Oldsmar Vacation Rentals from $95: Search Short-Term Rentals

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

The Gemma by Brightwild : You might want to consider this vacation home rental near Oldsmar, which 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

$456 nightly

Aug 17 - Aug 18

Total with taxes and fees

2. Sailport Waterfront Suites

Rocky Point

Edith

$108 nightly

Aug 30 - Aug 31

Total with taxes and fees

3. Beso Del Sol Resort

Dunedin

Yvette

$155 nightly

Aug 17 - Aug 18

Total with taxes and fees

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

Town 'n' Country

Kim Viola

$284 nightly

Sep 7 - Sep 8

Total with taxes and fees

5. Pelican Pointe Clearwater Beach Hotel

Clearwater Beach

Toni

$156 nightly

Aug 30 - Aug 31

Total with taxes and fees

1 bedroom, iron/ironing board, WiFi (free), bed sheets

6. Escape By The Bay

Town 'n' Country

Jake G.

$117 nightly

Aug 17 - Aug 18

Total with taxes and fees

7. Mint House St. Petersburg Downtown by Kasa

Downtown St. Petersburg

Niyah

$84 nightly

Aug 23 - Aug 24

Total with taxes and fees

Grand Suite, 3 Bedrooms, Ocean View | Terrace/patio

8. The Avalon Club

Clearwater Beach

Malany

$227 nightly

Aug 17 - Aug 18

Total with taxes and fees

9. The Fold Hotels Indian Shores

Indian Shores

Karen

$144 nightly

Aug 23 - Aug 24

Total with taxes and fees

10. Sunset Vistas Two Bedroom Beachfront Suites

Sunshine Beach

Paul

$184 nightly

Aug 23 - Aug 24

Total with taxes and fees

Premium Condo, 1 Bedroom | In-room dining

11. Barefoot Beach Resort

Indian Shores

craig

$132 nightly

Aug 17 - Aug 18

Total with taxes and fees

12. 262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!

Rocky Point

John S.

$359 nightly

Aug 17 - Aug 18

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

13. Downtown Dunedin Walking District

Downtown Dunedin

Chelsey H.

$394 nightly

Aug 17 - Aug 18

Total with taxes and fees

14. Green Castle Suite in Tampa

Town 'n' Country

Stephanie S.

$115 nightly

Aug 17 - Aug 18

Total with taxes and fees

15. John's Pass Hotel

Madeira Beach

Olivia

$109 nightly

Aug 23 - Aug 24

Total with taxes and fees

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

Town 'n' Country

Deborah

$112 nightly

Aug 21 - Aug 22

Total with taxes and fees

Presidential Suite, 3 Bedrooms, Bay View | Water view

17. FUSION Resort Waterfront Suites

Treasure Island

Lana

$179 nightly

Aug 31 - Sep 1

Total with taxes and fees

Coffee/tea maker, microwave, cookware/dishes/utensils, spices

18. Beautiful and comfortable room Apt # 2

Tampa

Angela W.

$133 nightly

Aug 23 - Aug 24

Total with taxes and fees

19. South Beach Oceanfront Resort

Sunshine Beach

Susan

$277 nightly

Aug 17 - Aug 18

Total with taxes and fees

20. Surf Beach Treasure Island Resort

Treasure Island

Jose A

$352 nightly

Aug 31 - Sep 1

Total with taxes and fees

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Top Oldsmar Hotel Reviews

Hilton Clearwater Beach Resort & Spa

10/10 Excellent

"Espectacular y muy animado"

Opal Sands Resort

10/10 Excellent

"I love the resort! It was beautiful, staff were very nice. If your smokers don’t smoke on the balcony it’s not allowed and you will be charged 500 dollars with no warning! It was our bad though we really don’t know and obviously didn’t read the expectations lol. So incase you are like us now you know."

Clearwater Beach Hotel

8/10 Good

"I like to stay here because it is cheap and within walking distance of the beach. It has gotten run down through the years. I have stayed there approximately 4 times now. . The elevator is slow and hot. The ice machine on 5th floor doesn't work. The plug ins in the room wouldn't keep my charger plugged in by bed. Pros- cheap, nice, as an older woman staying by myself I felt safe even though it was slightly sketchy. They have you clean towels, coffee in lobby and staff is the best. If you are looking to go to the beach on a budget knowing you won't be in room much this is your spot!"

Find out more about Oldsmar

Everything you need to know about Oldsmar vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oldsmar vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oldsmar vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oldsmar vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oldsmar. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oldsmar in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $95 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oldsmar rentals

At Expedia, we put the best Oldsmar vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oldsmar rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oldsmar vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oldsmar. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Clearwater Beach

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: You might want to consider this vacation home rental near Oldsmar, which 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 9 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. Sailport Waterfront Suites

3. Beso Del Sol Resort

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

5. Pelican Pointe Clearwater Beach Hotel

6. Escape By The Bay

7. Mint House St. Petersburg Downtown by Kasa

8. The Avalon Club

9. The Fold Hotels Indian Shores

10. Sunset Vistas Two Bedroom Beachfront Suites

11. Barefoot Beach Resort

12. 262-NEW! 3 beds x 2 baths. Amazing Waterfront Views!

13. Downtown Dunedin Walking District

14. Green Castle Suite in Tampa

15. John's Pass Hotel

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

17. FUSION Resort Waterfront Suites

18. Beautiful and comfortable room Apt # 2

19. South Beach Oceanfront Resort

20. Surf Beach Treasure Island Resort

Find vacation rentals that suit your style

Top Oldsmar Hotel Reviews

Hilton Clearwater Beach Resort & Spa

Holiday Inn & Suites Clearwater Beach by IHG

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

The Westin Tampa Bay

Quality Inn Tampa Airport - Cruise Port

Opal Sands Resort

Clearwater Beach Hotel

Find out more about Oldsmar

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