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

Oldsmar Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Oldsmar vacation rentals

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

Palm Lake Retreat | Pool, Beaches, Near Tampa
Oldsmar
$550 nightly
The price is $584
Sep 17 - Sep 18
Total with taxes and fees
Palm Lake Retreat | Pool, Beaches, Near Tampa
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

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 23 - Aug 24
Total with taxes and fees
Escape By The Bay
A stone pool surrounded by tropical plants and palm trees.

3. 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 8 - Sep 9
Total with taxes and fees
Vibrant 2BR 2BA w King Bed Pool Gym 11
A hotel with a prominent 'Sheraton' sign, a waterfront location, and a modern bridge structure.

4. 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 31 - Sep 1
Total with taxes and fees
Green Castle Suite in Tampa
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!

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
$108 nightly
The price is $120
Aug 24 - Aug 25
Total with taxes and fees
Cozy Boho Guest House w/Patio - 6 min from the beach!
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.

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
$96 nightly
The price is $106
Aug 29 - Aug 30
Total with taxes and fees
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
A beach with thatched umbrellas and lounge chairs, a sandy shore, and a sunset in the background.

7. Sailport Waterfront Suites

Sailport Waterfront Suites
3.5 star property
Rocky Point
8.4 out of 10, Very Good, (5,191 reviews)
"Very attractive siting on water"
United States
David
$108 nightly
The price is $121
Aug 30 - Aug 31
Total with taxes and fees
Sailport Waterfront Suites
A modern building with a flat roof and large windows.

8. Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (28 reviews)
"Very nice view onto copperhead course from the balcony. Spacious condo. Perfect for our stay."
United States
Clive C.
$267 nightly
The price is $297
Aug 24 - Aug 25
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!
A modern kitchen with white cabinets, a black refrigerator, a microwave, and a granite countertop.

9. 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 23 - Aug 24
Total with taxes and fees
Charming rental unit with separate entrance.
A kitchen with teal walls, white cabinets, and a white refrigerator.

10. 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 23 - Aug 24
Total with taxes and fees
Beautiful and comfortable room Apt # 2
A balcony with a view of a pier extending into the water, two chairs, and a table.

11. Beso Del Sol Resort

Beso Del Sol Resort
2.5 star property
Dunedin
8.6 out of 10, Excellent, (758 reviews)
"Excellent accommodations for the price point"
United States
Yvette
$155 nightly
The price is $173
Aug 23 - Aug 24
Total with taxes and fees
Beso Del Sol Resort
A compact kitchen with dark wood cabinets, a stainless steel range, a microwave, and a built-in oven.

12. 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 25 - Aug 26
Total with taxes and fees
Aileen Camping Space
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

La Casita Blanca Ybor City Tampa
Ybor City
9.8 out of 10, Exceptional, (142 reviews)
"Very clean, great a/c, good location and nice host!"
Canada
Aimee
$183 nightly
The price is $205
Sep 7 - Sep 8
Total with taxes and fees
La Casita Blanca Ybor City Tampa
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

Escape to The Marine – Cozy Studio with a Touch of Nautical Elegance
Temple Terrace
9.0 out of 10, Wonderful, (36 reviews)
"Great place to stay. It’s next to everything you need. "
United States
Richard
$112 nightly
The price is $124
Aug 25 - Aug 26
Total with taxes and fees
Escape to The Marine – Cozy Studio with a Touch of Nautical Elegance
A marina with boats docked under a bridge.

15. The M’s Cozy Corner

The M’s Cozy Corner
Ybor City
9.8 out of 10, Exceptional, (95 reviews)
"This was the perfect spot for our weekend trip to Tampa. We had everything we needed and the property was very clean. The location being close to downtown and the airport was very convenient. Would definitely stay here again!"
United States
Erika G.
$130 nightly
The price is $145
Aug 24 - Aug 25
Total with taxes and fees
The M’s Cozy Corner
A beach with a swing set, a thatched structure, and a bench.

16. 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.
$479 nightly
The price is $520
Aug 23 - Aug 24
Total with taxes and fees
Water View*Ideal Location*Pool
A swimming pool with a sunset view, lounge chairs, and palm trees.

17. 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 $258
Aug 24 - Aug 25
Total with taxes and fees
Waterfront view, Heated Pool, Private Balcony
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!

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.
$113 nightly
The price is $124
Aug 24 - Aug 25
Total with taxes and fees
Experience the passion of hospitality, cleaning, and good location!
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!

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
$119 nightly
The price is $130
Aug 23 - Aug 24
Total with taxes and fees
Experience the passion of hospitality, cleaning, and good location!
A beach with colorful chairs and thatched umbrellas, a clear blue sky, and a calm sea.

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

Tampa Bay 1BR - Pool, Balcony & Beach Access
Rocky Point
9.2 out of 10, Wonderful, (42 reviews)
"Great little place and location for purposes of our visit."
United States
Todd B.
$127 nightly
The price is $142
Aug 24 - Aug 25
Total with taxes and fees
Tampa Bay 1BR - Pool, Balcony & Beach Access
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

OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

10/10 Excellent
"Clean spacious room, convenient 24hr mini mart at the front desk. We checked in late with no issues. Their shuttle to the park runs all day until the park closes."
James 1-night trip
Posted 1 hour ago
OASIS BAY SUITES, Tampa, Busch Gardens, USF

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 $104 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: 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.