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

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Oldsmar condo rentals

Apartment, 2 Bedrooms, Non Smoking, Kitchen | Terrace/patio

The Westshore by Stylish Stays

The Westshore by Stylish Stays
3.5 star property
Beach Park
8.0 out of 10, Very Good, (4 reviews)
"Very well priced and located."
United States
Alex
$182 nightly
The price is $207
Jun 29 - Jun 30
Total with taxes and fees
The Westshore by Stylish Stays
Property grounds

Beautiful condo on Copperhead. Beaches nearby!

Beautiful condo on Copperhead. Beaches nearby!
Palm Harbor
9.6 out of 10, Exceptional, (27 reviews)
"Great stay for golfers at Innsbrook!"
United States
judy
$254 nightly
The price is $283
Jun 23 - Jun 24
Total with taxes and fees
Beautiful condo on Copperhead. Beaches nearby!
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, (106 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
$245 nightly
The price is $273
Jun 28 - Jun 29
Total with taxes and fees
SUNNY DELIGHT! pets ok! UPDATED HEATED POOL VACATION CONDO. Safe gated community
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, (44 reviews)
"Condo was very nice and clean. Host was very friendly and attentive to make sure that we were all comfortable. Would stay here again! "
United States
Partie B.
$254 nightly
The price is $283
Jun 30 - Jul 1
Total with taxes and fees
Amazing main floor resort style condo at Avalon
Beach nearby, sun loungers, beach towels

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS

BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Clearwater
9.8 out of 10, Exceptional, (117 reviews)
"Everything was great!"
United States
Mani S.
$247 nightly
The price is $276
Jun 28 - Jun 29
Total with taxes and fees
BEAUTIFUL CONDO MINUTES FROM GORGEOUS BEACHES & FAMILY ATTRACTIONS
Beach nearby, sun loungers, beach towels

UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !

UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !
Seminole
10.0 out of 10, Exceptional, (102 reviews)
"Lots of Fun! They think of everything you need to have a great stay."
United States
Josh
$234 nightly
The price is $271
Jun 23 - Jun 24
Total with taxes and fees
UPDATED REMODELED CONDO- NO STAIRS 3 MILES TO THE BEACH! PETS ok! HEATED POOL !
Sun loungers, beach towels

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING

PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Clearwater
9.8 out of 10, Exceptional, (51 reviews)
"Great unit. Close to pool. Comfortable. "
Canada
Gary P.
$280 nightly
The price is $312
Jun 29 - Jun 30
Total with taxes and fees
PROMO PRICES - POOL VIEW - CLEARWATER BEACH - FREE WI-FI/PARKING
Beach nearby, sun loungers, beach towels

SHEEK & GLAM VACATION BEACH CONDO! HEATED POOL,GYM, TENNIS, 1st FLOOR CONDO

SHEEK & GLAM VACATION BEACH CONDO! HEATED POOL,GYM, TENNIS, 1st FLOOR CONDO
Seminole
10.0 out of 10, Exceptional, (76 reviews)
"Communication was excellent. Very impressed with cleanliness and how so many things were provided. Loved the location to beaches and shops. Our host checked on us at least once a week. Highly recommend this condo. Would definitely stay again. "
United States
Judy P.
$241 nightly
The price is $269
Jun 25 - Jun 26
Total with taxes and fees
SHEEK & GLAM VACATION BEACH CONDO! HEATED POOL,GYM, TENNIS, 1st FLOOR CONDO
Pool

Studio On The Beach - Heated Pool - Self Check-in

Studio On The Beach - Heated Pool - Self Check-in
Belleair Beach
9.2 out of 10, Wonderful, (15 reviews)
"Wonderful place! Will stay again. "
United States
Jerry R.
$220 nightly
The price is $246
Jun 30 - Jul 1
Total with taxes and fees
Studio On The Beach - Heated Pool - Self Check-in
Beach nearby

Walk to Beach & Dining: Sunny St Pete Condo!

Walk to Beach & Dining: Sunny St Pete Condo!
St. Pete Beach
9.2 out of 10, Wonderful, (76 reviews)
"Great place in a good location."
United States
Rob B.
$197 nightly
The price is $217
Jul 5 - Jul 6
Total with taxes and fees
Walk to Beach & Dining: Sunny St Pete Condo!
Beach nearby, sun loungers, beach towels

Cute, spacious 2 BR 2 Full BA condo minutes from the beaches

Cute, spacious 2 BR 2 Full BA condo minutes from the beaches
Anona
9.6 out of 10, Exceptional, (29 reviews)
"Great place to stay!"
United States
Deborah C.
$293 nightly
The price is $327
Jun 23 - Jun 24
Total with taxes and fees
Cute, spacious 2 BR 2 Full BA condo minutes from the beaches
Beach

Walk to Everything Downtown! EAT-SHOP-PLAY!

Walk to Everything Downtown! EAT-SHOP-PLAY!
Downtown St. Petersburg
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic location. Host was awesome (and we had no issues) and place was as advertised. Highly recommend for a couples’ getaway!"
United States
Kristin E.
$239 nightly
The price is $267
Jun 23 - Jun 24
Total with taxes and fees
Walk to Everything Downtown! EAT-SHOP-PLAY!
Beach nearby

Direct water view from Balcony-Pool

Direct water view from Balcony-Pool
Rocky Point
9.4 out of 10, Exceptional, (75 reviews)
"Perfect. The place was fantastic"
United States
David W.
$229 nightly
The price is $257
Jun 29 - Jun 30
Total with taxes and fees
Direct water view from Balcony-Pool
TV

BBC110 Renovated Beachfront Condo W/Pool

BBC110 Renovated Beachfront Condo W/Pool
Belleair Beach
9.4 out of 10, Exceptional, (169 reviews)
"Perfect view of beach, very clean when we checked in, lots of kitchen necessities. Grounds were very well kept. "
United States
Kathy P.
BBC110 Renovated Beachfront Condo W/Pool
Outdoor dining

Amazing waterfront condominium at Boca Ciega Resort

Amazing waterfront condominium at Boca Ciega Resort
St. Petersburg
9.0 out of 10, Wonderful, (147 reviews)
"Fabulous location, great views, good communication with host. The only downside is being close to the road which can get very loud on the balcony. We love the pool and hot tub!"
United States
Jenny W.
$218 nightly
The price is $243
Jun 23 - Jun 24
Total with taxes and fees
Amazing waterfront condominium at Boca Ciega Resort
Pool

Cozy Barefoot Beach Condo E-217 – Just 100 Steps from Indian Shores Beach.

Cozy Barefoot Beach Condo E-217 – Just 100 Steps from Indian Shores Beach.
Indian Shores
10.0 out of 10, Exceptional, (20 reviews)
"Great location and easy beach access"
Canada
Donna T.
$358 nightly
The price is $399
Jun 23 - Jun 24
Total with taxes and fees
Cozy Barefoot Beach Condo E-217 – Just 100 Steps from Indian Shores Beach.
Interior

MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
Madeira Beach
9.6 out of 10, Exceptional, (26 reviews)
"This was the most enjoyable vacation that we have had "
United States
Steve P.
$226 nightly
The price is $252
Jun 29 - Jun 30
Total with taxes and fees
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
Beach

Tampa Bay 1BR - Pool, Balcony & Beach Access

Tampa Bay 1BR - Pool, Balcony & Beach Access
Rocky Point
9.0 out of 10, Wonderful, (29 reviews)
"Great little place and location for purposes of our visit."
United States
Todd B.
$131 nightly
The price is $146
Jul 12 - Jul 13
Total with taxes and fees
Tampa Bay 1BR - Pool, Balcony & Beach Access
Pool

Waterfront, Harbourside, Water Park, Beach, #6616

Waterfront, Harbourside, Water Park, Beach, #6616
Indian Rocks Beach
9.6 out of 10, Exceptional, (52 reviews)
"We loved having daily access to the water park! Close walk to the beach was also great. "
United States
Ryan C.
$413 nightly
The price is $459
Jun 24 - Jun 25
Total with taxes and fees
Waterfront, Harbourside, Water Park, Beach, #6616
Beach nearby

Waterfront 2/2 Condo on Treasure Island, 404E

Waterfront 2/2 Condo on Treasure Island, 404E
Treasure Island
9.8 out of 10, Exceptional, (15 reviews)
"Was a nice place to stay. Location was great and complex and room were in great condition "
United States
Anonymous traveler
$406 nightly
The price is $451
Jun 28 - Jun 29
Total with taxes and fees
Waterfront 2/2 Condo on Treasure Island, 404E
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

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

10/10 Excellent
"The staff were super awesome! Hearing their stories and being welcomed was certainly the highlight!"
Joe 8-night trip
Posted 4 hours ago
The Barrymore Hotel Tampa Riverwalk

Find out more about Oldsmar

Oldsmar Condo Rentals information

Number of reviews
957
Accommodation
5096 Condo Rentals
Lowest Price
$146
Highest Price
$459

Frequently asked questions

How much do condos in Oldsmar cost?
You'll pay from $146 to $459 per night for condos in Oldsmar. No matter your budget, an epic stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Oldsmar?
Oldsmar has 5096 condos. To help you book the ideal stay, make use of our filters to search for the must-have hotel conveniences.
Why book your condo in Oldsmar with Expedia?
We think that vacations shouldn't be complicated, so if you're on the lookout for condos at a competitive price, Expedia has got your back. Keep costs down and go for something small and cozy, or book a 5-star condo and spoil your favorite people. Our search filters make it simple to find an escape in Oldsmar that checks your boxes.
How can I find cheap condos in Oldsmar?
With Expedia's convenient filter tool, comparing cheap condos in Oldsmar is easy. To discover stays that'll make your wallet happy, fine-tune your search results by amenities, star rating and budget.
What is there to do in Oldsmar near my condo?
If you're eager to discover the sights of Oldsmar, check out Oldsmar Flea Market. It's a favorite among visitors and locals alike.

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