A beach at sunset with birds flying and a person walking.

Hotels with a Pool in Oldsmar

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Hotels with a Pool in Oldsmar

A swimming pool with a no diving sign, a pool rules sign, and a no smoking sign.

Two Adirondack chairs facing each other with a garden and trees in the background.

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 reception desk, blue armchairs, and a large table.

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

Oldsmar

Outdoor pool
Pool loungers

$98

$111 total

includes taxes & fees

Oct 18 - Oct 19

An outdoor patio area with wicker furniture, a pool, and a covered seating area.

A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.

A patio area with a brick pathway, a small pond, lounge chairs, and palm trees.

A modern living room with a sofa, ottoman, and armchair, a small table, and a kitchen area with a microwave and sink.

2. Courtyard by Marriott Tampa Oldsmar

Oldsmar

Outdoor pool

$94

$106 total

includes taxes & fees

Oct 18 - Oct 19

A swimming pool with a brick patio, lounge chairs, and a white fence with signs.

A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.

A spacious lobby with a bar area, seating arrangements, and a large window.

A hotel with a clear entrance, a sign reading "Hampton Inn & Suites," and a flagpole with the American flag.

3. Hampton Inn & Suites Tampa Northwest/Oldsmar

Oldsmar

Outdoor pool
Hot tub

$89

$101 total

includes taxes & fees

Nov 2 - Nov 3

A black dog sitting by a pool with a tiled edge and palm trees in the background.

A hotel room with a bed, a sofa, a desk, a chair, and a TV.

A hotel room with a bed, a desk, a TV, a sofa, and a coffee table.

A hotel lobby with multiple tables and chairs, a reception desk, a fireplace, and a large window with a view of greenery.

4. Residence Inn by Marriott Tampa Oldsmar

Oldsmar

Outdoor pool
Pool loungers

$101

$114 total

includes taxes & fees

Oct 18 - Oct 19

A swimming pool with a tiled edge, lounge chairs, a covered seating area, and a building with large windows and a flat roof.

A modern kitchen with a large island, built-in cabinets, and a flat-screen TV.

A modern kitchen with a central island, built-in bar, and a dining area.

An outdoor patio area with a fire pit, black wicker chairs, and a view of a building with large windows and an American flag.

5. Hilton Garden Inn Tampa Northwest/Oldsmar

Oldsmar

Outdoor pool

$97

$109 total

includes taxes & fees

Oct 25 - Oct 26

A hotel pool area with multiple lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.

A bathroom with a wooden floor, a white sink, a mirror, and two towel racks.

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.

6. La Quinta Inn by Wyndham Clearwater Central

Clearwater

Outdoor pool
Hot tub

$93

$105 total

includes taxes & fees

Oct 18 - Oct 19

A poolside bar area with a neon sign reading "PARTHENON Bar" and several people seated at tables.

A patio with tables and chairs, palm trees, and a view of the ocean.

A bar area with a counter, seating, and a television screen.

A circular fountain with tiered water features, surrounded by a tiled border and decorated with white and red flowers.

7. Safety Harbor Resort & Spa Trademark Collection by Wyndham

Safety Harbor

Outdoor pool
Indoor pool
Poolside bar
Pool loungers
Hot tub

$151

$201 total

includes taxes & fees

Oct 18 - Oct 19

A pool area with blue lounge chairs and a table, surrounded by a brick patio and a building with multiple windows.

A conference room with a large table and chairs, carpeted floor, and ceiling lights.

A coffee station with two coffee machines, a coffee grinder, and various coffee-related items on shelves.

A hotel room with a large bed, a desk with a phone, a chair, and a wall-mounted light.

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

Clearwater

Outdoor pool

$105

$119 total

includes taxes & fees

Oct 18 - Oct 19

An aerial view of a rectangular swimming pool with a smaller octagonal pool, surrounded by lounge chairs and umbrellas.

A multi-story hotel with a central entrance, palm trees, and a well-lit facade.

A modern lobby with a reception desk, two armchairs, a coffee table, and a painting on the wall.

A spacious lobby with a high ceiling, a central seating area with armchairs and a coffee table, a dining area in the background, and a reception desk with a computer and decorative items.

9. Fairfield Inn & Suites by Marriott Clearwater

Clearwater

Outdoor pool
Near the beach
Hot tub

$118

$134 total

includes taxes & fees

Oct 28 - Oct 29

A pool area with lounge chairs and a small hot tub.

A bar area with a stone wall, a flat-screen TV, and a bar counter with various bottles.

A hotel hallway with carpeted floors, wooden panel walls, and doors on both sides.

10. Clarion Inn & Suites Central Clearwater Beach

Clearwater

2 outdoor pools
Pool loungers

$59

$69 total

includes taxes & fees

Nov 15 - Nov 16

A swimming pool with a tiled deck, surrounded by palm trees and a building with balconies.

A waterfront hotel with multiple overwater bungalows, a dock, and a calm sea.

A spacious bedroom with a large bed, a sitting area with chairs, a desk, and a bathtub.

A modern living room with a sectional sofa, a blue armchair, and a flat-screen TV mounted on the wall.

11. Best Western Plus Yacht Harbor Inn

Downtown Dunedin

Outdoor pool
Hot tub

$99

$112 total

includes taxes & fees

Oct 19 - Oct 20

A two-story building with a swimming pool, outdoor seating, and a staircase.

A modern bathroom with a large mirror, a sink, a toilet, and a shower.

A multi-story hotel with a covered entrance, outdoor seating area, and a staircase leading to the upper levels.

A balcony with a wooden ceiling, a black metal railing, and a view of a residential area with houses and trees.

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

Downtown Dunedin

Outdoor pool

$125

$141 total

includes taxes & fees

Oct 21 - Oct 22

A spacious conference room with a long wooden table, multiple seating options, and a large screen.

A modern bathroom with a shower, a vanity with a mirror, and a towel rack.

13. Hampton Inn & Suites Tampa Airport Avion Park Westshore

Westshore

Outdoor pool

$129

$147 total

includes taxes & fees

Oct 30 - Oct 31

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.

A modern office space with two desks, a sofa, and a decorative plant.

A hotel lobby with a kitchenette area, a seating area with armchairs, and a large wall display with the word "connect".

A modern hotel lobby with a large sectional sofa, a yellow coffee table, and a seating area with armchairs.

14. SpringHill Suites by Marriott Tampa Westshore Airport

Westshore

Outdoor pool
Hot tub

$127

$144 total

includes taxes & fees

Oct 30 - Oct 31

A poolside area with lounge chairs, a blue chair, and a fountain.

A modern living room with a fireplace, a flat-screen TV, a white sofa, and a coffee table.

A Country Inn & Suites building with a covered entrance, palm trees, and a parking lot.

A modern living room with a staircase, a flat-screen TV, and a fireplace.

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

Town 'n' Country

Outdoor pool
Pool loungers
Near the beach
Hot tub

$101

$115 total

includes taxes & fees

Nov 4 - Nov 5

A swimming pool with lounge chairs and umbrellas, surrounded by a landscaped area with hedges and palm trees.

An outdoor seating area with tables and chairs, string lights, and palm trees.

A modern hotel room with a flat-screen TV, a sofa, a chair, a small table, and a painting on the wall.

A restaurant with round tables and wicker chairs, large windows, and hanging wicker lamps.

16. Hilton Garden Inn Tampa Airport Westshore

Westshore

Outdoor pool
Hot tub

$127

$144 total

includes taxes & fees

Oct 30 - Oct 31

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.

A reception desk with a modern design, featuring a wooden panel backdrop and three pendant lights.

A concrete pathway leading to a bench by a body of water, surrounded by palm trees and grass.

A modern kitchen area with a counter, coffee machines, and seating.

17. Comfort Suites Clearwater - Dunedin

Edgewater

Outdoor pool
Pool loungers
Hot tub

$101

$114 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with a metal ladder, surrounded by a fence and chairs, with a building in the background.

A gym with treadmills, an elliptical, and a stationary bike.

A modern office space with a wooden desk, a chair, a television, and a cabinet.

A hotel room with two beds, a desk, a chair, a microwave, a coffee maker, and a dishwasher.

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

Town 'n' Country

Outdoor pool
Pool loungers

$118

$134 total

includes taxes & fees

Oct 25 - Oct 26

A pool area with lounge chairs and a sign indicating no diving.

A modern hotel lobby with a bar area, seating arrangements, and a large wall mural.

A hotel with multiple floors, a swimming pool, and a view of the water.

19. Fairfield Inn & Suites by Marriott Clearwater Beach

Clearwater Beach

Outdoor pool
Near the beach

$81

$92 total

includes taxes & fees

Nov 3 - Nov 4

A pool area with hot tub, lounge chairs, and umbrellas.

A hotel room with a desk, chair, television, microwave, and a small kitchenette.

A hotel room with two beds, a nightstand, a lamp, and artwork on the walls.

A bar area with four stools and a black bar counter, featuring three green spherical decorations.

20. Sleep Inn Clearwater - St Petersburg

Feather Sound

Outdoor pool
Pool loungers
Hot tub

$79

$89 total

includes taxes & fees

Nov 5 - Nov 6

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Discover your perfect hotel with a pool in Oldsmar

Breakfast included

Hot tub

4 stars

5 stars

Spa

Hotels with pools and free breakfast in Oldsmar

A hotel room with a kitchenette, a large mirror, a dining area with a table and chairs, and a carpeted floor.

A hotel room with two beds, a desk, a chair, and a TV.

Hampton Inn & Suites Tampa Northwest/Oldsmar

Oldsmar

$89

$101 total

includes taxes & fees

Nov 2 - Nov 3

A landscaped garden with a pond, palm trees, and a stone bridge.

A modern bar area with a long counter, bar stools, and a variety of liquor bottles.

Courtyard by Marriott Tampa Oldsmar

Oldsmar

$94

$106 total

includes taxes & fees

Oct 18 - Oct 19

A spacious lobby with a light blue sofa, armchairs, and a coffee table. There are wooden floors and a large window providing natural light.

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

Oldsmar

$98

$111 total

includes taxes & fees

Oct 18 - Oct 19

A patio area with a circular fire pit surrounded by wicker chairs and a table.

A grocery store interior with shelves stocked with snacks and beverages, and a refrigerated section.

Residence Inn by Marriott Tampa Oldsmar

Oldsmar

$101

$114 total

includes taxes & fees

Oct 18 - Oct 19

A modern kitchen with a bar area, wooden cabinets, a tiled backsplash, and a flat-screen TV.

Hilton Garden Inn Tampa Northwest/Oldsmar

Oldsmar

$97

$109 total

includes taxes & fees

Oct 25 - Oct 26

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Top neighborhoods in Oldsmar

East Lake Woodlands

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Quail Forest

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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.

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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.

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About the destination

Oldsmar is a family-friendly place known for its restaurants. Top places to visit include Tampa Bay. There's plenty more to see, including sights like Oldsmar Flea Market.