & Suites Tampa Northwest/Oldsmar
Oldsmar
$87
$98 total
includes taxes & fees
Oct 13 - Oct 14
Hampton Inn & Suites Tampa Northwest/Oldsmar
A spacious lobby with a reception desk, blue armchairs, and a large table.
An aerial view of a beach with a large white building, a pier extending into the sea, and a parking area with cars.
A spacious lobby with a light blue sofa, armchairs, and a coffee table. There are wooden floors and a large window providing natural light.
Two Adirondack chairs facing each other with a garden and trees in the background.

3. Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Oldsmar
$109
$123 total
includes taxes & fees
Oct 6 - Oct 7
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
A patio area with a circular fire pit surrounded by wicker chairs and a table.
A hotel lobby with multiple tables and chairs, a reception desk, a fireplace, and a large window with a view of greenery.
A grocery store interior with shelves stocked with snacks and beverages, and a refrigerated section.
A hotel room with a bed, a sofa, a desk, a chair, and a TV.

4. Residence Inn by Marriott Tampa Oldsmar

Residence Inn by Marriott Tampa Oldsmar
Oldsmar
$101
$114 total
includes taxes & fees
Oct 5 - Oct 6
Residence Inn by Marriott Tampa Oldsmar
A modern kitchen with a central island, built-in bar, and a dining area.
A coffee shop area with a sign indicating specialty coffee available all day, a chilled beverage fridge, and a display case with snacks.
An outdoor patio area with a fire pit, black wicker chairs, and a view of a building with large windows and an American flag.
A modern kitchen with a bar area, wooden cabinets, a tiled backsplash, and a flat-screen TV.

5. Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar
Oldsmar
$85
$96 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Garden Inn Tampa Northwest/Oldsmar
A hotel courtyard with palm trees, a pathway, and outdoor seating areas.
A modern kitchen area with a coffee machine, a microwave, and a bread display.
A large tree with a thick trunk and extensive branches, surrounded by a white fence.
A hotel room with a kitchenette, including a microwave, coffee maker, and sink. There is a bed with a headboard, a TV, and a desk with a chair.

6. La Quinta Inn by Wyndham Clearwater Central

La Quinta Inn by Wyndham Clearwater Central
Clearwater
$93
$105 total
includes taxes & fees
Oct 7 - Oct 8
La Quinta Inn by Wyndham Clearwater Central
A room with a wooden desk, a chair, a television mounted on the wall, and built-in shelving units.
A kitchen with a stainless steel refrigerator, wooden cabinets, and a glass door freezer.
A laundry facility with multiple washing machines and dryers, a wooden door, and a light-colored floor.
A multi-story hotel with a central entrance and a parking lot.

7. HomeTowne Studios by Red Roof Tampa - Airport

HomeTowne Studios by Red Roof Tampa - Airport
Town 'n' Country
$71
$81 total
includes taxes & fees
Oct 6 - Oct 7
HomeTowne Studios by Red Roof Tampa - Airport
A patio with tables and chairs, palm trees, and a view of the ocean.
A modern kitchen with a curved island, bar stools, and built-in cabinets.
A poolside bar area with a neon sign reading "PARTHENON Bar" and several people seated at tables.
A circular fountain with tiered water features, surrounded by a tiled border and decorated with white and red flowers.

8. Safety Harbor Resort & Spa Trademark Collection by Wyndham

Safety Harbor Resort & Spa Trademark Collection by Wyndham
Safety Harbor
$159
$210 total
includes taxes & fees
Oct 11 - Oct 12
Safety Harbor Resort & Spa Trademark Collection by Wyndham
A hotel room with a large bed, a desk with a phone, a chair, and a wall-mounted light.
A coffee station with two coffee machines, a coffee grinder, and various coffee-related items on shelves.
A conference room with a large table and chairs, carpeted floor, and ceiling lights.
A hotel entrance with a covered walkway, a revolving door, and potted plants.

9. Holiday Inn Express Hotel & Suites Clearwater/Us 19 N by IHG

Holiday Inn Express Hotel & Suites Clearwater/Us 19 N by IHG
Clearwater
$99
$112 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Hotel & Suites Clearwater/Us 19 N by IHG
A waterfront hotel with a covered walkway and a view of the sunset over the water.
A spacious bedroom with a large bed, a sitting area with chairs, a desk, and a bathtub.
An outdoor bar area with a covered seating section, a flat-screen TV, and a view of the ocean.
A waterfront hotel with multiple overwater bungalows, a dock, and a calm sea.

10. Best Western Plus Yacht Harbor Inn

Best Western Plus Yacht Harbor Inn
Downtown Dunedin
$108
$122 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Plus Yacht Harbor Inn
A bar area with a stone wall, a flat-screen TV, and a bar counter with various bottles.
Room
A modern living room with a sofa, a round coffee table, a TV mounted on the wall, and a kitchen area in the background.
A hotel hallway with carpeted floors, wooden panel walls, and doors on both sides.

11. Clarion Inn & Suites Central Clearwater Beach

Clarion Inn & Suites Central Clearwater Beach
Clearwater
$60
$71 total
includes taxes & fees
Nov 1 - Nov 2
Clarion Inn & Suites Central Clearwater Beach
A modern hotel with a pool, located near a coastal road with palm trees.
A reception desk with a wooden finish and a blue accent wall.
A spacious indoor area with multiple tables and chairs, large windows, and a clean, modern design.
A swimming pool with lounge chairs, a 5 ft depth sign, and a building with a blue and white facade.

12. The J Hotel Dunedin near Honeymoon Island State Park, an Ascend Collection Hotel

The J Hotel Dunedin near Honeymoon Island State Park, an Ascend Collection Hotel
Causeway
$116
$131 total
includes taxes & fees
Oct 4 - Oct 5
The J Hotel Dunedin near Honeymoon Island State Park, an Ascend Collection Hotel
A hotel room with two beds, a nightstand, a lamp, and artwork on the walls.
A gym with various exercise equipment including treadmills, ellipticals, and weight machines.
A pool area with hot tub, lounge chairs, and umbrellas.
A hotel room with a desk, chair, television, microwave, and a small kitchenette.

13. Sleep Inn Clearwater - St Petersburg

Sleep Inn Clearwater - St Petersburg
Feather Sound
$68
$76 total
includes taxes & fees
Oct 27 - Oct 28
Sleep Inn Clearwater - St Petersburg
A hotel dining area with multiple tables and chairs, a kitchen area, and a television screen.
A hot tub surrounded by lounge chairs and a pool, with a clear sky and trees in the background.
A lobby with red upholstered chairs, a stone fountain, and framed artwork on the walls.
A hotel entrance with a covered walkway, a parking lot, and surrounding greenery.

14. Comfort Suites Tampa Airport North

Comfort Suites Tampa Airport North
Town 'n' Country
$99
$113 total
includes taxes & fees
Oct 29 - Oct 30
Comfort Suites Tampa Airport North
A spacious hotel lobby with a large dining table, comfortable seating, and large windows offering a view of the street.
A modern hotel room with a large bed, a desk, and a chair.
A reception desk with a wooden design, a 'Welcome to the Sun, Shine State' sign, and a 'Hilton Honors' sign.
A swimming pool with blue lounge chairs and a covered area, surrounded by trees and a building.

15. Hampton Inn Tampa-Veterans Expwy (Airport North)

Hampton Inn Tampa-Veterans Expwy (Airport North)
Town 'n' Country
$102
$116 total
includes taxes & fees
Oct 11 - Oct 12
Hampton Inn Tampa-Veterans Expwy (Airport North)
A hallway with three travel posters on the wall, depicting the Sunshine Skyway Bridge and the city of West Tampa.
A refrigerated treat display with various snacks and beverages.
A multi-story hotel with a central entrance, a flag, and a covered walkway.
Lobby

16. Hampton Inn & Suites Tampa Airport Avion Park Westshore

Hampton Inn & Suites Tampa Airport Avion Park Westshore
Westshore
$128
$146 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn & Suites Tampa Airport Avion Park Westshore
A Country Inn & Suites building with a covered entrance, palm trees, and a parking lot.
A hotel room with a bed, a TV, a desk, and a red chair.
A modern living room with a fireplace, a flat-screen TV, a white sofa, and a coffee table.
A gym with treadmills, elliptical machines, and a rowing machine.

17. Country Inn & Suites by Radisson, Tampa Airport North, FL

Country Inn & Suites by Radisson, Tampa Airport North, FL
Town 'n' Country
$101
$115 total
includes taxes & fees
Oct 26 - Oct 27
Country Inn & Suites by Radisson, Tampa Airport North, FL
A hotel atrium with multiple floors, a central courtyard with palm trees, and a sign reading "Welcome to the Four Points by Sheraton Tampa Airport Westshore."
A gym with various cardio machines, a large window with blue lighting, and a wall-mounted TV.
An indoor swimming pool with clear blue water, a tiled floor, and a few lounge chairs and tables along the edge.
A multi-story hotel with balconies, surrounded by palm trees and well-maintained landscaping.

18. Four Points by Sheraton Suites Tampa Airport Westshore

Four Points by Sheraton Suites Tampa Airport Westshore
Westshore
$93
$106 total
includes taxes & fees
Oct 12 - Oct 13
Four Points by Sheraton Suites Tampa Airport Westshore
A swimming pool with a clear edge, surrounded by a paved deck and a building with multiple windows.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A gym with treadmills, an elliptical, and a stationary bike.
A hotel room with a blue sofa, a wooden table, a green office chair, a projector screen, and a wall-mounted lamp.

19. Holiday Inn Express Hotel & Suites Tampa-Anderson Rd/Veteran by IHG

Holiday Inn Express Hotel & Suites Tampa-Anderson Rd/Veteran by IHG
Town 'n' Country
$114
$129 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express Hotel & Suites Tampa-Anderson Rd/Veteran by IHG
A rooftop pool area with lounge chairs, a fire pit, and a view of the water and palm trees.
A modern bar area with a long counter, wooden chairs, and a view of greenery outside.
A breakfast buffet with various fruits, pastries, and beverages.
A modern building entrance with a curved pathway, large windows, and a palm tree.

20. DoubleTree by Hilton Tampa Rocky Point Waterfront

DoubleTree by Hilton Tampa Rocky Point Waterfront
Rocky Point
$152
$173 total
includes taxes & fees
Oct 11 - Oct 12
DoubleTree by Hilton Tampa Rocky Point Waterfront
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A spacious lobby with a reception desk, blue armchairs, and a large table.
An aerial view of a beach with a large white building, a pier extending into the sea, and a parking area with cars.
A spacious lobby with a light blue sofa, armchairs, and a coffee table. There are wooden floors and a large window providing natural light.
Two Adirondack chairs facing each other with a garden and trees in the background.

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Oldsmar
$99
per night
$112 total
includes taxes & fees
Sign in for extra savings
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
A landscaped garden with a pond, palm trees, and a stone bridge.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.
A modern bar area with a long counter, bar stools, and a variety of liquor bottles.
A patio area with a brick pathway, a small pond, lounge chairs, and palm trees.

Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar
Oldsmar
$104
per night
$118 total
includes taxes & fees
Courtyard by Marriott Tampa Oldsmar
A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.
A hotel room with two beds, a desk, a chair, and a TV.
A hotel with a clear entrance, a sign reading "Hampton Inn & Suites," and a flagpole with the American flag.
A hotel room with a kitchenette, a large mirror, a dining area with a table and chairs, and a carpeted floor.

Hampton Inn & Suites Tampa Northwest/Oldsmar

Hampton Inn & Suites Tampa Northwest/Oldsmar
Oldsmar
$109
per night
$123 total
includes taxes & fees
Hampton Inn & Suites Tampa Northwest/Oldsmar
A modern kitchen with a central island, built-in bar, and a dining area.
A coffee shop area with a sign indicating specialty coffee available all day, a chilled beverage fridge, and a display case with snacks.
An outdoor patio area with a fire pit, black wicker chairs, and a view of a building with large windows and an American flag.
A modern kitchen with a bar area, wooden cabinets, a tiled backsplash, and a flat-screen TV.

Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar
Oldsmar
$99
per night
$112 total
includes taxes & fees
Hilton Garden Inn Tampa Northwest/Oldsmar
A patio area with a circular fire pit surrounded by wicker chairs and a table.
A hotel lobby with multiple tables and chairs, a reception desk, a fireplace, and a large window with a view of greenery.
A grocery store interior with shelves stocked with snacks and beverages, and a refrigerated section.
A hotel room with a bed, a sofa, a desk, a chair, and a TV.

Residence Inn by Marriott Tampa Oldsmar

Residence Inn by Marriott Tampa Oldsmar
Oldsmar
$119
per night
$134 total
includes taxes & fees
Residence Inn by Marriott Tampa Oldsmar

You may also like hotels with pools in Oldsmar

A landscaped garden with a pond, palm trees, and a stone bridge.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.
A modern bar area with a long counter, bar stools, and a variety of liquor bottles.
A patio area with a brick pathway, a small pond, lounge chairs, and palm trees.

Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar
Oldsmar
$84
$95 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Tampa Oldsmar
A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.
A hotel room with two beds, a desk, a chair, and a TV.
A hotel with a clear entrance, a sign reading "Hampton Inn & Suites," and a flagpole with the American flag.
A hotel room with a kitchenette, a large mirror, a dining area with a table and chairs, and a carpeted floor.

Hampton Inn & Suites Tampa Northwest/Oldsmar

Hampton Inn & Suites Tampa Northwest/Oldsmar
Oldsmar
$87
$98 total
includes taxes & fees
Oct 13 - Oct 14
Hampton Inn & Suites Tampa Northwest/Oldsmar
A patio area with a circular fire pit surrounded by wicker chairs and a table.
A hotel lobby with multiple tables and chairs, a reception desk, a fireplace, and a large window with a view of greenery.
A grocery store interior with shelves stocked with snacks and beverages, and a refrigerated section.
A hotel room with a bed, a sofa, a desk, a chair, and a TV.

Residence Inn by Marriott Tampa Oldsmar

Residence Inn by Marriott Tampa Oldsmar
Oldsmar
$101
$114 total
includes taxes & fees
Oct 5 - Oct 6
Residence Inn by Marriott Tampa Oldsmar
A spacious lobby with a reception desk, blue armchairs, and a large table.
An aerial view of a beach with a large white building, a pier extending into the sea, and a parking area with cars.
A spacious lobby with a light blue sofa, armchairs, and a coffee table. There are wooden floors and a large window providing natural light.
Two Adirondack chairs facing each other with a garden and trees in the background.

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Oldsmar
$109
$123 total
includes taxes & fees
Oct 6 - Oct 7
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
A modern kitchen with a central island, built-in bar, and a dining area.
A coffee shop area with a sign indicating specialty coffee available all day, a chilled beverage fridge, and a display case with snacks.
An outdoor patio area with a fire pit, black wicker chairs, and a view of a building with large windows and an American flag.
A modern kitchen with a bar area, wooden cabinets, a tiled backsplash, and a flat-screen TV.

Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar
Oldsmar
$85
$96 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Garden Inn Tampa Northwest/Oldsmar
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Go beyond your typical stay in Oldsmar

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Our prices for hotels in Oldsmar are cheapest in June

Price trends for hotels in Oldsmar

Pricing is based on two traveler single night rates
View properties in October

October

High 28°C / low 22°C. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Oldsmar

Oldsmar Flea Market

8.2/10 (64 reviews)
If you like strolling among the stalls, you might want to head out to Oldsmar Flea Market when visiting Oldsmar. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches.
See properties

beach near Veterans Memorial Park

Whether you want to hunt for sand dollars or smell the fresh air, beach near Veterans Memorial Park is a spot you might want to check out, located 0.4 mi (0.6 km) from central Oldsmar. If you want to continue walking by the waves, head to Ben T. Davis Beach.
See properties

Learn more about Oldsmar

Discover a slice of Tampa Bay where automobile pioneer Ransom E. Olds once envisioned his perfect community. The Pinellas Trail offers cyclists and walkers a scenic journey with unexpected water views. At R.E. Olds Park, the splash pad provides welcome relief from Florida heat before checking the fishing pier for manatee sightings. Bargain hunters shouldn't miss the sprawling Oldsmar Flea Market, a treasure trove of the practical and peculiar. While beaches aren't within city limits, Ben T. Davis Beach waits just a short drive away. The city makes an ideal base for exploring nearby attractions like Busch Gardens, where roller coasters and exotic animals create an only-in-Florida juxtaposition.

See all hotels in Oldsmar
A beach at sunset with birds flying and a person walking.

Check out reviews of Oldsmar hotels guests love

A spacious lobby with a reception desk, blue armchairs, and a large table.
An aerial view of a beach with a large white building, a pier extending into the sea, and a parking area with cars.
A spacious lobby with a light blue sofa, armchairs, and a coffee table. There are wooden floors and a large window providing natural light.
Two Adirondack chairs facing each other with a garden and trees in the background.

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Oldsmar

10/10 Exceptional

United States
Dalton
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.
A hotel room with two beds, a desk, a chair, and a TV.
A hotel with a clear entrance, a sign reading "Hampton Inn & Suites," and a flagpole with the American flag.
A hotel room with a kitchenette, a large mirror, a dining area with a table and chairs, and a carpeted floor.

Hampton Inn & Suites Tampa Northwest/Oldsmar

Hampton Inn & Suites Tampa Northwest/Oldsmar
Oldsmar

10/10 Exceptional

United States
Anonymous traveler
Hampton Inn & Suites Tampa Northwest/Oldsmar
A landscaped garden with a pond, palm trees, and a stone bridge.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.
A modern bar area with a long counter, bar stools, and a variety of liquor bottles.
A patio area with a brick pathway, a small pond, lounge chairs, and palm trees.

Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar
Oldsmar

10/10 Exceptional

United States
Rachel
Courtyard by Marriott Tampa Oldsmar
A patio area with a circular fire pit surrounded by wicker chairs and a table.
A hotel lobby with multiple tables and chairs, a reception desk, a fireplace, and a large window with a view of greenery.
A grocery store interior with shelves stocked with snacks and beverages, and a refrigerated section.
A hotel room with a bed, a sofa, a desk, a chair, and a TV.

Residence Inn by Marriott Tampa Oldsmar

Residence Inn by Marriott Tampa Oldsmar
Oldsmar

10/10 Exceptional

United States
Richard J
Residence Inn by Marriott Tampa Oldsmar
A modern kitchen with a central island, built-in bar, and a dining area.
A coffee shop area with a sign indicating specialty coffee available all day, a chilled beverage fridge, and a display case with snacks.
An outdoor patio area with a fire pit, black wicker chairs, and a view of a building with large windows and an American flag.
A modern kitchen with a bar area, wooden cabinets, a tiled backsplash, and a flat-screen TV.

Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar
Oldsmar

10/10 Exceptional

United States
Damian
Hilton Garden Inn Tampa Northwest/Oldsmar
A poolside area with lounge chairs, a fire pit, and outdoor seating.
An outdoor seating area with fire pits, umbrellas, and modern furniture.
A bar area with a long counter, multiple bar stools, and a seating area with white chairs.
A modern hotel with a covered entrance, multiple floors, and a prominent 'Hyatt House' sign.

Hyatt House Tampa Airport Westshore

Hyatt House Tampa Airport Westshore
Westshore

10/10 Exceptional

United States
Madison
Hyatt House Tampa Airport Westshore
A hotel pool area with sun loungers and a clear blue pool.
A hotel room with a large bed, a TV, a minibar, and a view of the sea.
A restaurant with outdoor seating, a bar area, and a view of the water and buildings.
A spacious lobby with a clear view of the reception desk, a pool area, and a staircase.

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel
Clearwater Beach

10/10 Exceptional

United States
Samuel
ChartHouse Clearwater Beach Marina Hotel
A Hampton Inn hotel with a modern exterior, a covered entrance, and an American flag.
A snack and treat display area with refrigerated cases and shelves stocked with various snacks.
A hotel with a swimming pool, lounge chairs, and umbrellas.
A hotel room with two beds, a wooden headboard, a flat-screen TV, and a carpeted floor.

Hampton Inn Odessa Trinity

Hampton Inn Odessa Trinity
Trinity

10/10 Exceptional

United States
Jaime
Hampton Inn Odessa Trinity
A spacious lobby with a central fountain, large potted plants, and a modern ceiling design.
A modern hotel lobby with a central atrium, a spiral staircase, and multiple seating areas.
An outdoor dining area with tables and chairs, a bar, and a view of the ocean.
A modern lobby with a central seating area, a decorative sculpture, and a variety of plants.

Opal Sol

Opal Sol
Clearwater Beach

10/10 Exceptional

United States
gilberto
Opal Sol
A beach with a row of high-rise hotels in the background.
A modern living room with black leather sofas, a wooden coffee table, and a kitchen in the background.
A sailboat docked at a marina with buildings in the background.
A wooden sign with "Devon Shares Lobby/Office" and "HAMDEN DRIVE" written on it, surrounded by potted plants and outdoor seating.

Devon Shores

Devon Shores
Clearwater Beach

10/10 Exceptional

United States
Lou
Devon Shores
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A spacious indoor area with large windows, wicker furniture, and a yellow patterned rug.
A breakfast tray with food and drinks on a balcony overlooking the ocean.
A modern outdoor bar area with a curved ceiling, white bar stools, and a view of the ocean.

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
Clearwater Beach

10/10 Exceptional

United States
Ernesto
Wyndham Grand Clearwater Beach
A multi-story hotel with a covered entrance, outdoor seating area, and a staircase leading to the upper levels.
A hotel lobby with a reception desk, a clock on the wall, and a seating area.
A double room with two beds, a dark headboard, bedside lamps, and a clock on the nightstand.
A balcony with a wooden ceiling, a black metal railing, and a view of a residential area with houses and trees.

The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel

The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel
Downtown Dunedin

10/10 Exceptional

United States
KEVIN
The Grant Street Inn Dunedin Downtown Historic District, an Ascend Collection Hotel
A hotel with a central courtyard, palm trees, and a well-lit entrance.
A swimming pool area with lounge chairs and an umbrella, surrounded by a building with multiple windows and a tiled roof.
A hotel room with a bed, a sofa, a TV, and a desk.
A modern hotel room with a black leather sofa, a small round table, and a flat-screen TV mounted on the wall.

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG
Downtown Dunedin

10/10 Exceptional

United States
Gary
Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG
A hotel room with a bed, a desk with a chair, a TV, and a blue sofa.
A conference room with round tables, yellow chairs, and black tablecloths.
A coffee station with two espresso machines and a sign that reads "MUST HAVE COFFEE."
A coffee station with two coffee machines and a variety of coffee pods and cups.

Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG

Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
St. Petersburg

10/10 Exceptional

United States
Agustin
Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
A restaurant with wooden ceiling and walls, hanging pendant lights, and a long wooden bar.
A couple toasting with champagne glasses on a balcony with a pool view.
A bar area with wooden ceiling, bar stools, and a counter with a TV screen.
A couple sitting on a bed with a bottle of champagne and a bouquet of red roses.

Hollander Boutique Hotel

Hollander Boutique Hotel
Downtown St. Petersburg

10/10 Exceptional

United States
Paul
Hollander Boutique Hotel
A swimming pool with a wooden fence, palm trees, and lounge chairs.
A spacious lobby with a large white sofa, several armchairs, a coffee table, and a patterned rug. There are multiple doors leading outside, and a potted plant is visible.
A large, multi-story building with a flat roof, surrounded by lush greenery and palm trees.
A white chair in a covered outdoor area with arched windows overlooking a garden with various plants and trees.

Crystal Bay Historic Hotel

Crystal Bay Historic Hotel
La Vista

10/10 Exceptional

United States
Luis
Crystal Bay Historic Hotel
A pink building with arched windows and balconies, surrounded by palm trees and a concrete pathway.
An indoor courtyard with a central fountain, palm trees, and arched walkways.
A lobby with a fireplace, a wooden reception desk, and a bookshelf.
A pink building with a covered patio area featuring arches and columns.

The Hacienda

The Hacienda
Downtown

10/10 Exceptional

United States
regina
The Hacienda
A modern lobby with seating areas, a flat-screen TV, and a reception desk.
A modern hotel room with a large bed, a desk, a chair, and a TV.
A modern hotel with a covered entrance, multiple floors, and a clear sky.
A modern lobby with a sofa, seating area, and a reception desk.

Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG

Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG
MacFarlane Park

10/10 Exceptional

United States
Lorraine
Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG
A balcony with a table and chairs, overlooking a beach with blue umbrellas and a clear view of the ocean.
A coastal cityscape at sunset with a beach in the foreground and high-rise buildings in the background.
A hotel room with a large bed, a TV on a stand, a desk with a lamp, and a view of the ocean.
A hotel with a central courtyard, multiple floors, and a view of the sunset over the water.

Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites
Clearwater Beach

10/10 Exceptional

United States
stefanie Victoria
Hyatt Regency Clearwater Beach Resort and Suites

Frequently Asked Questions

What accommodations do travelers like in Oldsmar?

Guests like Courtyard by Marriott Tampa Oldsmar, The Westin Tampa Bay and Sailport Waterfront Suites.

Can I book refundable accommodations in Oldsmar?

If you need the flexibility to change your travel plans to Oldsmar, most hotels provide refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Oldsmar if I want a vacation home instead of a hotel?

Browse 9 vacation homes on our site.

What will the weather in Oldsmar be like during my vacation?

August and July are typically the warmest months in Oldsmar when the average temp is 83°F. January and February are the coldest months when the average temperature is 64°F. August and July are the months with the most rain.

Why should I book my Oldsmar accommodation with Hotels.com?

There are lots of reasons to book your Oldsmar trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.