Oldsmar Vacation Rentals from ￥17,265: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Oldsmar?

The Gemma by Brightwild : Visitors like this Oldsmar vacation home rental. It is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

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Our top choices for Oldsmar vacation rentals

1. Palm Lake Retreat | Pool, Beaches, Near Tampa

Oldsmar

￥93,006 total

includes taxes & fees

Sep 17 - Sep 18

A neatly made bed with a quilted white and black bedspread, a wooden headboard, and a framed sign above reading "stay awhile".

2. Escape By The Bay

Town 'n' Country

Jake G.

￥20,635 total

includes taxes & fees

Aug 24 - Aug 25

A stone pool surrounded by tropical plants and palm trees.

3. Vibrant 2BR 2BA w King Bed Pool Gym 11

Town 'n' Country

Kim Viola

￥54,443 total

includes taxes & fees

Sep 15 - Sep 16

A hotel with a prominent 'Sheraton' sign, a waterfront location, and a modern bridge structure.

4. Green Castle Suite in Tampa

Town 'n' Country

Stephanie S.

￥20,319 total

includes taxes & fees

Sep 1 - Sep 2

A living room with a grey sofa, a patterned rug, a dining table with white chairs, and a potted plant.

5. Cozy Boho Guest House w/Patio - 6 min from the beach!

Town 'n' Country

Deborah

￥19,055 total

includes taxes & fees

Aug 24 - Aug 25

A modern bedroom with a large bed, a bedside table, a nightstand, a small desk, a microwave, a coffee maker, and a sink.

6. Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

Pinecrest West Park

Alejandra

￥16,890 total

includes taxes & fees

Aug 29 - Aug 30

A beach with thatched umbrellas and lounge chairs, a sandy shore, and a sunset in the background.

7. Sailport Waterfront Suites

Rocky Point

David

￥20,571 total

includes taxes & fees

Aug 30 - Aug 31

A modern building with a flat roof and large windows.

8. Beautiful condo on Copperhead. Beaches nearby!

Palm Harbor

Clive C.

￥46,499 total

includes taxes & fees

Aug 24 - Aug 25

A modern kitchen with white cabinets, a black refrigerator, a microwave, and a granite countertop.

9. Charming rental unit with separate entrance.

Tampa

Jorge H.

￥24,287 total

includes taxes & fees

Aug 24 - Aug 25

A kitchen with teal walls, white cabinets, and a white refrigerator.

10. Beautiful and comfortable room Apt # 2

Tampa

Angela W.

￥23,475 total

includes taxes & fees

Aug 24 - Aug 25

A marina with a wooden dock extending into calm waters, surrounded by a white railing and blue lounge chairs.

11. Beso Del Sol Resort

Dunedin

Yvette

￥24,890 total

includes taxes & fees

Aug 24 - Aug 25

A compact kitchen with dark wood cabinets, a stainless steel range, a microwave, and a built-in oven.

12. Aileen Camping Space

East Tampa

daniel z.

￥20,319 total

includes taxes & fees

Sep 15 - Sep 16

A modern kitchen with white cabinets, a built-in microwave, and a central island. There are two white stools and a grey sofa in the living area.

13. La Casita Blanca Ybor City Tampa

Ybor City

Aimee

￥32,521 total

includes taxes & fees

Sep 7 - Sep 8

A beach with a pier extending into the ocean, featuring several beach umbrellas and palm trees.

14. Escape to The Marine – Cozy Studio with a Touch of Nautical Elegance

Temple Terrace

Richard

￥19,741 total

includes taxes & fees

Aug 25 - Aug 26

A marina with boats docked under a bridge.

15. The M’s Cozy Corner

Ybor City

Erika G.

￥23,024 total

includes taxes & fees

Aug 24 - Aug 25

A beach with a swing set, a thatched structure, and a bench.

16. Water ViewIdeal LocationPool

Rocky Point

Michael B.

A swimming pool with a sunset view, lounge chairs, and palm trees.

17. Waterfront view, Heated Pool, Private Balcony

Rocky Point

Tony G.

￥40,981 total

includes taxes & fees

Aug 24 - Aug 25

A bedroom with a bed, a TV mounted on the wall, a window with blinds, and a plant in the foreground.

18. Experience the passion of hospitality, cleaning, and good location!

Westshore

Keith W.

￥19,701 total

includes taxes & fees

Sep 1 - Sep 2

A house with a front door, a large potted plant, and a small white lantern on the porch.

19. Experience the passion of hospitality, cleaning, and good location!

Westshore

Anthony

￥20,735 total

includes taxes & fees

Aug 24 - Aug 25

A beach with colorful chairs and thatched umbrellas, a clear blue sky, and a calm sea.

20. Tampa Bay 1BR - Pool, Balcony & Beach Access

Rocky Point

Todd B.

￥22,534 total

includes taxes & fees

Sep 8 - Sep 9

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Top Oldsmar Hotel Reviews

OASIS BAY SUITES, Tampa, Busch Gardens, USF

10/10 Excellent

"It was nice, affordable, and the kids loved it!!! Oh and I got a "you picked a great hotel""

Quality Inn Tampa Airport - Cruise Port

10/10 Excellent

"Great Stay at Quality Inn Airport Tampa We had a great stay at the Quality Inn Airport Tampa. The room was clean, comfortable, and exactly what we needed. The staff was friendly and helpful, and everything went smoothly from check-in to check-out. After some less-than-great hotel experiences, it was especially nice to walk into a room that felt clean, welcoming, and well cared for. We would definitely stay here again when traveling through Tampa."

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

10/10 Excellent

"we were here for a little over a week, and have nothing but excellent things to say. front desk staff Brandi & Christina were great. they helped answer any questions we had and were always so friendly. breakfast attendant was wonderful as well! she made us feel welcomed by greeting us every morning. free parking and complimentary Tesla charging was a huge perk. although, only one Tesla charger was working. lots of good restaurants within a walkable distance. we enjoyed the pool quite often during our stay!"

Find out more about Oldsmar

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Frequently asked questions

Can I find vacation rentals in Oldsmar?

Yes, we have vacation rentals where you'll be just 14.9 mi (23.9 km) from Busch Gardens Tampa Bay, giving you a secluded option to escape the hustle and bustle. Visitors like the top-notch restaurants and beaches in Oldsmar. Make sure you have time to check out the theme park and cafes during your trip.

What are some of the best vacation home rentals in Oldsmar?

The Gemma by Brightwild: Visitors like this Oldsmar vacation home rental. It is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Oldsmar?

Expedia has 10 vacation rentals for your stay in Oldsmar.

What can I see and do in Oldsmar?

Explore the area and family-friendly sights such as Busch Gardens Tampa Bay, or get out into nature at a spot like Tampa Bay. In the larger area, you’ll find popular places like Raymond James Stadium and Port Tampa Bay.

What are vacation rentals like in Oldsmar?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Oldsmar. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Oldsmar vacation rentals

1. Palm Lake Retreat | Pool, Beaches, Near Tampa

2. Escape By The Bay

3. Vibrant 2BR 2BA w King Bed Pool Gym 11

4. Green Castle Suite in Tampa

5. Cozy Boho Guest House w/Patio - 6 min from the beach!

6. Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

7. Sailport Waterfront Suites

8. Beautiful condo on Copperhead. Beaches nearby!

9. Charming rental unit with separate entrance.

10. Beautiful and comfortable room Apt # 2

11. Beso Del Sol Resort

12. Aileen Camping Space

13. La Casita Blanca Ybor City Tampa

14. Escape to The Marine – Cozy Studio with a Touch of Nautical Elegance

15. The M’s Cozy Corner

16. Water ViewIdeal LocationPool

17. Waterfront view, Heated Pool, Private Balcony

18. Experience the passion of hospitality, cleaning, and good location!

19. Experience the passion of hospitality, cleaning, and good location!

20. Tampa Bay 1BR - Pool, Balcony & Beach Access

Find vacation rentals that suit your style

Top Oldsmar Hotel Reviews

OASIS BAY SUITES, Tampa, Busch Gardens, USF

Four Points by Sheraton Suites Tampa Airport Westshore

Quality Inn Tampa Airport - Cruise Port

CW Resort

The Westin Tampa Bay

Hotel Alba, Tapestry Collection by Hilton

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

JW Marriott Clearwater Beach Resort & Spa

Find out more about Oldsmar

Frequently asked questions

Go further with the Expedia app

Oldsmar Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oldsmar vacation rentals

1. Palm Lake Retreat | Pool, Beaches, Near Tampa

2. Escape By The Bay

3. Vibrant 2BR 2BA w King Bed Pool Gym 11

4. Green Castle Suite in Tampa

5. Cozy Boho Guest House w/Patio - 6 min from the beach!

6. Welcome to our charming studio, perfectly located near Tampa Bay's attractions.

7. Sailport Waterfront Suites

8. Beautiful condo on Copperhead. Beaches nearby!

9. Charming rental unit with separate entrance.

10. Beautiful and comfortable room Apt # 2

11. Beso Del Sol Resort

12. Aileen Camping Space

13. La Casita Blanca Ybor City Tampa

14. Escape to The Marine – Cozy Studio with a Touch of Nautical Elegance

15. The M’s Cozy Corner

16. Water View*Ideal Location*Pool

17. Waterfront view, Heated Pool, Private Balcony

18. Experience the passion of hospitality, cleaning, and good location!

19. Experience the passion of hospitality, cleaning, and good location!

20. Tampa Bay 1BR - Pool, Balcony & Beach Access

Find vacation rentals that suit your style

Top Oldsmar Hotel Reviews

OASIS BAY SUITES, Tampa, Busch Gardens, USF

Find out more about Oldsmar

Frequently asked questions

Go further with the Expedia app

16. Water ViewIdeal LocationPool