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

Oldsmar Vacation Rentals

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  • Upfront pricing

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Oldsmar vacation rentals

Exterior

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

Palm Lake Retreat | Pool, Beaches, Near Tampa
Oldsmar
$456 nightly
The price is $479
Aug 13 - Aug 14
Total with taxes and fees
Palm Lake Retreat | Pool, Beaches, Near Tampa
House | 2 bedrooms, desk

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

Vibrant 2BR 2BA w King Bed Pool Gym 11
3.0 star property
Town 'n' Country
10.0 out of 10, Exceptional, (1 review)
"Sehr groß und sauber. Alle Möbel waren sauber und funktionsfähig."
Germany
Kim Viola
$284 nightly
The price is $322
Sep 1 - Sep 2
Total with taxes and fees
Vibrant 2BR 2BA w King Bed Pool Gym 11
1 bedroom, iron/ironing board, WiFi (free), bed sheets

3. Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (43 reviews)
"Great value for space"
United States
Jake G.
$117 nightly
The price is $130
Aug 13 - Aug 14
Total with taxes and fees
Escape By The Bay
Smart TV

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

Cozy Boho Guest House w/Patio - 6 min from the beach!
Town 'n' Country
9.2 out of 10, Wonderful, (35 reviews)
"Very clean, quiet. Safe surroundings if you are traveling by yourself."
United States
Deborah
$112 nightly
The price is $124
Aug 21 - Aug 22
Total with taxes and fees
Cozy Boho Guest House w/Patio - 6 min from the beach!
Exterior

5. Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.6 out of 10, Exceptional, (40 reviews)
"Great place to stay!"
United States
Stephanie S.
$115 nightly
The price is $128
Aug 17 - Aug 18
Total with taxes and fees
Green Castle Suite in Tampa
Lunch and dinner served

6. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (755 reviews)
"Excellent accommodations for the price point"
United States
Yvette
$165 nightly
The price is $185
Aug 13 - Aug 14
Total with taxes and fees
Beso Del Sol Resort
1 bedroom, WiFi

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

Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
Pinecrest West Park
9.2 out of 10, Wonderful, (76 reviews)
"Was really nice and price range good for accommodations "
United States
Alejandra
$94 nightly
The price is $104
Aug 13 - Aug 14
Total with taxes and fees
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
Coffee/tea maker, microwave, cookware/dishes/utensils, spices

8. Beautiful and comfortable room Apt # 2

Beautiful and comfortable room Apt # 2
Tampa
10.0 out of 10, Exceptional, (47 reviews)
"Amazing hosts and clean, quiet, super cute place to stay!"
United States
Angela W.
$133 nightly
The price is $148
Aug 13 - Aug 14
Total with taxes and fees
Beautiful and comfortable room Apt # 2
Property grounds

9. Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (28 reviews)
"Great stay for golfers at Innsbrook!"
United States
judy
$286 nightly
The price is $319
Aug 15 - Aug 16
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!
Coffee/tea maker, fridge, microwave, dishwasher

10. Charming rental unit with separate entrance.

Charming rental unit with separate entrance.
Tampa
9.8 out of 10, Exceptional, (69 reviews)
"Great and safe location! Lots of restaurants nearby. It is an ideal place to stay if planning on attending a Tampa bay buccaneers game or planning to go to Clearwater beach and not drive back home . I would definitely stay again . "
United States
Jorge H.
$137 nightly
The price is $153
Aug 16 - Aug 17
Total with taxes and fees
Charming rental unit with separate entrance.
Children's area

11. Water View*Ideal Location*Pool

Water View*Ideal Location*Pool
Rocky Point
9.4 out of 10, Exceptional, (24 reviews)
"Overall amazing stay! "
United States
Michael B.
$435 nightly
The price is $472
Aug 30 - Aug 31
Total with taxes and fees
Water View*Ideal Location*Pool
Beach nearby

12. Direct water view from Balcony-Pool

Direct water view from Balcony-Pool
Rocky Point
9.4 out of 10, Exceptional, (76 reviews)
"Very nice for a quick relaxing getaway!"
United States
Stefanie M.
$233 nightly
The price is $261
Aug 26 - Aug 27
Total with taxes and fees
Direct water view from Balcony-Pool
1 bedroom, iron/ironing board, WiFi (free), bed sheets

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

Experience the passion of hospitality, cleaning, and good location!
Westshore
9.4 out of 10, Exceptional, (144 reviews)
"Property was in a extremely clean.easy check in.very secure location.close to everything we wanted to do."
United States
Keith W.
$112 nightly
The price is $123
Aug 13 - Aug 14
Total with taxes and fees
Experience the passion of hospitality, cleaning, and good location!
Sun loungers

14. ☀Oceanfront ☀Amazing Balcony view☀ WIFI Bar☀ Waterfront Heated Pool ☀

☀Oceanfront ☀Amazing Balcony view☀ WIFI Bar☀ Waterfront Heated Pool ☀
Rocky Point
9.4 out of 10, Exceptional, (50 reviews)
"Such a fantastic value. The location and the amenities were so fun and convince y!"
United States
Kasey J.
$213 nightly
The price is $239
Aug 19 - Aug 20
Total with taxes and fees
☀Oceanfront ☀Amazing Balcony view☀ WIFI Bar☀ Waterfront Heated Pool ☀
Marina

15. The M’s Cozy Corner

The M’s Cozy Corner
Ybor City
9.8 out of 10, Exceptional, (93 reviews)
"Super nice place ! "
United States
Emily N.
$129 nightly
The price is $144
Aug 21 - Aug 22
Total with taxes and fees
The M’s Cozy Corner
Exterior detail

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

Experience the passion of hospitality, cleaning, and good location!
Westshore
9.2 out of 10, Wonderful, (94 reviews)
"Staff was really nice!"
United States
Anthony
$112 nightly
The price is $123
Aug 13 - Aug 14
Total with taxes and fees
Experience the passion of hospitality, cleaning, and good location!
View from property

17. Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel
2.5 star property
Clearwater Beach
8.8 out of 10, Excellent, (1,089 reviews)
"Another awesome trip in the books staying at Pelican Pointe!!"
United States
Toni
$159 nightly
The price is $180
Aug 30 - Aug 31
Total with taxes and fees
Pelican Pointe Clearwater Beach Hotel
Pool

18. Waterfront view, Heated Pool, Private Balcony

Waterfront view, Heated Pool, Private Balcony
Rocky Point
9.6 out of 10, Exceptional, (95 reviews)
"The place was perfect, I would come back or recommend it in a heartbeat."
United States
Tony G.
$231 nightly
The price is $259
Aug 30 - Aug 31
Total with taxes and fees
Waterfront view, Heated Pool, Private Balcony
Beach

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

Tampa Bay 1BR - Pool, Balcony & Beach Access
Rocky Point
9.2 out of 10, Wonderful, (41 reviews)
"Great little place and location for purposes of our visit."
United States
Todd B.
$124 nightly
The price is $138
Aug 23 - Aug 24
Total with taxes and fees
Tampa Bay 1BR - Pool, Balcony & Beach Access
Coffee/tea maker, fridge, microwave, dishwasher

20. Aileen Camping Space

Aileen Camping Space
East Tampa
9.6 out of 10, Exceptional, (79 reviews)
"The host was very welcoming and the accommodation was excellent!"
United States
daniel z.
$115 nightly
The price is $128
Aug 18 - Aug 19
Total with taxes and fees
Aileen Camping Space
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oldsmar Hotel Reviews

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

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

10/10 Excellent
"great location and property amenities"
Virginia 3-night trip
Posted less than an hour ago
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

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 $94 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.

Explore a world of travel with Expedia

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 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 8 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.