Oldsmar Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Oldsmar vacation rentals

1 bedroom, WiFi, wheelchair access

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
9.0 out of 10, Wonderful, (55 reviews)
"Very quiet place, I went solo for work,,and it was perfect "
United States
Carline
$78 nightly
The price is $86
Apr 16 - Apr 17
Total with taxes and fees
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
Interior

La Casita Blanca Ybor City Tampa

La Casita Blanca Ybor City Tampa
Tampa
9.6 out of 10, Exceptional, (128 reviews)
"Clean space very conveniently located near the TECO Streetcar stop. "
United States
Mary
La Casita Blanca Ybor City Tampa
1 bedroom, iron/ironing board, free WiFi, bed sheets

Rest apartament

Rest apartament
Holiday
9.8 out of 10, Exceptional, (61 reviews)
"Is a very nice and clean apartment. The area is quiet and our hosts were great. "
United States
Rick O.
$120 nightly
The price is $132
Apr 21 - Apr 22
Total with taxes and fees
Rest apartament
Marina

The M’s Cozy Corner

The M’s Cozy Corner
Ybor City
9.8 out of 10, Exceptional, (85 reviews)
"Convenient location and perfect for what we needed."
United States
Anonymous traveler
$136 nightly
The price is $152
Apr 20 - Apr 21
Total with taxes and fees
The M’s Cozy Corner
Dining

Aileen Camping Space

Aileen Camping Space
East Tampa
9.6 out of 10, Exceptional, (76 reviews)
"Aileen’s is cozy and private. The RV was very clean and comfortable. It is well decorated, too. "
United States
Loria
$119 nightly
The price is $132
Apr 15 - Apr 16
Total with taxes and fees
Aileen Camping Space
Exterior

Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.8 out of 10, Exceptional, (39 reviews)
"Nice easy spot to stay if you need quick access to Tampa airport, was only 12 minutes to take back the rental car. Took us a minute to find it because it was dark already, but the unit was very clean, and the manager was responsive and super nice. Good value if you need a small spot with kitchenette and great shower. "
United States
Lou
$115 nightly
The price is $128
May 4 - May 5
Total with taxes and fees
Green Castle Suite in Tampa
Pool

DFGmoments#2/Northdale/Citrus Park Mall

DFGmoments#2/Northdale/Citrus Park Mall
Greater Northdale
9.8 out of 10, Exceptional, (72 reviews)
"Great location in the Carrollwood area of Tampa. Traveling as a single woman, I felt so safe. Safer than in a motel. Iu was visiting family and this room was the ideal resting spot. "
United States
Debra
$110 nightly
The price is $122
Apr 15 - Apr 16
Total with taxes and fees
DFGmoments#2/Northdale/Citrus Park Mall
Microwave, coffee/tea maker, cookware/dishes/utensils, spices

Beautiful and comfortable room Apt # 2

Beautiful and comfortable room Apt # 2
Tampa
10.0 out of 10, Exceptional, (40 reviews)
"Very clean property and the check in / check out process was seamless. Would stay here again! "
United States
Akeim B.
$133 nightly
The price is $148
Apr 21 - Apr 22
Total with taxes and fees
Beautiful and comfortable room Apt # 2
Apartment, Accessible

Modern 2BR 2BA King Bed Pool Gym 7

Modern 2BR 2BA King Bed Pool Gym 7
2.0 star property
Westchase
$263 nightly
The price is $299
May 4 - May 5
Total with taxes and fees
Modern 2BR 2BA King Bed Pool Gym 7
Beach nearby, sun loungers, beach towels

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO.

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO.
Seminole
10.0 out of 10, Exceptional, (100 reviews)
"Superb hospitality"
Netherlands
Roy v.
$240 nightly
The price is $268
May 6 - May 7
Total with taxes and fees
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO.
Property grounds

Adorable Waterfront Cottage

Adorable Waterfront Cottage
Odessa
9.6 out of 10, Exceptional, (24 reviews)
"Clean, cozy cabin with everything we needed for an enjoyable stay. Highly recommend!"
United States
Molly
$245 nightly
The price is $276
Apr 15 - Apr 16
Total with taxes and fees
Adorable Waterfront Cottage
Fridge, microwave, dishwasher, coffee/tea maker

Charming rental unit with separate entrance.

Charming rental unit with separate entrance.
Tampa
9.8 out of 10, Exceptional, (66 reviews)
"Easy, Clean and just what you need for a nights rest. 🙏"
United Kingdom
Antonio
$140 nightly
The price is $156
Apr 15 - Apr 16
Total with taxes and fees
Charming rental unit with separate entrance.
Terrace/patio

The Little Pink Guest Suite

The Little Pink Guest Suite
Tampa Heights
9.8 out of 10, Exceptional, (46 reviews)
"It was very cozy and very central to everything."
United States
Thea L.
$157 nightly
The price is $175
Apr 20 - Apr 21
Total with taxes and fees
The Little Pink Guest Suite
Smart TV

Amazing main floor resort style condo at Avalon

Amazing main floor resort style condo at Avalon
Clearwater
9.8 out of 10, Exceptional, (43 reviews)
"Very nice place"
Canada
Peter K.
$260 nightly
The price is $291
Apr 15 - Apr 16
Total with taxes and fees
Amazing main floor resort style condo at Avalon
1 bedroom, iron/ironing board, free WiFi, bed sheets

Escape By The Bay

Escape By The Bay
Town 'n' Country
9.8 out of 10, Exceptional, (39 reviews)
"Very clean, comfortable, and great location."
United States
Larry M.
$127 nightly
The price is $141
Apr 21 - Apr 22
Total with taxes and fees
Escape By The Bay
Smart TV

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
9.0 out of 10, Wonderful, (30 reviews)
"Property was exactly as pictured and described. Very clean, nice amenities, very easy access, excellent communication, great value. Separate entrance from the primary house, but quiet and nice touches in the small space (but way more space than a studio or hotel room). Would happily stay here again."
United States
Steven
$112 nightly
The price is $124
Apr 20 - Apr 21
Total with taxes and fees
Cozy Boho Guest House w/Patio - 6 min from the beach!
Sun loungers, beach towels

Adorable sunny priv. entrance suite & bathroom w/ patio close to beach & center

Adorable sunny priv. entrance suite & bathroom w/ patio close to beach & center
St. Petersburg
10.0 out of 10, Exceptional, (78 reviews)
"Our host was so welcoming, and the place was really. "
United States
Christian F.
$140 nightly
The price is $156
Apr 15 - Apr 16
Total with taxes and fees
Adorable sunny priv. entrance suite & bathroom w/ patio close to beach & center
Outdoor dining

Mint House St. Petersburg Downtown by Kasa

Mint House St. Petersburg Downtown by Kasa
4.0 star property
Downtown St. Petersburg
9.4 out of 10, Exceptional, (762 reviews)
"Very nice place "
United States
Mark
$95 nightly
The price is $107
May 11 - May 12
Total with taxes and fees
Mint House St. Petersburg Downtown by Kasa
1 bedroom, desk, iron/ironing board, free WiFi

Stunning private suite located at the heart of all action

Stunning private suite located at the heart of all action
Palm River-Clair Mel
10.0 out of 10, Exceptional, (35 reviews)
"I have always enjoyed my stay. Is a nice location. "
United States
Lorraine S.
$165 nightly
The price is $185
Apr 21 - Apr 22
Total with taxes and fees
Stunning private suite located at the heart of all action
Exterior

Loft Close to Downtown, Airport and Stadium

Loft Close to Downtown, Airport and Stadium
MacFarlane Park
9.8 out of 10, Exceptional, (59 reviews)
"Great location close to Raymond James. "
United States
Drew F.
$134 nightly
The price is $150
Apr 21 - Apr 22
Total with taxes and fees
Loft Close to Downtown, Airport and Stadium
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

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

10/10 Excellent
"Property was beautiful great location room was clean upon arrival "
Teriyaki 4-night trip
Posted 4 hours ago
ChartHouse Clearwater Beach Marina Hotel

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 $107 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 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 13 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 Port of Tampa and Raymond James Stadium.

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.