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Hotels with a Pool in Oldsmar

October 2026
15
November 2026

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Oct 16 - Oct 18
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Oct 23 - Oct 25

Hotels with a Pool in Oldsmar

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Oldsmar on Hotels.com. These Oldsmar Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on October 15, 2026.
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 light blue sofa, armchairs, and a coffee table. There are wooden floors and a large window providing natural light.

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

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Oldsmar
  • Outdoor pool
  • Pool loungers
CNY656
CNY742 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
A swimming pool with a brick patio, lounge chairs, and a white fence with signs.
A hotel with a clear entrance, a sign reading "Hampton Inn & Suites," and a flagpole with the American flag.
A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.
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
  • Outdoor pool
  • Hot tub
CNY598
CNY675 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Tampa Northwest/Oldsmar
An outdoor patio area with wicker furniture, a pool, and a covered seating area.
A modern living room with a sofa, ottoman, and armchair, a small table, and a kitchen area with a microwave and sink.
A patio area with a brick pathway, a small pond, lounge chairs, and palm trees.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.

3. Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar
Oldsmar
  • Outdoor pool
CNY627
CNY708 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Tampa Oldsmar
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 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.

4. Residence Inn by Marriott Tampa Oldsmar

Residence Inn by Marriott Tampa Oldsmar
Oldsmar
  • Outdoor pool
  • Pool loungers
CNY676
CNY764 total
includes taxes & fees
Oct 18 - Oct 19
Residence Inn by Marriott Tampa Oldsmar
A swimming pool with a tiled edge, lounge chairs, a covered seating area, and a building with large windows and a flat roof.
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 bar area with a tiled backsplash, wooden cabinets, and a flat-screen TV.
A modern kitchen with a central island, built-in bar, and a dining area.

5. Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar
Oldsmar
  • Outdoor pool
CNY649
CNY733 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Tampa Northwest/Oldsmar
A poolside bar area with a neon sign reading "PARTHENON Bar" and several people seated at tables.
A bar area with a counter, seating, and a television screen.
A patio with tables and chairs, palm trees, and a view of the ocean.
A circular fountain with tiered water features, surrounded by a tiled border and decorated with white and red flowers.

6. Safety Harbor Resort & Spa Trademark Collection by Wyndham

Safety Harbor Resort & Spa Trademark Collection by Wyndham
Safety Harbor
  • Outdoor pool
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
CNY1,012
CNY1,344 total
includes taxes & fees
Oct 20 - Oct 21
Safety Harbor Resort & Spa Trademark Collection by Wyndham
A hotel pool area with multiple lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A modern kitchen area with a coffee machine, a microwave, and a bread display.
A hotel courtyard with palm trees, a pathway, and outdoor seating areas.
A large tree with a thick trunk and extensive branches, surrounded by a white fence.

7. La Quinta Inn by Wyndham Clearwater Central

La Quinta Inn by Wyndham Clearwater Central
Clearwater
  • Outdoor pool
  • Hot tub
CNY624
CNY705 total
includes taxes & fees
Oct 19 - Oct 20
La Quinta Inn by Wyndham Clearwater Central
A swimming pool area with lounge chairs and an umbrella, surrounded by a building with multiple windows and a tiled roof.
A buffet with labeled containers of omelets and other breakfast items.
A modern hotel room with a black leather sofa, a small round table, and a flat-screen TV mounted on the wall.
A bathroom with a granite countertop, a white sink, a shower with a glass door, and two framed pictures on the wall.

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

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG
Downtown Dunedin
  • Outdoor pool
  • Near the beach
  • Hot tub
CNY1,092
CNY1,233 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG
A swimming pool with a 'NO DIVING' sign, surrounded by blue lounge chairs and umbrellas.
A hotel lobby with a coffee station, seating area, and artwork on the walls.
A dual-monitor workstation with two office chairs, a printer, and a decorative wall piece.
A bathroom with a white sink, a large mirror, and shelves with folded towels.

9. Hampton Inn Tampa/Rocky Point-Airport

Hampton Inn Tampa/Rocky Point-Airport
Rocky Point
  • Outdoor pool
  • Near the beach
CNY843
CNY967 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn Tampa/Rocky Point-Airport
A swimming pool with lounge chairs and a tiled deck, surrounded by palm trees.
A hotel room with a bed, a sofa, a small table, a nightstand, a lamp, and a framed abstract artwork on the wall.
A modern hotel with a prominent 'Hyatt Place' sign, a covered entrance, and a landscaped garden with a fountain.
A hotel room with two beds, a TV, a desk, and a view of the city.

10. Hyatt Place Tampa Airport/Westshore

Hyatt Place Tampa Airport/Westshore
Westshore
  • Outdoor pool
  • Pool loungers
CNY857
CNY973 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Tampa Airport/Westshore
Pool
A modern bathroom with a shower, a vanity with a mirror, and a towel rack.
A spacious conference room with a long wooden table, multiple seating options, and a large screen.
A conference room with a large table and chairs, a projector screen with the Hampton Inn & Suites logo, and a view of trees through large windows.

11. Hampton Inn & Suites Tampa Airport Avion Park Westshore

Hampton Inn & Suites Tampa Airport Avion Park Westshore
Westshore
  • Outdoor pool
CNY865
CNY981 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn & Suites Tampa Airport Avion Park Westshore
A poolside area with lounge chairs, a blue chair, and a fountain.
A gym with treadmills, elliptical machines, and a rowing machine.
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.

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

Country Inn & Suites by Radisson, Tampa Airport North, FL
Town 'n' Country
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
CNY677
CNY769 total
includes taxes & fees
Nov 4 - Nov 5
Country Inn & Suites by Radisson, Tampa Airport North, FL
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.
A modern lobby with a reception desk, seating area, and a large screen displaying content.
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.

13. SpringHill Suites by Marriott Tampa Westshore Airport

SpringHill Suites by Marriott Tampa Westshore Airport
Westshore
  • Outdoor pool
  • Hot tub
CNY848
CNY962 total
includes taxes & fees
Oct 30 - Oct 31
SpringHill Suites by Marriott Tampa Westshore Airport
A hot tub surrounded by lounge chairs and a pool, with a clear sky and trees in the background.
A hotel entrance with a covered walkway, a parking lot, and surrounding greenery.
A hotel dining area with multiple tables and chairs, a kitchen area, and a television screen.
A hotel room with a kitchenette, a bed, a blue armchair, a brown sofa, and a patterned carpet.

14. Comfort Suites Tampa Airport North

Comfort Suites Tampa Airport North
Town 'n' Country
  • Outdoor pool
CNY675
CNY766 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Suites Tampa Airport North
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 restaurant with round tables and wicker chairs, large windows, and hanging wicker lamps.
A Hilton Garden Inn hotel with a modern facade, multiple floors, and a well-lit entrance.

15. Hilton Garden Inn Tampa Airport Westshore

Hilton Garden Inn Tampa Airport Westshore
Westshore
  • Outdoor pool
  • Hot tub
CNY848
CNY962 total
includes taxes & fees
Oct 30 - Oct 31
Hilton Garden Inn Tampa Airport Westshore
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A beach with a pier extending into the ocean, numerous umbrellas, and a lifeguard tower.
A balcony with a view of the beach and ocean.
A spacious balcony with a clear view of the ocean, furnished with a sofa, chairs, and a dining table.

16. Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
Clearwater Beach
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On the beach
  • Hot tub
CNY1,442
CNY1,894 total
includes taxes & fees
Oct 28 - Oct 29
Wyndham Grand Clearwater Beach
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 reception area with a wooden reception desk, multiple seating arrangements, and hanging pendant lights.

17. Hyatt House Tampa Airport Westshore

Hyatt House Tampa Airport Westshore
Westshore
  • Outdoor pool
CNY1,011
CNY1,148 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt House Tampa Airport Westshore
A swimming pool with a metal ladder, surrounded by a fence and chairs, with a building in the background.
A hotel room with two beds, a desk, a chair, a microwave, a coffee maker, and a dishwasher.
A modern office space with a wooden desk, a chair, a television, and a cabinet.
A gym with treadmills, an elliptical, and a stationary bike.

18. 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
  • Outdoor pool
  • Pool loungers
CNY790
CNY896 total
includes taxes & fees
Oct 28 - Oct 29
Holiday Inn Express Hotel & Suites Tampa-Anderson Rd/Veteran by IHG
A marina with boats docked, a swimming pool, and a cityscape in the background.
A modern dining area with a table set for four, a sofa, a coffee table, and a view of the city through large windows.
A marina with boats docked, a clear sky, and a city skyline in the background.
A modern hotel room with a large bed, a TV, a balcony with a view of the water, and artwork on the walls.

19. CW Resort

CW Resort
Clearwater Beach
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
CNY1,717
CNY2,242 total
includes taxes & fees
Oct 19 - Oct 20
CW Resort
A rooftop pool area with lounge chairs, a fire pit, and a view of the water and palm trees.
A modern lobby with a sectional sofa, a coffee table, and a reception desk.
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
  • Outdoor pool
  • Pool loungers
  • Near the beach
CNY1,047
CNY1,189 total
includes taxes & fees
Nov 15 - Nov 16
DoubleTree by Hilton Tampa Rocky Point Waterfront
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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 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 room with a kitchenette, a large mirror, a dining area with a table and chairs, and a carpeted floor.
A hotel with a clear entrance, a sign reading "Hampton Inn & Suites," and a flagpole with the American flag.

Hampton Inn & Suites Tampa Northwest/Oldsmar

Hampton Inn & Suites Tampa Northwest/Oldsmar
Oldsmar
CNY598
CNY675 total
includes taxes & fees
Nov 2 - Nov 3
Hampton Inn & Suites Tampa Northwest/Oldsmar
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.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.
A modern living room with a sofa, ottoman, and armchair, a small table, and a kitchen area with a microwave and sink.

Courtyard by Marriott Tampa Oldsmar

Courtyard by Marriott Tampa Oldsmar
Oldsmar
CNY627
CNY708 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Tampa Oldsmar
A spacious lobby with a reception desk, blue armchairs, and a large table.
A spacious lobby with a light blue sofa, armchairs, and a coffee table. There are wooden floors and a large window providing natural light.
An aerial view of a beach with a large white building, a pier extending into the sea, and a parking area with cars.
A modern building entrance with a stone facade, large glass doors, and potted plants.

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

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Oldsmar
CNY656
CNY742 total
includes taxes & fees
Oct 18 - Oct 19
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 room with a bed, a sofa, a desk, a chair, and a TV.
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.

Residence Inn by Marriott Tampa Oldsmar

Residence Inn by Marriott Tampa Oldsmar
Oldsmar
CNY676
CNY764 total
includes taxes & fees
Oct 18 - Oct 19
Residence Inn by Marriott Tampa Oldsmar
A modern kitchen with a central island, built-in bar, and a dining area.
A modern kitchen with a bar area, wooden cabinets, a tiled backsplash, and a flat-screen TV.
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.

Hilton Garden Inn Tampa Northwest/Oldsmar

Hilton Garden Inn Tampa Northwest/Oldsmar
Oldsmar
CNY649
CNY733 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Tampa Northwest/Oldsmar
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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.

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