Oldsmar Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Oldsmar vacation rentals

Smart TV, fireplace, foosball

Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!

Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!
Oldsmar
9.6 out of 10, Exceptional, (50 reviews)
"Nice Place!!!"
United States
Lulije A.
$575 nightly
The price is $641
May 28 - May 29
Total with taxes and fees
Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!
Property grounds

Aileen Camping Space

Aileen Camping Space
East Tampa
9.6 out of 10, Exceptional, (79 reviews)
"Aileen’s is cozy and private. The RV was very clean and comfortable. It is well decorated, too. "
United States
Loria
$109 nightly
The price is $121
May 26 - May 27
Total with taxes and fees
Aileen Camping Space
Interior

La Casita Blanca Ybor City Tampa

La Casita Blanca Ybor City Tampa
Ybor City
9.8 out of 10, Exceptional, (132 reviews)
"Very clean, great a/c, good location and nice host!"
Canada
Aimee
$180 nightly
The price is $202
Jun 14 - Jun 15
Total with taxes and fees
La Casita Blanca Ybor City Tampa
Terrace/patio

Charming rental unit with separate entrance.

Charming rental unit with separate entrance.
Tampa
9.8 out of 10, Exceptional, (67 reviews)
"Very clean, nice, comfortable place right in the middle of town. The hosts are very welcoming. And it's an excellent value. Highly recommended."
United States
Nick V.
$133 nightly
The price is $148
May 21 - May 22
Total with taxes and fees
Charming rental unit with separate entrance.
Beach nearby, sun loungers, beach towels

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community

SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community
Seminole
10.0 out of 10, Exceptional, (104 reviews)
"Great place to stay at. It has everything you need. The pool was nice and warm The apartment is very cute and the host goes beyond to make it very comfortable. The only downside is that it is a drive to the beach. With the price of parking it can get costly "
Canada
Maria
$244 nightly
The price is $272
May 21 - May 22
Total with taxes and fees
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community
Pool

DFGmoments#2/Northdale/Citrus Park Mall

DFGmoments#2/Northdale/Citrus Park Mall
Greater Northdale
9.8 out of 10, Exceptional, (76 reviews)
"Such a cute place! Highly recommend"
United States
Holly
$110 nightly
The price is $122
May 21 - May 22
Total with taxes and fees
DFGmoments#2/Northdale/Citrus Park Mall
Beach

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, (31 reviews)
"Great quiet and pleasant place! "
United States
Hillel F.
$106 nightly
The price is $118
May 26 - May 27
Total with taxes and fees
Escape to The Marine – Cozy Studio with a Touch of Nautical Elegance
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, (40 reviews)
"Cute little spot to rest."
United States
Bobby D.
$128 nightly
The price is $143
May 21 - May 22
Total with taxes and fees
Escape By The Bay
Interior

Perfect Location! All include Tampa Private Suite

Perfect Location! All include Tampa Private Suite
Palm River-Clair Mel
9.2 out of 10, Wonderful, (19 reviews)
"This location is very intimate and cozy. My husband and I loved it! It was very close to our event and there were many options for food around. There was even a beauty supply store nearby (for the ladies who love last minute finds while on vacation, like me!). It was very clean and exactly what we needed for our short stay."
United States
Leoniquia
$104 nightly
The price is $115
May 28 - May 29
Total with taxes and fees
Perfect Location! All include Tampa Private Suite
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, (63 reviews)
"Very clean, very nice property to catch a very early morning flight after spending all weekend on the coast. The fridge and cold water was appreciated, and I enjoyed sitting out under the stars within the screened in pool. I would definitely stay here again. Super close to the airport which was nice. "
United States
Mendy
$92 nightly
The price is $101
May 28 - May 29
Total with taxes and fees
Welcome to our charming studio, perfectly located near Tampa Bay's attractions.
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, (43 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
May 31 - Jun 1
Total with taxes and fees
Beautiful and comfortable room Apt # 2
Interior

Casino Tampa Mimi's Ste K3

Casino Tampa Mimi's Ste K3
East Lake Park
10.0 out of 10, Exceptional, (41 reviews)
"Have stayed here twice it’s a very comfortable place. "
United States
Richard W.
$158 nightly
The price is $177
May 27 - May 28
Total with taxes and fees
Casino Tampa Mimi's Ste K3
Property grounds

Cozy Cottage - Close to Everything, Nature Lovers Dream!

Cozy Cottage - Close to Everything, Nature Lovers Dream!
Odessa
10.0 out of 10, Exceptional, (71 reviews)
"Everything was wonderful. Loved saying hi to the horses every day. Clean cute spot to stay. "
United States
Kelly B.
$330 nightly
The price is $370
May 31 - Jun 1
Total with taxes and fees
Cozy Cottage - Close to Everything, Nature Lovers Dream!
Exterior

Green Castle Suite in Tampa

Green Castle Suite in Tampa
Town 'n' Country
9.6 out of 10, Exceptional, (40 reviews)
"The place is nice and clean. The hosts are amazing, they made me feel so welcome and made sure i was comfortable. "
United States
Bethany D.
$115 nightly
The price is $128
May 25 - May 26
Total with taxes and fees
Green Castle Suite in Tampa
Fridge, microwave, oven, stovetop

Spacious Home in CentralTampa near all attractions

Spacious Home in CentralTampa near all attractions
Old Seminole Heights
9.8 out of 10, Exceptional, (30 reviews)
"Our host was very kind and she made our experience in her home very inviting."
United States
Tina J.
$209 nightly
The price is $234
Jun 1 - Jun 2
Total with taxes and fees
Spacious Home in CentralTampa near all attractions
TV

BBC110 Renovated Beachfront Condo W/Pool

BBC110 Renovated Beachfront Condo W/Pool
Belleair Beach
9.4 out of 10, Exceptional, (168 reviews)
"Everything was so great! It was clean, quiet, and just perfect for a beachside vacation. We will definitely be back! "
United States
Jill C.
$363 nightly
The price is $405
May 21 - May 22
Total with taxes and fees
BBC110 Renovated Beachfront Condo W/Pool
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, (815 reviews)
"Very nice place to stay. I especially loved that I could walk to Tropicana Field"
United States
Marianne
$100 nightly
The price is $113
Jun 10 - Jun 11
Total with taxes and fees
Mint House St. Petersburg Downtown by Kasa
Terrace/patio

The Little Pink Guest Suite

The Little Pink Guest Suite
Tampa Heights
9.8 out of 10, Exceptional, (50 reviews)
"Very clean, and had everything we needed for a comfortable stay. Host was very gracious and welcoming "
United States
William G.
$167 nightly
The price is $186
Jun 3 - Jun 4
Total with taxes and fees
The Little Pink Guest Suite
Marina

The M’s Cozy Corner

The M’s Cozy Corner
Ybor City
9.8 out of 10, Exceptional, (90 reviews)
"Very clean and nice place to stay. "
United States
Jill D.
$148 nightly
The price is $165
May 27 - May 28
Total with taxes and fees
The M’s Cozy Corner
Exterior

Downtown Bungalow #1

Downtown Bungalow #1
Downtown
10.0 out of 10, Exceptional, (60 reviews)
"Great place to stay and good location "
United States
chris
$222 nightly
The price is $246
May 21 - May 22
Total with taxes and fees
Downtown Bungalow #1
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

Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

8/10 Good
"The rooms were ok could use an update, bed was very comfortable. The food at the restaurant was ok nothing fancy. Pool area could use an upgrade as well. Beach location great however you have to pay for all the extras lounge chairs are not included in beach access. Location was great easy to walk around and enjoy the sites! You are paying for location more than anything."
Cynthia 2-night trip
Posted 2 hours ago
Hilton Clearwater Beach Resort & Spa

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 $113 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 of Tampa.

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.